nervousken | Jul 7, 2025
Yes she is! She did some fetish work undet the name Nicole Scott

nervousken | Jul 7, 2025
I will be captioning her more in this gallery

wanker-Jim | Jul 7, 2025
Great. I look forward to seeing her, them.

nervousken | Jun 16, 2025
For $200, they'll let you watch

wanker-Jim | Jun 16, 2025
I get my pension check on Monday. Will you be around here then?

nervousken | Jun 16, 2025
Now or never, honey!

wanker-Jim | Jun 16, 2025
mon Holy shit, you mean you’d really do it? I don’t have the ey right now, but can we work something out?

nervousken | Jun 16, 2025
"How can we be sure you'll pay us?"

wanker-Jim | Jun 17, 2025
I I’ll pay you, Sweetie. I promise. Umm I cangive you my name and addres and phone nymber. Will that be enough for now? Please

nervousken | Jun 17, 2025
What, exactly, are you wanting to pay them to do?

wanker-Jim | Jun 17, 2025
I’d love to watch you two play with each other, or play with me. Do eyou want, I/d be happy just watching you.
Just please stay naked.

nervousken | Jun 17, 2025
"Whatever we want? Are you sure?"

wanker-Jim | Jun 17, 2025
I think so. Yes. As long as I get to watch you.

nervousken | Jun 17, 2025
Well, we have a way to make certain you pay us.

wanker-Jim | Jun 17, 2025
I smile, “Really, sweetie? How do yotoy4

nervousken | Jun 17, 2025
"We'll just lock you in a chasyity cage and then put on a show. You'll have to paybus to unlock you"

wanker-Jim | Jun 17, 2025
Holy Holy shit, are you serious? You aren’t just two of the sexiest women, but you’re also the kinkiest.Of course, I was going to jack off while I watched you, but for this, I will have to wait. You have a deal, Baby.

nervousken | Jun 17, 2025
She hands you a steel cage to lock onto yourself. "Go ahead and lock it up"

nervousken | Jun 17, 2025
"You never know when we will capture a horny old man!"

wanker-Jim | Jun 17, 2025
I laugh when she says “capture”, but then I think…. They did actually HAVE a chastity cage. Still highly turned on, I nervously I look over their sexy young bodies, wondering what’s next?

nervousken | Jun 17, 2025
"Let's gp back to our beach house" and they begin walking COMPLETELY NAKED uo the beach!

wanker-Jim | Jun 18, 2025
I quickly pull up my shorts and start following them. I try not to run, or people will think I;m chasing these beautiful naked young ladies. Did they just rip me off?And have my cock locked in this cage?

nervousken | Jun 18, 2025
They stop. "Why did you get dressed?"

wanker-Jim | Jun 18, 2025
?Wha?? I umm” I look down at my shorts, and I take them off. Humiliated, I follow them naked, I leave my shorts sitting om the beach. I try to keep upp with the young ladies now, I figure people will look at them rather than me, in a chastity cage.

nervousken | Jun 18, 2025
Back at their beach house, you can tell they actually libe there and aren't just there for the weekend. "Please, come withnus to the bathroom" There they start to shower and, as they are stepping in, they tell younto clean the bathroom

wanker-Jim | Jun 18, 2025
U wush I could watch them shower, especially showering together, but I want to be good, so they will let me stay here longer. Hopefully at Least until after dark since I don’t have any clothes. I might as well do theweorst job first, I can hear them while I clean

nervousken | Jun 18, 2025
You can see them through the glass doors, but the glass is cloudednwithbwater stains. Soon, you have the bathroom clean and you wonderbhow to wait for them to finish

wanker-Jim | Jun 18, 2025
I get two clean towels, and set them out for the ladies to dry themselves with. Not knowing what else to do, I sit on the closed toilet seat, stare at the imagesthrough clouded glass doors, and wait.

nervousken | Jun 18, 2025
They open the doors and are surprised to see you sitting. "Isn't there something else you could be cleaning?"

wanker-Jim | Jun 18, 2025
Holy crap, they expect me to clean? But seeing their beautiful naked bodies definitely makes it worth it. “Yes … Yes Ma’am” I manage to studder out. With my mind in a fog, trying to figure all of this out, I go out and I start cleaning in the kitchen.

nervousken | Jun 18, 2025
You hear them get out of the shower and 15 minutes later they come into thebkitchen in lingerie. "OK, old man. Here is what we expect. Since you are old and retired, you will come here every morning and be our maid. If you do a good job, you'll get to watch us fuck. Maybe watch us fuck other men. If you do an OK job, you'll only see us naked or in lingerie. If you do a bad job, you'll see us in leather and we'll punish you. On Monday, you can buy your key from us and we will go our separate ways... or every Monday, you can pay for a week of key holding service and we'll do this for another week. Does this work fpr you?"

wanker-Jim | Jun 18, 2025
Stunned by this offer I pause a second. Since I’malready locked in this chastity cage until Monday, I might as well make the best of it. And seeing these two ladies naked every day is definitely the BEST. “Yes. Yes that will work for me, Ma’am,” I say enthusiastically.

nervousken | Jun 18, 2025
"We knew it would... Now, finish cleaning the kitchen, then come out to the living room" It took you about thirty minutes to finish the kitchen and then you met the women in the living room. You even decided to be proactive and make them a light snack and bring a glass of wine for each out. They were very surprised at your thoughtfulness and said so. "We had decided you needed a spanking for having to be told to keep working earloer, but we'll let that slide because of your thoightfulness. Let's go check the kitchen and makd sure youbdid a great job"

wanker-Jim | Jun 18, 2025
I follow the ladies into the kitchen, to make sure that they are satisfied. Following these ladies is my second favorite view of them. I watch somewhat nervously while they inspect the kitchen. I wish my chastity cage wasn’t on me right now, but I doubt if they approve of what I want to do.

nervousken | Jun 18, 2025
They find a few things for you to fix, but they are mostly impressed with you. "OK, follow us" They lead you to the bedroom "How much of a tease can you handle, old man?"

wanker-Jim | Jun 18, 2025
I blush and smile, as I look over their sexy slinder bodies, and I answer them, “My heart is good, so I think I can handle this. Why don’t you show me what you’ve got?” I am paying VERY close attention to these hot youngl adies now.

nervousken | Jun 18, 2025
They motion to a closet and you step inside. They move quickly and cuff your hands and ankles so you are spread wide and exposed. One woman quickly slips her panties off and shoves them in your moutb while yhe other attaches a wand vibrator to your balls with a leather harness. They smile at you "We'll let you out after we each have six orgasms." and then they close the door just enoigh that you can't see the bed dorectly. But, the door is a slatted louver door and you can barely see yhe bed. You hand there, your balls strapped to a vibratpr, fresh panties in your mouth, two of the most gorgeous women yiubhave ever seen naked and fuxking not six feet in front of you, you can see some of what happens, you can hear EVERYTHING and you can smell the sex and sweat in the air. You try counting the orgasms, but soon realize you can't focus

wanker-Jim | Jun 18, 2025
I struggle a little to get free, but where would I go if I did? The women would probablyawful mad, if I did. Besides this is al,ost a great fantasy … if I could only see. Fuck these girls are driving me crazy, already. I can’t even hack off … that was my whole plan of watching them. Damn, I want to watch them. … At least we are in their house, if I have to be naked, in this chastity cage.

nervousken | Jun 18, 2025
After an hour, your balls are aching and your cock has leaked so much there is a puddle on the floor. When they finally open the closet, they are both naked and their bodies glisten with sweat, their faces slick with the other's pussy. They pull the panties fromnyour mouth and kiss you before unlocking you. "Hands and knees and clean that puddlenup" they order

wanker-Jim | Jun 18, 2025
I am so embarrassed that I leaked so much. With both of them standing in the doorway I can’t get a rag. By the look on their faces I realize what they want. I get down on my hands and knees, and slowly lick my cum off the floor. Humiliated, I look up at them, and I know I AM their captive. “I’m sorry,´ softly say, and I hang my head in shame.

nervousken | Jun 19, 2025
"Don't be sorry. Youbwere supposed to leak all over the floor. It proves you are roght where you belong."

wanker-Jim | Jun 19, 2025
I blush as I get up, after licking up all of my cum. “U’m glad you ladies aren’t angry.It’s just that y0ou two are both so fucking hot. Iguess I’ll be cleaning up any messes I make?”

nervousken | Jun 19, 2025
"We won't make you do anything youndon't want to do... butnyou will clean up a lot of messes"

wanker-Jim | Jun 19, 2025
“A lot of messes?” I ask out loud. Shit, sre they going to put that vibrator on my balls, and things like that A KOT?? These ladies are so fuckingSEXY and Kinky … it was very kinky licking up my sperm in front og these ladies … but I don’t know if I’ll be making a LOT of messes.

nervousken | Jun 19, 2025
They pull on robes and hand you a t shirt and a pair of shorts. "You may leave, Maid. Please be back at 8AM tomorrow ready to clean." Then theybpause and look at eachbother. "Or you can stay overnight, if you can handle it"

wanker-Jim | Jun 19, 2025
My eyes pop opfn in shock and excitement. “I can?, I almost shput. Then, trying to be more composed, I answer, “Yes, I can stay overnight, id you ladies would like me to.” … Holy crap, this WORTH the $2000, staying The night with these two gorgous Ldies. …I canhandle this,wet4

nervousken | Jun 19, 2025
"OK, we have to go to class, but we'll be back in a few hours. The living room, bedroom and back patio need to be cleaned. Wash the sheets on the bed and set up the pet bed at the foot of our bed. Oh, and you need to stay naked. If you have time, you can handwash our lingerie." They get dressed and before they leave for class, they come and kiss you on yhe cheek. "We're turning on the cameras while we're gone. OH! one last thing" one pulls a buttplug from her purse. "Put this in. We can control it frpm our phones so we may play with you" before you can insert itz they take off to class at the local community college

wanker-Jim | Jun 19, 2025
Wow, this isgeting freakier than I expected, but they are SO damn sexy. As Iput the buttplug in my ass, I actually think about quitting but I don’t know what would happen if I quit before paying the ladies. As I begincleaning Inotice that the buttplug is an annoying, but I can live with it. I start cleaning and I think thst this isn’t ’T TOO BAD, as long as my chastity cage doesn’t have to stay on too long. I wonder how muchmoney they expect me to pay to stay longer than Monday. I keep myself happy by looking forward to the ladies coming back home. I start cleaning their bedroom, but Ican’t remember seeung any pets.

nervousken | Jun 19, 2025
The plug buzzes and it surprises you. Youbyell out a yelp and then you hear laughter over a camera. "We just wanted to make sure the plug worked" Ypubturn to face the camera. "If you have any quewtions, just go to a camera and ask. If we are watcjing, we'll answer"

wanker-Jim | Jun 19, 2025
Oh shit, they’re watching everything I do? I guess I’mglad that I put the buttplug in right after they left. I didn’t really like that surprise though. I quickly think toask them, “You said you wanted the pet bed put out, where is it. What sieof pet do you have?” I turn and start cleaning again while Ilisten for their answer. … I better stay busy cleaning, if they are watching, so they’ll want metostay.

nervousken | Jun 19, 2025
"The bed is in the garage.... You are the pet" the disembodied voice of a sexy woman says

wanker-Jim | Jun 19, 2025
Heaing her say that sends a jolt through my back. I immediate stand up and look at the camera : What? Umm camera, but instead of protesting, I simply reply, “Oh, Yes Ma’am.” A weird feeling comes over me. Idon ’t like the idfa ofa pet bed, BUT I do get to sleep in the bedroom with them.

nervousken | Jun 19, 2025
You rush to get everything clean so you can wash lingerie

wanker-Jim | Jun 20, 2025
After everything is cleaned, I eagerly get the laundry basket of the ladies lingerie. I take out a nighty and hols it out in front of me, imagining it on the ladies, and smile. I wash it by hand, beung sure to rinse it well, then I hang it up to dry. I take a bra and hold it out in front of me again. Adiring it, I put it against my chest, to see how much it covers my chest. After washing the bra, I pick up a thong panty … I can’t resist smelling them. Mmm after a good smellI hopd them against me, to see if they would cover my chastity cage. Before I wash each piece of lingerie, I admire them, and hold them up, and imsgine taking each item offof each lady … soon I am squirming in my chastity cage.








After everything is cleaned, I eagerly get the laundry basket of the ladies lingerie. I take out a nighty and hols it out in front of me, imagining it on the ladies, and smile. I wash it by hand, beung sure to rinse it well, then I hang it up to dry. I take a bra and hold it out in front of me again. Adiring it, I put it against my chest, to see how much it covers my chest. After washing the bra, I pick up a thong panty … I can’t resist smelling them. Mmm after a good smellI hopd them against me, to see if they would cover my chastity cage. Before I wash each piece of lingerie, I admire them, and hold them up, and imsgine taking each item offof each lady … soon I am squirming in my chastity cage.












After everything is cleaned, I eagerly get the laundry basket of the ladies lingerie. I take out a nighty and hols it out in front of me, imagining it on the ladies, and smile. I wash it by hand, beung sure to rinse it well, then I hang it up to dry. I take a bra and hold it out in front of me again. Adiring it, I put it against my chest, to see how much it covers my chest. After washing the bra, I pick up a thong panty … I can’t resist smelling them. Mmm after a good smellI hopd them against me, to see if they would cover my chastity cage. Before I wash each piece of lingerie, I admire them, and hold them up, and imsgine taking each item offof each lady … soon I am squirming in my chastity cage.













After everything is cleaned, I eagerly get the laundry basket of the ladies lingerie. I take out a nighty and hols it out in front of me, imagining it on the ladies, and smile. I wash it by hand, beung sure to rinse it well, then I hang it up to dry. I take a bra and hold it out in front of me again. Adiring it, I put it against my chest, to see how much it covers my chest. After washing the bra, I pick up a thong panty … I can’t resist smelling them. Mmm after a good smellI hopd them against me, to see if they would cover my chastity cage. Before I wash each piece of lingerie, I admire them, and hold them up, and imsgine taking each item offof each lady … soon I am squirming in my chastity cage.










After everything is cleaned, I eagerly get the laundry basket of the ladies lingerie. I take out a nighty and hols it out in front of me, imagining it on the ladies, and smile. I wash it by hand, beung sure to rinse it well, then I hang it up to dry. I take a bra and hold it out in front of me again. Adiring it, I put it against my chest, to see how much it covers my chest. After washing the bra, I pick up a thong panty … I can’t resist smelling them. Mmm after a good smellI hopd them against me, to see if they would cover my chastity cage. Before I wash each piece of lingerie, I admire them, and hold them up, and imsgine taking each item offof each lady … soon I am squirming in my chastity cage.

wanker-Jim | Jun 20, 2025
After everything is cleaned, I eagerly get the laundry basket of the ladies lingerie. I take out a nighty and hols it out in front of me, imagining it on the ladies, and smile. I wash it by hand, beung sure to rinse it well, then I hang it up to dry. I take a bra and hold it out in front of me again. Adiring it, I put it against my chest, to see how much it covers my chest. After washing the bra, I pick up a thong panty … I can’t resist smelling them. Mmm after a good smellI hopd them against me, to see if they would cover my chastity cage. Before I wash each piece of lingerie, I admire them, and hold them up, and imsgine taking each item offof each lady … soon I am squirming in my chastity cage.

nervousken | Jun 20, 2025
The ladies get home and there is a young, athletic man withbthem. Probably a college football player based on his build. You are clearly embarassed to be naked and caged in front of him, so the ladies let you hide in the closet. Taied up with the vibrator on your balls like last time... And the man fucked the two women, one at a time. He'd fuck one for a while then tell her to sit on a chair and watch while he fucked the other. The women were moaning and screaming like banshees. He fucked them into exhaustion. After they had passed out, he came to the closet abd looked in at you and smiled, his thick cock slimy with countless orgasms from the ladies. "I'll bet you want me to fuck your ass or let you lick this cock clean" you were silent in fear. "You aren't that lucky" he laughed before reaching in to unlock your wrists. He pulled on a pair of shorts and walked out, leaving the women passed out on the bed and you standing over a puddle of your loser goo.

wanker-Jim | Jun 20, 2025
Humiliated but relieved, Ifirst go to check on the ladies. Once I am satisfied that they are okay, I return to the closet. Knowing that there are camera throughout the house,I hesitively get down on my hands and kneed and I lick up my cum from the floor. The ladies seem to be having a much needed sleep. With nothing else to do, I cirl up in my pet bed. Although I don’y have an alarm clock I hope I wake up in time to do the cleaning in the morning. I finally lay my head down, it has been a hell of a day.

nervousken | Jun 20, 2025
You are woken up by a foot nudging you. She looks doen at you and smiles. "Does the puppy need to potty?"

wanker-Jim | Jun 20, 2025
I wake up groggy from my sleep, and I look up to see this beautiful lady standing over me. I smile back at her as I realize where I am. Then I greet her, “Oh, Jood morning Ma;am.” I feel a bit stiff as I get up on my hands and knee. “Yes, I do need to go to t go potty, Ma’am” I tell her as I try to get up to go to the bathroom.

nervousken | Jun 20, 2025
She reaches down and clips a leash to your chastity cage. "Crawl, Puppy" she orders and she follows behind, holding the leash. She directs you outninto the backyard. "You will pee outbhere, Puppy"

wanker-Jim | Jun 20, 2025
Wha the hell??? I wonder. I look up at the lady holding my leash and she signal me to go outside. I crawl into the backyard where there is nothing but grass, no bushes or trees or anything to hide behind. I’ve never peed on my hands and knees before, and I’m having trouble peeing like this. Worried about peeing on myself, I take the clue from real male dogs, I lift my leg just before I finally pee.As I am lifting snd holding my leg up I am very aware of my buttplug tight in my asshole. I feel very humiliated as I look up at the lady when I finish. The only positive thought I can think right now, is that I have the hottest dog walker in town.

nervousken | Jun 20, 2025
She gestures for you to come back inside. She leads younto a bathroom. "Pleade shower and clean up, then you may cook breakfast

wanker-Jim | Jun 20, 2025
It feels good showering up, band I try to keep it quick so I can make their breakfast. I do try to clean especiall well around my chastity cage and around the base of my buttplug. I assume the ladies expect me to stay nake., I dry off and then I go into the kitchen to see what I should cook for us to eat.

nervousken | Jun 20, 2025
there are two post it notes on the counter. One says Whole wheat toast, butter, honey, two eggs sunny side up, freahborange juice, iced coffee. The other says two breakfast tacos with eggs, bean cheese and green sauce.

wanker-Jim | Jun 20, 2025
I am a little disappointed, I thought they’d be in the kitchen with me, while I made breakfast. I start cooking, and trying to have it timed right, so each breakfast would be done together. I try to make both breakfast to each lady’s specifications. I bring them their beveragesfirst, just as I finishing cooking.

nervousken | Jun 21, 2025
"Thank you, Pet. You have done an amazing job. Tell us, did you enjoy yoir treat last nigbt?"

wanker-Jim | Jun 21, 2025
I’m a little puzzled by her question at first , “My treat, Ma’am?} I blush as she must gave seen the vide of me licking up my mess in the closet … or my treat was hearing and being so near when they were fucking. “I umm Yes, Ma’am, I enjoy my treat fine.” Admitting to the lsdies that I enjoyed either of my treats makes me blush even more.

nervousken | Jun 21, 2025
"So we can plan our day, do you need to go anywhere? Home, work, plans wothnother people... do you even want to stay here all day? We don't want you to feel like a captive prisoner here"

wanker-Jim | Jun 21, 2025
Looking at these two hot young ladies, my answer is clear to me. Even if I did have plans, I’d cancel themto be around these two. “Well,I retired a few months ago, so I’ve been looking for hobbies to occupy my time. I should probably go home and get my phone, and take careof a couple little things there. Other than that ,I’m free for the rest of the day, or longer. If you two lovely ladies want me around here?”

nervousken | Jun 21, 2025
"When would you like to leave and when wpuld you like to return? Please take as much time as you need"

wanker-Jim | Jun 21, 2025
Looking at these beautiful ladies I want to get back here as soon as I can. So I tell them, “I could go as soon as I get the kitchen cleaned up. I should able toget everythingdone at home, and be back here in about two or two and a half hours. “ Then I remember I left my chorts on the beach yesterday.I ask, “Oh yeah, one more thing … After I get your kitchen clean, May I please borrow some clothes again?” I llok doqn T MY NErly naked body and I blush.

nervousken | Jun 21, 2025
"There are some clothes in the garage that shpild fit you. And thank you for cleaning the kitchen. You reqlly are a well behaved puppy"

wanker-Jim | Jun 21, 2025
Hearung her compliment makes me blush, but from flattery and embarrassment. “Thank you ladies, I’ll be back as soon as I’m done.” … As I walk home, and do my stuff, I keep thinking about those beautiful ladies. I smile when I think anout them keep calling my a puppy, although I don’t know if it is degrading, or a compliment Anyway, I really love being with these sexy young ladies … Except when they attach the vibrator to my balls, and I have to lick up my mess.

nervousken | Jun 22, 2025
When you get back to their house, you go around back like you had before and there is a plastic tub with a note on it. "Combination to the back door is 1234. You know what to do. We'll be at the beach. We will be back at 1PM."

wanker-Jim | Jun 22, 2025
J’m glad that the ladies thought of me before they went out today. I enter the code and go in the door, the first thing I do is to go and put my backpack with the clothes that that I borrowed , a pair of clothes of my own and a few other things in the garage. Naked, J begin cleaning, starting in the bedroom. AsI take off the sheets I can smell the sex the two ladies had last night, and I become more aware of how my balls are are beginning to ache fWhen the sheets and bedding are washing, I start cleaning the bathroom next.

nervousken | Jun 22, 2025
The ladies speak to you over the camera asking of you'd like to come to hang outnwithbthem at a restauramt on yhe beach

wanker-Jim | Jun 22, 2025
J look at the Cmera with a snuke and U answer, “Sure, I’d love to be ilth you. Should I finish cleaning first? Or can that waut? Let me know where you are at, and I’ll be there as soon as I can.” It feels good that the ladies want to spend some time with me today.

nervousken | Jun 22, 2025
They give you the name of the place and tell you that you can finish later

wanker-Jim | Jun 22, 2025
I quickly get to a point where I can stop cleaning, then I hurry out to the garage. I pit on a pair of shorts and at shert, it’s at the beach so I don’t need shoes. I jury and I nearly run, to meet the ladies at the restaurant.

nervousken | Jun 22, 2025
You get there and they are with a group of three other beautoful women and two massive muscle guys. The ladoes see you, jump up a d run to hug and kiss you. They even kiss you. On the mouth! With tongue!

wanker-Jim | Jun 22, 2025
I am shocked that the ladies greet me so eagerly, but I am loving it. There aren’t many guys my age, or ANY age, who gets this much wonderful attention from TWO ladies this beautiful and sexy. I wrap onearm around each Lady hugging them eac, and loving the kisses. As I get more turned on, I can’t help but squtrm moore and more.

nervousken | Jun 22, 2025
One of the ladies sits in your lap, putting your hand on her bikini clas ass. She whispers in yoir ear "We are letting you pick who we bring home with us. Take uour time and whisper who we should invite to me." She sees a little uncertainty in your eyes "You can pick any number of the five that are right here... or none... Up to you"

wanker-Jim | Jun 23, 2025
I look at her surprised that they would give ME this choice. U wiyld say just the three other ladues, if I wasn’t locked up in this chastity cage.My lady friends are so sexy and they should have fun. I gently rub the ass of the lady sitting on my lao as Iconsider nychoice. ThenI lean over and whisper in her ear, “Hell, you should have fun, You might a swell invitet hem all.” …I know that this might be a longhardnight, not to mention what I have to cleanin the morning. But the ladiesI’m staying with deserve the best.

nervousken | Jun 23, 2025
She looks at you quizically and then smiles. "You seem pretty.confident with your hands. How much did you clean before you joined us?" she asks. At first, you are a little nervous about having your hand on her ass, but she doesn't seem bothered and she makes no indication you shpuld stop

wanker-Jim | Jun 23, 2025
I continue slowly moving my hand across her ass, nit grabbing, but admorong how firm and well formed her butt is. I report to her, “Ikay, I cleaned the kitchen earlier befire I left this morning. I have your bedrrom cleaned, except the bedding id in the drier, so I still need to make your bed. I was cleaning the living roon when you called, so I need to finish that, and the bargeoom, still.” I stop rubbing her, but I keep my hand on her hot ass..

nervousken | Jun 23, 2025
"Wow, you really are a good maid" she says, clearly impressed. She leans down and kisses you deeply "I really hope you decide to stay our maid after Monday. Is there anything I can do to convince you to stay on with us?"

wanker-Jim | Jun 23, 2025
Flattered, confused, and definitely turned on, I squirm even with her sitting on my lap. “I umm I don’tknow if Ican afford to pay you to be your maid very much longer than that, Ma’am.” I smile, looking into her eyes, even her eyes are arousingly beautiful. “Maybe we can work something out though, Ma’am? Please Ma’am?” … Bamn, I am mesmerized buthese two amazing young ladies.

nervousken | Jun 23, 2025
Her hand on your chest, she plays with your nipple and kisses you "What do you have in mind?"

wanker-Jim | Jun 24, 2025
“I …” I’m not sure, Ma’am. I just didn’t think that I could afford to stay with you long.” I squirm harder as I think about living with the ladies longer, and being their maid. “I guess I have to ask you want, Ma’am. My pension is my main sores of income right now…. I really But I would love to still be your maid, if you’ll allowme to, Ma[am.”

nervousken | Jun 24, 2025
"We wpuld like that. Maybe we could rent out your services to other people"

wanker-Jim | Jun 24, 2025
My heart jumps and my cock swells eve mor ein my chastity cage.I am so stunned by her suggestion, }WOW, how long do you want me to stay with you?,I immediately ask. “I mean, you want me to move in with you two?” I hug this beautiful young lady sitting on my squirming lap, and I give a big snule at the other lady. With my eyes lit up I keep considering her offer, “You know, mos tl leases are for a year. Are you sure that you’d want me around that long? I love being with you two, but you wanr me to move in with you?” Her asking m THIS IS etoo wonderful ti say no, even though I will probably never have sexwith them. Just being withthese beautiful sexy young ladies would make me so happy. Even though I am probably old enough to be their grandfather.

nervousken | Jun 24, 2025
"Whoa. Live in slave-maid? That is a huge step." She looks into your eyes and thinks. She stands up and whiapers something to her friend who comes over and sits in your lap. She makes oitnwothbyou for a few minutes before pulling back and looking at you. "Why aren'tnyour hands roaming my body while we kiss?"

wanker-Jim | Jun 24, 2025
“I’m…I’m sorry, Ma;am, Ididn’t know if that would be appropriate here.” I immediately start feeling and caressing her hot young body. J struggle to keep frim squirming too much. This must look bad, an old man making out with these sexy young women. As I kuss her and gently grope her body, I ask, “Does this mean that you want me as your umm full-time maid, Ma’am?” Oh shit, I want to live with these ladies. I wonder if my house would rent gaster if I rent it as fully furnished? It would save moving and storing everything.

nervousken | Jun 24, 2025
Your hand slides under her t shirt and she smiles "I think so, Pupoy. But don't you want to trybthis out first befpre committingnto anything major or long term?"

wanker-Jim | Jun 24, 2025
I realize that I am acting very compulsively and Iagree to a trial run of this before fully commiting. “You’re right Ma’am, a trial period is a good idea. How should we det this up, Ma;am?” As I caress her amazing breasts, I can’t imagine this not working out wonderfully for me though. I even think it is so cute how they call me puppy. As I rub her hot shapely ass, too, I ask, :I … I don’t even know your names yet, Ma’am.” Then I kiss her neck again.

nervousken | Jun 24, 2025
She smiles. "We know your name is 'Puppy'"

wanker-Jim | Jun 24, 2025
I laugh, “Yes Ma’am, you can call me puppy. ” My cocl jumps a little every time they call me that. Damn, both of these ladies are so adorable and sex., I hope thet hope both happy with me for a LONG time. I’ll have to try to keep them happy with keeping me as their puppy … umm and as their maid.

nervousken | Jun 24, 2025
"Are you SURE you want to watch us fuck all five of these people?" she asks quieyly

wanker-Jim | Jun 24, 2025
A little psnic strikes me when she asks me this. And I honestly answer her, “I wasn’t thinking about me, or watching it, Ma’am. I was just thinking about what my two favorite ladies mighthave the most fun with, Ma]am.” I can’t keep mysrlf frpm squirming more vigorously as I think about my two ladies having so much sex.

nervousken | Jun 24, 2025
"Pick one, Puppy"

wanker-Jim | Jun 24, 2025
“oh, umm the tall blond lady is very sexy … like you two are, Ma’am, I’d choose her first.”

nervousken | Jun 25, 2025
The lady in your lap atands up and amiles "Invite her back tobthe house" and leaves with your other lady friend

wanker-Jim | Jun 25, 2025
Shit, I’m suppose to ask her? I don’t even know her name. Hell I don’t eveb know the names of my lady friends. I better hurry rhough, so I can met the blond lady knowwho I/m talking about. I hurry to the group of people and stand in front of the blond Lady. “Hi, um friends over there,” I point to my lady friends. “They were just 0ver here talking with you. They wanted me tocome over here and ask you, umm if you’d like to go to their house and umm have some fun with hem?” I am flustered and embarrassed approaching this young lady t

nervousken | Jun 25, 2025
She looks at you and laughs. "Those two? With you? "

wanker-Jim | Jun 25, 2025
Still feeling unnerved by this, I try to explain, :I;m just … we’re just friends. I umm I’ve done some work for them,and … and they asked me to invite you to place. “ I don’t know how else topl;ain it.

nervousken | Jun 25, 2025
She smiles "I just wanted to be sure. It looked like you were getting friendly with them"

wanker-Jim | Jun 25, 2025
I blush but I still smile at her. “Well yeah, they like to tease me, but they have really never umm been intimate with me or anything.” I figure that this is a good time to stop talking. Then I ask her, “So, would you like to go to their beach house?”

nervousken | Jun 25, 2025
"Absolutely. Lead the way"

wanker-Jim | Jun 25, 2025
I smile when she agrees. “Okay, it’s about on e half mile up the beach this way.” As this hot lady follows up the beach, I wonder if she knows that I may be watching. The man they had there kast night must have known that I was watching the ehole night. Mmm I can’t waut to see this lady, and my lady friends naked and playing.

nervousken | Jun 25, 2025
Getting to the house, you have a dilemma. You kmow the ladies want you naked... but...

wanker-Jim | Jun 25, 2025
I am hoping to let he blond lady in the front door, and sneak in the back door, but the front door id locked. We go to the back door and I let her, and tell her I needosomething in te bck yard. I’ ll just hang out in the back, and sneak in a little later, hopefully unnnoticed.

nervousken | Jun 25, 2025
The ladies come out to greetnyou in bikinis. They welcome their guest warmly and then ask you to change into your uniform and bring some freahnlemonade out for the three of them. You quickly accept the reality and decide to make a snack for them as well

wanker-Jim | Jun 25, 2025
I I go inside to the bedroom and stepdown to my unifoem of just my chastity cage and butt plug. :my uniform: I say to myself and I shake my head, almost smiking. I figured our guest might probably see me nearly naked, I was just hoping it wasn’t so soon. I bring out the lemonade and the snacks, like it was just a part of the job. The blond lady was shocked, and then extremely amused at my ubiform. Although I was terribly embarrassed, I TRIED to act like this is normal. I want to make my lady friendshappy with me in my compromising situation.

nervousken | Jun 26, 2025
You are dismissed and continue cleaning. After an hpur or so, when you are refilling the lemonade, the ladies ask you if you can put yourself in your special place for the evening. It takes a moment, but you realize they want you to lock yourself in the closet with the vibrator on your balls.

nervousken | Jun 26, 2025
nker-Jim | Jun 26, 2025
“I … Ye s,Ma’am,”” I answer surprised, and embarrassed, wondering if our guest knows about what my special place , yet. AsI go to the closet, U am nervous, but already getting excited. I really wanted to see this Blond nsked asnd playing with my lady friends. I chose the blond for somewhat selfish reasons, but I am SURE the ladies will enjoying her too. I strap the vibrator on my balls and turn it on, on it’s usual setting. I already start feeling the effects of the vibrator as I lock my hands in place. Againm I start getting more embarrassed as I wonder if the ladies will expose me this way to the blond, before or after the ladies all play

wanker-Jim | Jun 26, 2025
I dm surprised and embarrassed when I realize what sge means, but also oddly flattered that she is trusting me to do it myself. I look forward to seeing the beautiful blond lady and my lady friends naked and playing together. Actually it was kind of selfish, I want to see the blond lady nakedSO bad, biy I know my sexy lady frinds will have fun playing eith her too. I rea;ize that my ;ady friends will likely expose me to the blond ;ady, before or after they play. Thinking about my lady friends showing me off to thus blond lady kind of turns me on. I strap my vibrator to my balls, and p]set it at the usual speed. As I lock my hands up, I am already fee;ong the effects od the cibrator in my balls. A;; secured and already horn, I eagerly wait for the three bamazingly sexy ladies to come in.

nervousken | Jun 26, 2025
About half an hpur later, the ladies, all three of them, came into the bedroom. You had pulled the closet door mostly losed as thebladiesbhad done before... butbthis time they opened it wide, giving you a complete, unobscructed view ofbtge bed. And they had a great view of you. They climb on the bed and you get to watch the three of them bring eachnother to incredible orgasms

nervousken | Jun 26, 2025
.

wanker-Jim | Jun 26, 2025
When I firdt dee all three ladies naked on the bed, and I feel my precum dripping out of my cpck already. I don’t know if that is fue to my anticipation of seeing them all naked, oer because of the thirty minute warm-up of my balls from the vibrator. Seeubg these ladyes getting each otherto cum sp ofyem mskes me squirm so hard . Each tine that my restraints would click or creek, at least one of the ladies would look directly at me. Within minutes my balls are aching and my pre-cum is pointing harder. I moan as the blond is licking one of my lady’s pussy with her butt hole pointed directly at me. I struggle as the three sexy young ladies all make each other cum again and again, and I am certain that the tall beautiful blond was the right choice. My puddle of pre-cum is already bigger than I ever have made.

nervousken | Jun 26, 2025
The ladies lay in a sweatybtangle as they recover from their exhaustion. After maybe 45 minutes, the blonde looks at youband whispers a question. The ladoes discuss something quietly and it's clearly about you. The blonde has an idea of some type that dorectly involves you and thr three of them are talking about the details of it. At this point, you have been tied up for more than twp hoirs and your body is terribly sore

wanker-Jim | Jun 26, 2025
I can’take my eyes odd the ladies as They talk. I hope they release me soon, so I can umm clean up my big mess. The Blond will probably really get a kick out of that. T wunder if shw-e knows that I’ve seen her on the beach before, and if she knows I’ve had unn daydreams about her. I moan again, even though the ladies aren’t playing right now. my balls acge si nuch, I want to cum, but even my lady friends don’t want that. I moan agaun, as I startimaginin g w jat those ladies might be planning? t

nervousken | Jun 26, 2025
The ladies get up and pull on ribes, leaving the blonde naked on the bed. She sits up and pulls a sheet up to cover herself as the ladoes unlock you. They smile and stepnout of the room. The blonde smiles and watches as you drop yo your hands and knees to clean the puddle thatbhad formed. "That's a lot of precum You must have been really excoted" she teases

wanker-Jim | Jun 27, 2025
“Yes Ma’am;, the ladies always get me excited Ma’am, but this is the umm the most pre-cum that I lave had to clean up, Ma’am.” I Although humiliating,I still feel it is kund of hot admitting this to THIS ladu. I hope she takes this a sort of a compliment. I pause licking up my big puddle. I become more aware that the only way to lick this puddle up is by facing awat from the lady, with my nutt plag toward her. WhenI have licked up all my pre-cum I stand up and ask jer, “Is there anything else I can do for you, MA;AM?”

nervousken | Jun 27, 2025
"Funny you should ask that, Puppy" one of your owners says, walking in. "Please, come with me" She waits for you to finish yournpuddle and follownher crawling to the spare bedroom. The bed has freah sheets and is spotless thanks to you. There are two chaira facing the bed. "Please hop up on the bed and make yourself comfortable" she says. Your owners take their seats in the chairs facing the bed. "Puppy, can you guess what is going to happen now?" they ask

wanker-Jim | Jun 27, 2025
Even nthough they seem nice, they eve have me laying ib the bed. I have an uncomfortable feeling though. I answer thrm, “Umm no Ma’am, I don’t know what is hoinh to happen. You’ve never allowed me on the bed before, Ma’am” I answer with sad puppy dog eyes.

nervousken | Jun 27, 2025
"What do people do in bed, Puppy? Other than sleep" she laughs. The uncertainty is making your heart pound. You want to say sex happens in bed, but you are a chastity puppy and thete is no possible way they will have sex with you...

wanker-Jim | Jun 27, 2025
T think trying to come up with an television ;” Read a book? Umm sex maybe, Ma’am I smile after m y answer

nervousken | Jun 27, 2025
The shock is apparent on thebfaces of your ladies. One of them gets up and leaves the room wordlessly. You are nervous, but she returns quickly with a book and a smile. She handsnyou the book and then lifts your face to look at you. "Puppy, you never cease to amaze us. I genuinely hope you choose to stay with us" and she kisses you. On the lips. with tongue. The intensoty and passion shocknyou and you kiss back, not believing this is happening. As she pulls away, she smiles and her eyes sparkle. A realization hits you. You can't explain it, but you just know you can trust her with anything. Shenkissesnyour fprehead gently and then holds up her hand "Ypu dribbled, Puppy" You immediately lick the puddle she had collected. Of course she had anticipated your leaking and caught it. "OK, here is a book. Please read." The book is a not at all what you expected. It is a book about investing money.

wanker-Jim | Jun 27, 2025
After heramazing kiss and lickinh my precum off her handm I softly tell them, “I hope to stay with you two ladies, you are both truly smszing to me. I’ve never expected living like this. Hell, I’/ve never even omagined ANYTHING l. Ike this, but you lafies make me feel that I belong here with you.” I smile looking into their eyes. Then I look at the book again and ask, “You want me to read about investing money, when I have time to relax? “ Then I lay my head back as I look at the book. I lift my head and I ask, “And you let me lay in the bed?” I smile.

nervousken | Jun 27, 2025
The ladies just sit quietly and watch their puppy read. After maybe half an hour, the blonde comes in wearing lingerie. Without a word, she climbs on the bed, gently takes the book from you and sets it on the nightstand. She pushes you back and begins kissing you. She is straddling your, grinding her red lace panty covered pussy on your steel caged cock as her tongue tries to get down your throat. Your hands explore her body

wanker-Jim | Jun 27, 2025
I squirm so hard AasI kiss her, ans I caress her beautiful body. My cock and balls aching, wanting to fuck her so much. My hips twist and thrust up into her, but this damn cage keeps my cock contained. My mind us buzzing, and I love every second, even though thid id torture to

nervousken | Jun 27, 2025
She rolls over and pulls you on top, still kissing you. She gently pushes down on your shpilders and you look at her smiling. You kiss your way down her body to her pussy

wanker-Jim | Jun 27, 2025
I squirm as I kiss down her bod Andnown taste her pussy on my lips, I whimper a little bit. I can’t resist licking her pussy slit. I feel her grab my hair to keep my face in front her pussy. I am so horny as I bring my mouth to thid pussy that I have fanyasized about. I thrust my tongueinside her, and my tongue dance pussy, as I squirm harder than ever. I am so turned on, this beautiful lady’s pussy almost has me in a tramce … until I realize that my lady friends are watching this.

nervousken | Jun 27, 2025
The blonde gets up and has you get on your back. She straddles your face and rodes your face anf mouth to two very powerful orgasms befpre climbing off and laying with you. "So, Puppy... what do you do when you aren't amusing beautiful women that are a third of your age?"

wanker-Jim | Jun 27, 2025
I try to stop squirming, and I blush when she points our how much older I am than all three of them. “I um I am a maid for these weo lovely ladies, doI clean for them, and I try to help the m when I can. I have recently retired, so I try to stay busy. These ladiesare even kind enough to gave me that book to read.

nervousken | Jun 27, 2025
"I may come by for another visit, if your mouth is up to it"

wanker-Jim | Jun 27, 2025
Wide-eyed, I look at my lady fruends, I
don’t know WHAT to say. I didn’t want to object to her idea, although she frustrated me so much, but I didn’t think I should tell her yes, without my lady friends’’ approval.

nervousken | Jun 28, 2025
"Do you want to see me again? To eat my pussy?" she asks

wanker-Jim | Jun 28, 2025
I get nervous, not getting any help from my lady friends. I am so horny that I can’t say no. My thoughts are rushing through my head as I quickly say, “Yes I want to eat your pussy again … I mean, yes I want to see you again, Ma’am, and and to eat your pussy again.” I blush having blurted that out so fast. Then I add, “As long as my ladies allow me to, Ma’am.”

nervousken | Jun 28, 2025
She smiles and kisses you. "Is there anything you want me to do for you?"

wanker-Jim | Jun 28, 2025
Knowing that this beautiful woman CAN”T do what I want her to do, I look over her body again and all I can think of is, “I … I like your breasts. May I kiss them, please “ This lady’s breasts are bigger than either of my lady friends breasts, but all of them have very sexy breasts, in their own way.

nervousken | Jun 28, 2025
Shenlaughs and puts your hands on them. "Baby, you have ten minutes... go nuts on them!"

wanker-Jim | Jun 29, 2025
I stare at her beautifully shaped tits as I hondle them, then I bring my face to her tits. I kiss each nipple and then immediately start sucking them. For the nest few minutes I am going nuts on her tits, and squirming like crazy. I aon’t ake my mouth or my hands off her breasts for more than a swconf, exceot maybe to switch from one of her tits to the other. I look up at her, and dhe is smiling down at me … fuck this woman is built for sex. Staring into her eyes, I feel almost hypnotized, nd I feel more relaxed. By the end of my ten minutes I calmly lay next to this gorgeous young lady, sucking on her vipple and staring into her eyes and whimpering.calmly.

nervousken | Jun 29, 2025
During thos enttire time, your ladies had been watching and, for at least part of it, they were mastuebating. The blonde gets up and gets dressed and leaves. You walk her out to her Uber, still naked, and kiss her on the cheek goodbye. Backninside the house, the ladies are waiting for you. "We need to talk, Puppy. Is now a good time?"

wanker-Jim | Jun 29, 2025
I look at my lady friends and I almost smile, but I also feel kind ofl guilty. “Yes, of course. Anytime you want to talk or anything is a good time for me, ladies. I umm I’m sorry I got carried away and ladies, Ia m very sorry I didn’t get your permission first.” I don’t kn wwhat is going to happen next. But I know I h ave to b e honest with them ,and accept whatever they want.

nervousken | Jun 29, 2025
"Oh, that isn't an issue. Im fact, it gave us an idea. Please, come sit at the tablr with us. Put a robe on first" You are thoroughly confused now, but youncomply. "You may wonder how a pair of unemployed college girls cam afford this house... well, we are OnlyFans models. We do very well and... well, a lot of our subscribers are always begging to be our live in maid, they want to paynus to do this... whatever." The other lady picks up where her friend left off. "Those guys don't interest us. You do. Very much. First off, you're an interesying guy, not a pathetic wimp hoping that this game will get you laid. Second, you seem to enjoy the arrangement... ok, sonyou'd enjoy sex with a lot more than chamging our sheets... And, finally, you actually kmow what women like. So. Here is our idea. We'd like to offer you a small percentage to be ceatured as our slavemaid/puppy. We need to defime how the roll will be presented, but something like this. You'll still paybus to hold your key and all of that, butyou will make more from your cut than you paybus. This way, your retirement funds remain yours to reinvest. You can keepnyourbhome or sell/rent it and live here." They see yourninterested, though still a little unsure. "And, we would like to sweeten yhe offer. Everytime you do a good job, you will get a reward token. You can trade the tokems im on unsceduled chastity releases.... blow jobs.... sex withnus... " Is this something you arebinterestednin? If so, let's talk numbers and, if we agree, we'll do some paperwork

wanker-Jim | Jun 29, 2025
Holy shit ,is this real? This is better than ANY retirement plan I have ever heard of. Trying to keep my cool,negotiatiation reasons, I try to reply calmly although my squirnubg night give meaway. I tell them,”Yes,that is a very interesting offer. I’d like to talk wuth you further about this,Ladies.ttered that you two beautiful ladies Schose me for this.” I smile at the ladies, but I am squirming harder. Then I add, “And this is the reason for the investing book you gave me/ to help with my retirement? That is VERY kind of you ladie,Thank Yous.” I cmile at them very happily.

nervousken | Jun 29, 2025
"OKz let's talk numbers, responsibilities and requirements. You'll keep this house spotless, including the landscaping outside and our cars. Of course, you can hire people to do this, but they won't appear in pictures or videos... and you'll pay them out ofnyour own money" They smile "Now, ypur persona in videos. Our subscribers will want to see a desperate, pathetic wimp always wanting to be unlocked and everything he does is hoping to get unlocked. You arent pathetic, you aren't desperate and we reapect this about you. Can you pretend to be a loser like that?" You agree and they also add that they can edit videos to make you look more pathetic. "You will also need to helpnwithbediting videos and making decisions about them. This takes a lot of time and effort... it's the hardest part about this" for the next hour or so, the three of you have a discussion about it all. "OK, I think we have two last things.... one recurring theme that we hear a lot in comments is users fantasizing about us making them suck off the men we bring, eat their cum off our bodies, whatever.... We are really hesitant to ask because you cleatly aren't that kind of man. Would you do it for money and an automatic reward? We are thinking an extra 10% of the tips from any 'forced bi' video and the night after wr shoot, you'll be unlocked and you can sleep with whoever you want or one of us can give you a blowjob... we're really flexible on this and we know it's a huge ask...." they pause for a moment "Don't say no yet." they laugh and pull up theor performers page on the site. "Now the dirty part. Money." They let you brpwsr the page and start explaining things. We make, on average, $12,000 per month in subscriptions, aftet OF takes their cut. We make more on tips from videos. Videos of us alone we average $2000 in the first month in tips. Videos wiyh men, we generally pull $4,000 and $5,000 for anothet woman. Fetish videos are so random. We had one that didn't bringnin $1,000 and one that made $9,000. Wr like to release three videos per week. With you, we'd like to increase that to four per week. You'll be featured in at least one of those. You may ot may not appear in the others, deoends on the editing." They let this sink in. So, we're offering you 5%." they have you scroll to the bottom of the screen "and as you can see, our net payout from OF last year was $580,000" Theybstandnup "Hey, let's get dressed and gonout for dinner, then we'll get your answer. One of the ladies leads you to the spare bedoom and opems the closet. Theybhad ordered clothes for you and had three curated outfits for you... including underwear and shoes.

wanker-Jim | Jun 29, 2025
IAs I get dressed ans go to dinner, I have a lot to thinkabout. It seems weird, but these young ladies have already found a place in my heart. For the most part everything that they have offered actually sounds acceptable to good, except of course for the sex they contro;. The bi-sex and the chastity cage is the only bad things about this. Of course sex or sexual attraction is what got me intp thi Damn, these two ladies are SO DAMN SEXY, and it amuses me that they take advantage of it. They seem to care about me too. offering to pay me, and even that investing book. And damn, that hot young blond, she might be a fringe benefit. Selling or renting out my house helps wirh financial security too. If



Could probably stand wearing this chastity cage for maybe a week or so, but watching them have sex is driving me crazy. It is pretty hot that they are charging my for keeping my cock locked up in this cage. If n’t for that damn bi-dexual stuff, but they offered to pay me. The bi-sex is really the only deal breaker to me.

nervousken | Jun 29, 2025
The ladies look like a million bucks when the meet you in the living room. They smile at you and then head out to the waiting limo. You are shocked, but try to keep your composure. In the limo, the look at you "I know all of that was a huge shock. The 'forced bi' part is probably the only real stixking point. Can we come upbwith some possible work arounds?" They look nervpus "We are thinking that maybe we'd start at one 'forced bi' video per month. If we make a lot in tips, maybe we'll do more. If not, we can stop dping them." You just listen and let them talk. "We've already agreed that every 'forced bi' video is a guaranteed unlocking and you can pick one of us tongive you a blpwjob. Is 10% of those vodeos enoigh to convince you?:

wanker-Jim | Jun 29, 2025
I want to tell them it’s not about the money, but I don’t want to tell them that because I don’t know what money might have have convinced them to do. I like these two ladies, not just becsue they are so damn sexy, so it is hard to tell them no. /what umm what kind of things did you have planned,” I ask with my mouth very dry. “If umm If I were to do this, will you ladies be in the scenes withme?” Far from convinced Icould do this, I look up at the ladies.Althou

nervousken | Jun 29, 2025
They smile, knowing you will say yes as soon as you are ready. "Puppy, these will be forced bi scenes..." the other lady pulls up a video of two beautiful women with two men... they dominate one man as the other fucks the two women and the video plays as the conversation continues. "We, both of us, will be in every forced bi scene. At least one of us will be in every scene you do. We will never upload a video that is only you" about this time, one of the ladies in the video starts pegging the sub guy while thenother woman is being fucked from behind. The pegged guy and fucked woman are kissing. "That looks so hot, foesn't it, Puppy?"

wanker-Jim | Jun 30, 2025
Wathing the video, I squirm a liitle,uncomfortably. Icatcj myself just staring at the screen a little freaked out , with themshowing what they want me to do. I hearone omy Lady friends talking, but I am mostly distracted by the video, “What … yeah, I guess so. Some peop;ewould find this hot, Ma’am.” I answer, still not sure what she asked. But at the same time I am almost picturing myself jn a video with my sexy lady friends.

nervousken | Jun 30, 2025
'Puppy, have you thoight about what it would be like to get a blowjob from me?" she asks

wanker-Jim | Jun 30, 2025
I automatically perk up ND I GET TURNED ON WHEN SHE ASKS. I LAUGH AND I BLUSH A LITTLE, “Well, if you ask that way, you sure make jt hard to turn down, don’t you?” I a big cmile on my face now, and I squim. “I umm May I wait until after dinner,, todecide for sure,please, Ladies? You know, somebpdy dsaying things on-line is a lot easier than actually doing them. … ohh I guess you ladies knoqw that as well as anybody.” I squirm thinking about being with these beautiful ladies so much of the time … AND having sex with them sometimes, too?”

nervousken | Jun 30, 2025
"Absolutely!" they agree to wait. "We wpuldn't take a yes right now anyways" Their apparent excitement at the pendingnyes makes them bounce in theor seats. Their breasts jiggle in the barely covering them dresses, but more importantly, a brief wince when they land shows they are wearing butt plugs. "Do you want to continue watching the video or should we talk about leasing your house out?"

wanker-Jim | Jun 30, 2025
I can’t stop thinking how amazing these ladies are. They are so pretty and so sexy, but they are also very intelegent and forward looking. They seem to really care about me and helpingto plan my current situation, and my future too. As the video continues to play, I mention, “I was thinking about maybe leasing my house furnished. That might get it rented faster, and it would save me the trouble of moving and storing everything too. It might get a little more for the rent too. I think everything with the house is in pretty good shape, so there shouldn’t be many expenses there, I hope.” … Yjis is so incredible. These lovely ladies really want me to live with them AND work with them, AND help plan my finances and everything. They really are wonderful … and SO secy, too.

nervousken | Jun 30, 2025
"OK, we have a real estate guy, but why don't you get your own estimates first so you can make sure our guy doesn't screw you over. We have that spare bedroom that will be yours and we are happy to share some of the storage space or you can rent a locker" On screen, the real hard part shows up. The three of you watch silently as the bound sub man starts to lick his 'girlfriends' pussy off of the other man's cock and then takes it into his mouth. The ladies have theor hands on your thighs and are rubbing you. One leans over and begins kissing your neck "Touch my pussy and see how turned on that makes me"

wanker-Jim | Jun 30, 2025
The scenes in the video definitely raises concerns fore me, but the ladies fet me so turned on. I know that it important to settle things about my house, but I don’t give a shit about it at this moment. As I lightly touch her wet pussy, and her kisses have me so turned on, as I keep one eye on the video. Could I really do these things for these lasies? If I couldn’t do it for them, there is nobody in the world I’d do them for, right now. As the video ends, and I am still squirming so hard, these ladies have me so horny, I almost WANT to do these thingd for them. But I know that I;ve GOT to take a little tine before I make my decision final.

nervousken | Jun 30, 2025
The limo stops and you get out. The hostess immediately seats you in a provate corner booth and the waiter brings out the wine without it being ordered. The ladies take your phone, open an app and hand it back to you. "That os the controller for our plugs. It's the same as what we use on you ay the house. Enjoy!" They smile as the realization dawns on you

wanker-Jim | Jun 30, 2025
I chuckle as I tell them, “You ladies are so crazy and fun,.” Then I use the app to give them each a short jolt, “Just to make sure that it worls,” I laugh, as they had done a similar thing to me. I keep the pjone in my hand as we talk and okay with it, at times I can see it makes them uncomfortable. AS I PLAT WITH THEIR BUTT PLUGS I TELL THEM, “I KNOW TGIS IS ALL STARTED WITH YOU TWO BEING MY KEY HOLDERS, AND I GUESS YOU’LL SOON BE MY EM[;PYER, TOO. But I want you ladies know that if feels like you really care about me, And I really appreciate this, laies, it makes things a lot easier for me. I really like both of you, much greater than just the physical attraction like it started out for me. … Okay, now on to another issue that we haven’t discussed yet. Umm as your maid, you keep me in my chastity cage, but for how long at a time? I know you said you’d umm give me a treat after certain scenes on the videos … but what about the other times? Like between videos, or whatever?” Then as I false threat, I say, “Don’t forget that I have the contro;s.” I laugh and set my phine on the table for not, but I lwave their butt plug vibrating moderately.

nervousken | Jun 30, 2025
"First of all, you can quit anytime. We have no interest in keeping you against your will. If we go too far or ask for too much, please tell us before it becomes a deal breaker" They smile and take a sip of wine "2) Rewards and treats. Absolutely. Doing good things earns you reward tokens. Doing good things that aren't expected earn more. You can use those tokens to buy rewards and treats. Those can include unlocking sp you can jerk off, eating our pussies.... spanking us.... fucking us...." They pause for a moment "This has to be fun for you, too. If it isn't, you'll bail on us."

wanker-Jim | Jun 30, 2025
“Ladues,I do really like and trust you both a lot. I orimise that I won’t leave you without trying to work out any differences we might have first, I know that you two like to havefun, and to embarrassme, or put me in kimd of diggicelt sutuations. But, afterwards, that can be fun, too. Iam also very aware that I am plder than you, ;ole upir blond friend felt that she had to point out.” I can’t help but to c,ile. … “My point is, I like you and I trust you both a lot. If I didn’t , I wouldn’t be having ant fun with you and you’re right, I would be thinking of bailing out ob you. NOT wanting to move in with you. And I certainly would not eveb consider doing thise videos with you.” I find myself squirming telling them all of this, so I turn up the vibrator in their butt plugs, until I get both of them squirming a, too.

wanker-Jim | Jun 30, 2025
“Ladues,I do really like and trust you both a lot. I orimise that I won’t leave you without trying to work out any differences we might have first, I know that you two like to havefun, and to embarrassme, or put me in kimd of diggicelt sutuations. But, afterwards, that can be fun, too. Iam also very aware that I am plder than you, ;ole upir blond friend felt that she had to point out.” I can’t help but to c,ile. … “My point is, I like you and I trust you both a lot. If I didn’t , I wouldn’t be having ant fun with you and you’re right, I would be thinking of bailing out ob you. NOT wanting to move in with you. And I certainly would not eveb consider doing thise videos with you.” I find myself squirming telling them all of this, so I turn up the vibrator in their butt plugs, until I get both of them squirming a, too.

nervousken | Jun 30, 2025
"Don't answer now, Puppy." they ask. The waiter comes up and the ladies let younorder for them.. your choice. "You talk aboit beong sp much older than us like it os a bad thing. We think you are looking at it the wrong way" They smile "We recognize that we are in a very unusual situation with our lives. What we want to avoid is making foolish, youthful decisions. You have life experience that we don't. We fully expect that you will be able to share your wisdom with us" you nod and fiddle with the plug controllers to see them squirm. "Another point you really sell youraelf short on... guys our age only want to cum. They only pretend to care about oir pleasure lomg enough to pump us full of their cum. Older men, men like you, understand a woman's pleasure and her motivation. You want us to enjoy pur time with you..." they squirm more and amile through thwir red faces. "Are you starting to see why we want YOU?"

wanker-Jim | Jul 1, 2025
“Ladies, I like you both, a lot. And I trust you both a lot. I trust that id something is troubling me, or YOU, that we xan talk and try to work things out. I don’t want to leave you ladies. I know that you like to have fun, and embarrass me sometimes, but afterward it has all been fun. And yes, I know I’m much older than you, and I don’t need your b;ond friend reminding of that.” I laugh and bluah alightly. I promise I’ll talk with you if something isn’t good. Hell, I really like you, and I like being with youa lot. That’s why I’m hoping and planning on moving IN with you, not out. … Talking about living with these ladies has me squirnubg a little, so I turn the butt plug vibrators upm so that thew ladies are squirming too. … “Hell ladues, if I didn’t like you so much, or trust you the way I do, I would NOT even consiger doing videos like like you want me to be in.”

nervousken | Jul 1, 2025
Squirming in their seats "We don't want to jump rigbt into forced bi. We want to build up the audoence and the anticipation.... like when wr get another 500 subscribers and..." she loses her train of thought as she squirms. "I don't know how many requests... maybe $3,000 in committed tips before we 'make' you dp that...."

wanker-Jim | Jul 1, 2025
‘Okay ladies, I’m kind of relieved to hear that, so I gives me a little time to mentally ready. I admit, this does scare me. So, how are you growing your fans, and building anticipation for your videos? Are you doing some kind of promotion? Or are you just relying on word spreading, and you being so damn sexy? I’m sorry, I’m sure that you know more about this than Ido.} I chuckle a little and admit, “I’ve never even been to the onlyfans site. I basically just look at free porn.” This causes me to blush slightly but smile.

nervousken | Jul 1, 2025
"New rule, Puppy. You are not allowed to look at porn unless we specifically tell you to" they giggle. "As for how do we get subscribers, we have a presence on several social media platforms that brings in subscribers. We post one free 'highlight' video per month that is barely softcore and that is enough of a teaser to bring in new subscribers. We also have very short teasers on a major porn site that bring in subscribers. How will we build anticipation withbyou? We'll show you doind things like scrubbing the floor, changing the sheets, washing our panties. We'll slowly work into semi sexual situations like showing you innyour spot in the back ground while we are playing" The waitress bronging the food overhears this and asks "Are you joining these two for a video? They love guest stars" she says. You look at her and she is GORGEOUS. "Actually, Abby, he is our live in maid for a week. If it works, he'll move in long term and be a regular with us" "Wow, you are lucky. Theybhad me on a vodeo a few months ago and it was crazy fun!" she blushes and walks away after delivering the food. The ladies watch her sexy ass as she leaves. "Amazing body, but she over acted and the whole scene looked like cheap porn" "Plus she was a lousynkisser" the other added

wanker-Jim | Jul 1, 2025
I just smile, I don’t know whether to laugh or br nervous, I hope my ladies aren’t as critical of me. My lady friends must be at least semi-famous, the way evertbody here treats them, The finances from their Onlyfans was impressive too. I’m glad to see everybofy here seems to like them, that says a lot about the kind of people they are. … I look at the kadt rgat censured me and I say, “No porn, huh? I quit, andI laugh. Then I reach out and hold her hand, “I don’t think I need internet porn around you ladies. Are there any more rules that I don’t know about? Like umm ear;ier today with that blond lady … I didn’t know what Ishould or dhouldn’t do.” I blush. “But dhe was fun.” I add. Then I look into the eyes of these two women, and I imagine HOW much fun one or both of them would be!

nervousken | Jul 1, 2025
"When we're having fun, we're having fun. If we had wanted to punish you, we'd have made up a reason...." "Like right now, if I wanted to take you to the bathroom and spank you... your elbows are on the table, you didn't pull my chair out at the table, you didn't call the waiter by his first name when ordering, you slid your finger insode my pussy while checkig how wet I was" you chuckle nervously. "Point is, we aren't trying to trip you up. If a guest asks to play with you and you agree.... enjoy it. If there are strings attached, you'll know before hand." "I have to admit... the nervousness on your face asking to touch her titties was amazing" They pause and eat their dinner in silence for a few minutes. "So... do you want to play with Abby?"

wanker-Jim | Jul 1, 2025
My eyes kight up when she asks me about Abby, “Yes I would Ma’am, if … Yes I would Ma;am, she is hot, even if she isn’t a good kisser.” I smile at the lasy that to;fme that. Then I begin eating again, hoping that I can get together with Abby soon, maybe later today? Aftera couple of bites Idecide to say, “I’m dory I asked about rules, ;adies, you are both have always been so kind to me. I guess I have seen too much extreme internet porn, I gotta stopfoing that.” I laugh a little, because ay yjis moment I feel like a dumbass.

nervousken | Jul 1, 2025
"Relax, Puppy. What you need to do right now is get up, walk over to Abby and introduce yourself. If she is receptive, tell her that she is very attractive. If she smiles, tell her that you would like to invite her back to our place" They smile at you knowingly.

wanker-Jim | Jul 1, 2025
I am nervous as I walk up to Abby. m would a young lasy like her be interested in an old guy like me? I follow my lady friend;s instructions as close as I can. … I have a big snime as I walk back to ourtable. WhenI sit backdown in my chair, I reach out and touch both of my lady friends hands. “She said yes, she said she’ll meet me at our house after she gets off work this evening.” I notice that neither of the ladie’s even flinched when I said “OUR house”, and this makes me feel I belog with them at home. So I continue, “Thank you, I love you teo, you are so wonderful to me. … Umm You umm don’t have plans for any other guests tonight, do you? If you’d like, I’ll share Abby with you.” I blush and I smile at both of my beautiful lady friends.s.

nervousken | Jul 1, 2025
They look at each other. "What do you have in mind? Youbwatch the three of us from your spot and then enjoy one on one time with Abby after we have had oir fill? Or... do you have another idea?"

wanker-Jim | Jul 1, 2025
Suddenly, I feel as though I might have trapped ,yself a little bit. “I don’t know.” I answer honestly, “I guess I didn’t really think this through. I guess I though that since she acceoted my invitation I would play with her furst? But umm that might not work for you?Hell, I don’t know if you two are even wanting to play with Abby. Umm well you played with the blond lady first, so I guess that would be okay.”

nervousken | Jul 2, 2025
"Calm down, Puppy, you really need to stop worrying. We can do anything you like... but you haven't earned a release" they laugh

wanker-Jim | Jul 2, 2025
“Ma;am,I wasn’t … Okay, you’re right, I was hoping that you’d release my cock from my chastity cage, but I’llkeepiton.” I blush a little, “Iwonderif Abby will like it, and my butt plug.” Ismile and try to see the humor in it. I blush as I decide that their plan might be better, “Ladies, you can play with Abby first, if you want to … I might leak on her when we play.” I laugh quietly and I look around to make sure that Abby didn’t hear me.

nervousken | Jul 2, 2025
"Remember, you are a sexual being. We know that physical intimacy is a basic human need. Just be careful what you wish for... if you ask to be released too much, we might just punish you by forcing you to fuck dozens of women until you can't handle it, you beg to stop and the verybthought of another woman makes you shake in fear." You chuckle and say "Don't threaten me with a good time" but the look in their eyes tells you they could easily fuck you into submission. "How is your steak, Puppy?"

wanker-Jim | Jul 2, 2025
Haooy to get the subject changed for right now, I answer, “It is delicious,Ma’am, Thank you for bringing me here. This must be one of your favorite restaurants? I noticed the dtaff recognizes you ladies.” As I enjoy our meal, I keep thinking, so finally I ask, “Ladies? I know I’m not to look at porn, but I am very curious … May I please look at your Onlyfans site, just to see what you ladies put up on there? … Wgen I met you two at thee beach that day, I didn’t know that you ladies were internet stars.” I laugh a little, delighted thst they have accepted me so well.

nervousken | Jul 2, 2025
"Oh, not only do you have permission to look at our OF page, you are REQUIRED to look at it." At first, you are a little surprised, but it makes sense. If you are gping to be supporting their creative outlet, you need to underatand their style. "After Abby leaves, we will put you on a computer and you will watch every video, read every post, look at every picture.... And not just OK. All of the supporting sites we use to drive our business." Suddenly, you realize how expansive this has to be...

wanker-Jim | Jul 2, 2025
I look at these beautiful ladies, and I smile back at them. I realize that I am squirming after they describe what I need to warh. Not just because they want me to see them naked and playing, but I feel that they believe in my opinions. Wow, that’s more than I bargained for.” I blush as I laugh. Then I try to enterprite what they are lookingfor grom me. “If you want me to look at all the things that you’ve done, maybe … I guess you’d like my opinions or suggestions for your site … for your business? I guess that fresh eyes on anything creative can be benefitial. … You know, I really admire you two ladies and what you have built, and I am pleased that you want to share all of this with me. Maybe I can even give some suggestions, too?”

nervousken | Jul 2, 2025
"I like that idea.... It will take you DAYS to get through it all, though"

wanker-Jim | Jul 2, 2025
I look back and forth to each lady’s face and I tell them, “Well that;s a sacrifice J/m willing to make … for you two.: And I LAUGH. “Holy crap, ? I pause and think of what to say, FIRST, Thank you for sharing this with me. I have to admit, I have been very curious about ehat kind of content you put out there. But I hope, I really hope that I might somehow benefit you two, too. I’ll try to watch this all with a critical eye, I don’t mean negative, but to share how I honestly think of it. … You might say no, but it might even help if maybe you were there when I watch some of it? maybe that isn’t a goof idea … I was just thinking I could give you my immediate reaction and thoughts, before I forge, or before Iget ditractedbefore the next scene comes on.”

nervousken | Jul 2, 2025
Abby comes by with dessert. She hands you a napkin. It's red... you unroll it and realize she had just handed you her panties. The ladies smile. "I think sheblikes you"

wanker-Jim | Jul 2, 2025
Shocked, I look at the ladies. I put Abby’s panties in my pocket. All at once a million things run through my mind.The first thing I think of was how I was just warsed not to ask for my cock to be unlock. I am so fucking horny and a beautiful woman just signaled that she wants to fuck me. As I rub Abby’s panties with my fingers I whimoer, and look at my lady friends and whimper, looking with sad puppy dog eyes. At this moment I feel so helpless, totally dependant on the sympathy of my lady friends.

nervousken | Jul 2, 2025
"What's wrong, Puppy? Are you ashamed of the pretty woman's sexy panties. Keepnthem out on the table."

wanker-Jim | Jul 2, 2025
Blushing m I try to redidt what my lady friend wants me to do, “But they … Yes Ma;am.” I realize I might be better off if I give in. I slowly pull Abby’s panties from my pocket. Making sure they aren’ folded, I lay them flat on the table beside my desert plate. I eat a bite of my desert without taking my eyes off the panties. Then I look up and weakly smile and say to the ladies, “Her panties are sexy, aren’t they?” And I squirm and blush even more.

nervousken | Jul 2, 2025
The waiter brings the check and his eyes lock onto the panties. As he stood behind the ladies, he smiled at you and gave you a thumbs up!

wanker-Jim | Jul 3, 2025
When I see the waiter reaction I start to smile, but O blush. Does he think they are one of my lady friends panties? Or does he know that they’re Abby’s? Does Abby give her panries to other guys roo? I start to reach up to put her panties in my pocket again. Then I think my lady friends wouldn’t like that, so I stop, with my hand resting on Abby’s panties.

nervousken | Jul 3, 2025
In the limo, the ladies have you strip naked and kneel on the floor to massage their feet while holding Abby's panties in your mouth.

wanker-Jim | Jul 3, 2025
Although very embarrassing, I doas the ladies want, without complaining. I hope the devider between us and the driver is high enough so the driver doesn’t see my chastity cage and butt plug. But, if he drives for these ladies often, he has probably seen a lot from these wild ladies before. I look up at their lovely faces as Imassage their feet.I can smell Abby’s pussy on her panties and I start squirming.

nervousken | Jul 4, 2025
Back at the house, you volunteer to carry each lady from the limo to the living room so they don't have tomput on shoes or walk, one at a time. In the living room, they both smile at you. "What wpuld your like to do with Abby later?"

wanker-Jim | Jul 4, 2025
I look down at my crotch, and then at the,/ “I’m umm I’m likitedwith my options, ladies. You can play with Abby first, if you want to. I umm Iguess I’ll play with Abby like I didwith your blond friend this afternoon. Unless Abby chooses that she wants to do something alse.” I smile at the ladies, but it isn’t my happiest smile. LICKING Abby;s younf pussy and sucking her tits will be some fun, I;m sure.

nervousken | Jul 4, 2025
The ladies look at you and smile before whispwring back and forth. "Puppy, go lay on the bed in the guest bedroom and put this on" You look down at what you were handed... it was a black hood that covered your face but didn't restrict your breathing. Nervois, but trusting them, you hurry to the guest room and lay naked on the bed and slip the hood on. After a few minutes, you begin to question... face up or face down. You are face up with your feet abput shpulder wodth apart and your hands up behind uoir head. Ypu realize how exposed you feel and that they probably want to spank your ass so you move your arms and begin to twost your hips tp roll over. A pair of strong, feminine hands hold your shpulders down and another pair spreads your thighs. You stop and force yourself to relax on your back. You feel exposed and vulnerable as you feel the weaight of a person climb onto the bed between your legs. Ypu force yoirself to relax and wait, trusting the women, but dreading the punishment for whatever offense you made. Then it happens. Straight to your exposed and full balls. A warm, wet tongue slowly licks up from near your asshole to the base of your caged cock. Fpr the next 30 minutes, that mouth licks, kisses, sucls and wprships yoir balls as your cpck strains against the cage. You force yourself to remain motionless as you moan and want nothing more than to reach down and touch the woman between your legs. As unexpectedly as it began, the ball worshipping ends and you are alone. You remain motionless, afraid to move and wake yourself up from the dreamlike state you are in. "Puppy, please get up. Abby will be here in 20 minutes and we need to talk about what you are allowed to do" You start to get up "You may remove your hood. You do and see the wronkled bed and decide to quickly straighten it before joining the ladies. Out in the living room, they have changed into casual clothes. "Puppy, did you enjoy that reward? That was for not only having the perfect answer to our queation about Abby, but also being sincere about it, despite desperately wanting us to unlock you for her."

wanker-Jim | Jul 4, 2025
“Thank you ladies, that was wonderful. I’ve never fe;tanything like that.” I smile braosly at the ladies, happy, and relieved and proud, that they are pleased with me. Although I am still very horny, the tension and desperation feel more manageable thanks to her magical tongue. . “You two ladies are amazing. I admit, I was getting frustrated, and … and you helped treduce my stress. Thank you somuch ladies … And now I can enjoy playing eith Abby much more this evening.” And then I smuke even bigger as I shake my head, “You two ladies really are amazing.”

nervousken | Jul 4, 2025
"Do you know which of us sucked your balls, Puppy?:

wanker-Jim | Jul 4, 2025
I look into both of my lady friends’ beautiful smiling eyes and I laugh as I answer, “I don’t know,Ma;am. But which ever one of you that it was has a magical tongue amnd mouth.” I blush and squirm as I wonder if they are going to tell me who it was.

nervousken | Jul 5, 2025
"Your real reward wasn't that, bybthe way. Yoir real reward is that Abby geta to decide if your cock gets unlocked for her tonight"

wanker-Jim | Jul 5, 2025
Holy shit~ I might get to cun … AND maybe get to fuck that beautiful young woman? I look at my lady friends, my eyes almost tearing uo, “Really? Oh thank you Ladies. Thank you so much. I love you both so much.” … Whoops, should I have told them I loved the, sp sppn? We have on;y been together a few days. … Anyway, I am so happy. Iabby is so beautiful, I bet she is a hell of a good fuxk, too. … I bring my attention backto my ladues, “ I pro,ise that I will ALWAYS be good to you, and I will be good to Abby tonight. … May I kiss you, please?”

nervousken | Jul 6, 2025
"You may kiss our feet, Puppy"

wanker-Jim | Jul 6, 2025
I am little surprised by her answer, but I am eager to show my love and appreciation to them. lI look at them curiously for a second, then I give them a big smile, “Yes Ma’am. If that is my only option.” Then I get on my hands and knees and I start kissing both ladies feet.

nervousken | Jul 6, 2025
"Very good, Puppy. Let's set you up so you can start appearingnin our OF videos. How wpuld you like us to transfer funds to you? Electronic deposit to your bak or a chrck? Let's get that set up,too. And here is a wrotten contract outlining everything we agreed on."

wanker-Jim | Jul 6, 2025
It makes me smile that thes e young ladies are so organized and prepared with the contact and all. Thinking back, I don’t remember if I even told them yes, I will do this, but I pretty much talked myself into I would. As I scan over the contract I tell them, “Yes an electronic tranfer would be fine. I’ll have to get you my banking information.” After quickly looking over the contract I ask, “Umm I don’t see a termination date on this contract, ladies.”

nervousken | Jul 6, 2025
One lady flips a page and points "Right here. Trial period, 90 days. If we teminate, you get a $15,000 lump sum payment. If you terminate, you pay us $5,000. After that, we extend for six months and the penalty for termination triples. After that, one year extensions and the penalty for termination is $75,000 and $25,000. There is also a section on provisions that allow either of us to pause or cancel without penalty." She looks up "I know that seems like a lot of money, but it's not insurmountable and it will keep all of us from walking away because of something silly and minor... We have one between us.... if we breaknup, the dumpee gets a pay out"

wanker-Jim | Jul 6, 2025
Wow, so this is for a minimum of 90 days … and if we agree, it could go on for years?” I squim a little … I could be living with these stunningly sexy ladies for YEARS. I don’t try to Hgle, or hesitate, and I sign the contract right away. After signing, I look up and smile at the ladies. “Umm you umm you said that you want to introduce me to your site soon?” … “And lasies, would you please tell me your names?”

nervousken | Jul 7, 2025
"We'll put you on the computer after Abby leaves, unless you need a break. Can we cornfirm that you are OK being filmed while she is here? We'll fill pit the releases and all later, but just a quick verbal agreement will do." You agree, kmowing that if you back out before signing, you don't have to sign. "The ladynwith the shoulder tattoo smiles. "I am Lesley" and the lady woth the arm tattoo introduces herself as Carlie. "But, you will always refer tonus as Mistress"

wanker-Jim | Jul 7, 2025
“Oh, thank you Mistress Lesley, Mistress Carlie. Umm I’m Jim … but I lmow you prefer to call me puppy.” I smile at my Mistresses. I feel a bit nervous now that it seems that they are now officially my Mistresses, and I



‘m also nervous about fbeing videod wuthAbby and me, but Iguess I better get used to being filmed. “I guess, Yes, you may film Abby and me, with Abby’s permission, of course, Mistresses.” … Yikes. I don’t know if this is ai good sign or not, but I’m getting quite turned on by all of this.

nervousken | Jul 7, 2025
A phone alert chimes "Puppy, your guest is arriving. Please go greet her at her car."

wanker-Jim | Jul 7, 2025
I am naked in the house, as the rules state, I look down and I start to panic, “Go out, Mistress?” I ask and I look for something to wear … “Umm May I wear Abby’s panties, Mistress” Please?” My heart races as I step into Abby’s panties, hoping Mistress will say yes. I really don’t want to go out there in just a chastity cage and a butt plug.

nervousken | Jul 7, 2025
"We won't say no to wearing those panties... but you really should make a good impression. Abby does control whether you cum tonight or not..."

wanker-Jim | Jul 7, 2025
I quickly pull Abby’s panties on and I frantically look to my bedroom. “Do I have time to get dressed before Abby gets here ,Mistress? I … It sounded like you thought she was almost here, Mistress. May I go put some moreclothes on please, Mistress? I’ll wait outside if I do.”

nervousken | Jul 7, 2025
A horn beeps outside. "That is her, Puppy. You can get dressed or go outside as you are, it's all your choice."

wanker-Jim | Jul 7, 2025
I;m almost in a panic now, in just Abby’s sexy panties. I don’t know what todo. I KNOW my Mistresses expecy me to go welcome Abby, and since she honked instead of just coming to the door, it seems that Abby expects me to come out and greet her too. I look at Mistress, and then I look at my bedroom. I take one step toward getting my clothes, but I CAN”T make Abby wait, so I turn around and hurry to the front door. As I open the dor and step out, I am terribly aware I might be seen in just Abby’s red panties. I hurry out to Abby’s car to welcome her to our house. The whole time it feel like the whole world is watching me, I’ve never been so embarrassed.. I walk as quickly as I can to Abby’s car. When I open her car door for her, I say, “Welcome Abby, I’m so glad you’re here.” And she has a huge smile.

nervousken | Jul 7, 2025
Abby smiles at you. "Why thank you. You didn't have to come out, I was simply honking because I know the girls don't like to be surprised." Abby reaches into her car yo get a bag and hands it to you. "Wait... are those my panties?"

wanker-Jim | Jul 7, 2025
I take abd hold the bag that Abby handed to me.I am even more embarrassed as I have to explain. “Yes, they are your panties ,Abby, umm I was naked in the house when you honked. I umm grabbed the nearest thing to put on, so I could come out and greet you. I umm know that you. I hope you don’t mind me wearing ypur panties, I know that isn’t why you gave them to me.” … I am extremely embarrassed standing out in public with just Abby;s sexy red panties on. I ask her, “So would you like to go into the house now, Abby?” … I wonder if she notices my chastity cage through her panties, … and if she even knows that I am in a chastity cage yet.

nervousken | Jul 7, 2025
"Don't be in such a hurry. Turn around and let me see how your booty looks in these..." you slowly spin around for her and she playfully slaps your butt. "Those panties really look sexy on that ass... you shouldn't look so nervous. Confidence is a turn on, you know" With that, she gestures for you to lead the way to the house

wanker-Jim | Jul 7, 2025
I take Abby to the house, proud to be with such a beautiful young lady. Wearing nothing but her panties didn’t give me much confidence though. As we go into the house I slip the panties off and I am carrying them, along with the bag Abby handed me when we approach my Mistresses. After they greet eaxh other, I hand Abby her panties, “Umm I suppose you want these back, Abby.” I can see my Mistresses are about to bust out laughing.

nervousken | Jul 7, 2025
Abby doesn't accept the panties. "Not after you wore them!" she explains. She sits on the couch with yhe Mistresses who quickly tell you to bring them wine

wanker-Jim | Jul 7, 2025
“Yes Mistress,” I reply right away, aware that Abby now know the relationship between the ladies and me. I go to the kitchen, but I don’t hurry eith the wine, thinking that the three ladies might want to talk. I pour three glasses of winem and bring them to my Mistresses and Abby. When I get back in the living room I appologixe to Abby. “I’m sorry Abby, putting your psnties on was an impulsive act by me. I’ll buy you a new pair of panties, if you’d like me to.

nervousken | Jul 7, 2025
Abby looks at you out of the side of her eye, then continues talking to The Mistresses. "Oh, ummm, would you mind making a snack?" she asks almost dismissively

wanker-Jim | Jul 8, 2025
“Oh, yes, of course Abby, I can do thT.” I GO BACK INTO THE KITCHEN, y DUN’T KNOW WHAT TO GET THEM. So I cur up some fruit and into a vowl, thenI bring out small dishes for each lady. I figure they must be saying something about me, and fon’t want me around for a brief time. I hope my Mistresses say good things about me. Sfter I get their snacks ready, I bring it all out on a try, “Here you go. Mistresses, and Abby.”

nervousken | Jul 8, 2025
The Mistresses have left. Abby smiles at you. "Set the plate on the table, please." Shewatches you intently as you do. "Your froends speak very highly of you. I am not sure if you know this, but they are very demanding..." she looks away for a moment, deep in thought. "Did you know that I dated them briefly and they dumped me?"

wanker-Jim | Jul 8, 2025
“You dated them?” I ask eurprized. “No I didn’t know that Abby, I thought they said you were in a video. Maybe I misunderstood somehow? I don’t know how demanding they might be, they have been very kind to me, so far. I guess you know that I am their live-in maid, and I am incebted to them? But Abby, they have treated me very well. Iumm hope that your past experiances with them won’t negatively influence how you feel about me. I hope you forgive me umm about your panties too, I was in a frenzy, trying to hurry to go out and greet you.” I feel very humble talking to Abby, especially talking about my Mistresses.

nervousken | Jul 8, 2025
"I was in several videos and I was well paid. Do you enjoy submitting to beautiful women?"

wanker-Jim | Jul 8, 2025
Abby’s question makes me squirm as I answer her, “I … I’ve never done anything like this before, Abby. In fact I just met my Mistresses a few days ago. Umm Since I met them I have felt that they are so special/ I umm I guess to give an answer to your question, I’d have to say Yes, Abby. It, it is like nothing I have ever felt before. They are bothvery beautiful women, … I umm I’m usually umm afraid of approaching beautiful women, but with my Mistresses I feel I belong with them…. K don’t know, it’s even hard for me to understand.”

nervousken | Jul 8, 2025
"What are you hoping we will do?"

wanker-Jim | Jul 8, 2025
Panic runs through my mind again, what do I tell her? “Umm I actually was hoping we could umm play. Umm but then when you gave me your panties, I though maybe something more. And , and Mistresses said if you wanted to inlock my chastity cage, that I’d be allowed to cum. Umm I think you are beautiful, Abby, I … I would love to fuck you, but if you decide something else, I hope that we can both have fun. It really is up to YOU, Abby, I’d be thrilled doing about anything with you, Abby.

nervousken | Jul 8, 2025
"I have your key, but I do not plan on unlocking you. If you want to ask me to leave, that is OK. But if you would like to continue, please massage my feet.

wanker-Jim | Jul 8, 2025
I squirm as I look at this beautiful woman. I immediately get to my knees and start massaging her feet. “Of course I want you to stay Abby, I invited you here because I like you. I umm I didn[t even know that my Mistresses had any thought of unlocking my chastity cage, when I asked you here tonight.”

nervousken | Jul 8, 2025
"That feels very good" she says as you massage her feet. "If you hadn't planned on being uncaged, why did you bring it up?" Abby looks down her long legs to you "You really are VERY good at this... are you a foot guy? It's great if you are... I kinda like that myself"

wanker-Jim | Jul 8, 2025
I laugh a little and answer her, “No, I can’t really say that I’m a foot guy. I just want to make you feel good. I mean, you have very nice feet, but that doesn’t really turn me on. I umm invited you here, umm this afternoon a beautiful young blond was here, and umm I licked her pussy amd played with her. I umm I was hoping I could do the same with you, maybe? I … I know I am much older than you … umm I guess my fetish is beautiful young women.” I blush as I squirm kneeling begore Abby. “I mean … I wouls love to have sex with you if you wanted to, but it would be so hot if I could just make you cum. … Of course, I would love to cum, if you allow me to Abby.” I look up at this lovely lady with my best bedroom eyes.

nervousken | Jul 8, 2025
"You could convince me to sit on your face... maybe you shpuld show me how good you are at kissing and licking my body and maybe that will convimce me"

wanker-Jim | Jul 8, 2025
Wide-eyed I smile at Abby. I look down and back up her sexy youngbody, “I … YES, I’d love to, Abby.” I quickly reply. “Would, would you like to go into my bedroom, Abby?” I ask as I squirm even harder, so despirate for sex of ANY kind. I leanforward and start kissinf her thigh, getting cloder and closer to her pussy.

nervousken | Jul 8, 2025
"Oh no...." shebpushes you back down playfully. "You need to kiss and lick my toes. Then earn your way to my feet. Then my ankles..."

wanker-Jim | Jul 8, 2025
I look up at Abby and snule, but I’m still not sure how I am going to do this. i back up and I cradle Abby’s foot in my hand. I kissand lick her foot, but that doesn’t seem to do much for this lovely lady. So, I take each toe into my mouth, and gently suck on each toe. I feel her foot twitch a little, so I think I might be making some [rogress here. I look up at Abby to see how she reacts.

nervousken | Jul 8, 2025
"mmmThat's it" she purrs. "Suck and kiss each toe" Youbdo and begin nibbling on the little padnon the bottom of eachbtoe and she sighs contentedly. Emboldened, your tonge licks between the toes and she moans. Afyet youncomplete your first pass of her toes you can tell she is definitely more relaxed. You repeat the kiss, suck, nibble lick and as you finish, she asks you to continue and worship her feet up tobher ankles

wanker-Jim | Jul 8, 2025
I kiss and lick across the top of Abby’s foot up to her ankle. When I get to the sides of her foot, my lips lide off to a kiss. I notice she has delicate feet, so I pay special attention to her arches. After kissing each foot like this, I begin kissing her ankle.

nervousken | Jul 9, 2025
"Massage my feet and ankles. They ate very sore from work..."

wanker-Jim | Jul 9, 2025
I rub Abby’s feet and ankles, trying to make them feel betterm kissing them occasionally to help the healing. As I knee; in front of her my eyes wander up Abby’s legs to her pantyless, shaved young pussy. I whimper softle and I start to squirm, I try to be patient as I work my way up to taste this lovely lady’s pussy.

nervousken | Jul 9, 2025
"mmmm... thank you.... you may now massage up to my knees.... don't forget about my toes, feet and ankles..." Abby is really enjoying the attention "You really are great at this.... do you do this for your mistresses?"

wanker-Jim | Jul 9, 2025
I kiss up Abby;s shin and her calves, up to her knees. ]Yjen I softly say, “I;ve massages both of my Mistresses feet, but not this extensively.” I continue kissing Abby’s lower leg and revisiting her ankles and feet, and sucking her toes. I want to get to her pussy, but she is enjoying this, and making me take it slow. ;;; Oh shit, my Mistresses are probably videoing this too.

nervousken | Jul 9, 2025
Abby smiles down at you. "Can I trust you to massage my thighs?" She sees the hunger in yourbeyes and smiles. "Will you massage my back and shpulders forst?" without wqiting for an answer, she slips her shirt and bra off and laya face down on the bed in only her skirt

wanker-Jim | Jul 9, 2025
I whimper and get up and stand beside the bed. I start massaging her as she instructed me to. I notpce that her shoulder seem very tight so I spend extra time on them, As I massage down her back, I admire how swell toned and sexy Abby’s whole body is. I start actually enjoying massaging her this way. Then as I get to her lower back, nearer to her waistline, and her hot rounded ass, I get very horny again.

nervousken | Jul 9, 2025
After 30 minutes or so, she lifts up a little "Would you be willing to massage me ass and thighs, too? If my skirt is in the way, you can take it off." She lifts her hips up a little as you slide the skirt down and off, leaving her completely naked on the bed.

wanker-Jim | Jul 9, 2025
Holy shit, I think as I first carress and then massage her firm round butt cheeks. I think I might have even oaned a little. Her butt cheeks are big enough that I have to massage each one with both hands. They feel firm and tight, so I spend some time massaging Abby’s butt, and enjoying it, before I move do on to her thighs. As I massage he rthighs Abby seperates her legs, which gives me a glimpse of her bare pussy. I squirm harder as I can’t take my eyes off her pussy while massaging her thighs. Fuck, Abby has me so damn horny, I can barely control myself.

nervousken | Jul 9, 2025
After you massage the beautiful woman as she has asked, you remember how The Mistesses had complimented you on being proactive and doing mpre than you were asked. You start at Abby's feet and slowly massage her body from the tips of her toes all the way up her long legs, to her firm ass, up her curvy back to her now relaxed shpukders and finished by gently pulling her hair. "Damn, you are soooo goooood" she moans as you release her hair. She looks up at you and holds your eyes as she rolls onto her back. "More" she orders as she extends her hands out onto the bed above her head. Her naked body on full display to you from her painted toes, tastefully trimmed bush, firm breasts and relaxed smile.

wanker-Jim | Jul 9, 2025
I just stand there and stare at this beautiful sexy woman laying on my bed for a couple os seconds, not knowing where to start first. I take her hand and rub her palms as I start kissing and sucking on her fingers. I massage and kidd her hand, and work my way down her arm, kissing right behind where I just massaged. I massage her shoulders again, then I kiss her shoulders and neck as I gently massage her chest. Now I’m at her sexy full breasts, noy qyute sure how she wants me to do this. It is so hard to keep from fondling and sucking on her breasts, I look up to her eyes, questioningly.

nervousken | Jul 10, 2025
Here eyes are closed in relaxed bliss. "Itrust you" she says quietly

wanker-Jim | Jul 10, 2025
I’m not even sure that I trust myself, with her sexy body on my bed. I begin massaging her sidesband work my way up to her tits. I softly caress around her tits and then I start massaging Abby’s breasts. Ohh they feel so sexy I could fondle them all day, but I try real hard not to over do it. I kiss beside her breasts as I massage her lower sides. I kiss her tits, and I can’t resist ducking her nipples a little bit. So then I massage and kiss down and acrodd her toned stomach, it is almost as sexy as her breasts. I work my way sown to her waist and below it, and I pause to see her reaction again. Abby doesn’t even look so I gently massage her pyboc area, being careful not to actually touch her pussy. I kiss across her body from hip to hip, kissing my way down and across her pussy. Then I gently slide my tingue up and down her pussy, tasting it.

nervousken | Jul 10, 2025
"Bad boy" she whispers

wanker-Jim | Jul 10, 2025
I actually when Abby says that, but I know I have to keep Massaging her. I massage her thigh,and kissing her legs down to her knees. I massage herkneesm esoecially just above and below it, generously kissing the inside and outside of her knee. I Massage her calves and kiss across her shins doen to Abby’s ankles. I gently lift both of Abby’s feet and place them on my lap to access them better. I give special attention to her ankles and feet, since I know Abby works on her feet all day. After kissing her feet and ankles, all I have left is Abby’s toes. I kiss across her toes on both feet, then I suckle each of her ten toes,and I tickle the underside of each toe with my tongue.. After finishing her full body massage, I kiss her from each foot to her knees, then to her hips, up each side of her sexy stomach, and I finish with my lips just under her tits.

nervousken | Jul 10, 2025
"That was amazing... absolitely amazong... except for thenpart when you were naughty and tried tasting my pussy without permission..."

wanker-Jim | Jul 10, 2025
I blush and appologize, “I’m very sorry Abby,” Then I think and I smile, “But you wanted a FULL body massage Abby, and Ididn’t know of a better way tomassage you THERE.” … J figure Abby may be amused by that, or mad about my commit.

nervousken | Jul 10, 2025
"In that case... please massage my ass more" she rolls onto her stomach, rhen lelifts her hips to expose her ass. She moves her knees and her cheeks spread, exposing her tight little butthole. She reqches back woth ine hand and pulls her right cheek forther, giving you perfecr access

wanker-Jim | Jul 10, 2025
I squiim and whimper when I realize what Abby wants me to do, then I whimper again. As I look at the asshole of this sexy young lady, I don’t understand why I’m so turned on. Feeling almost helpless to resist her, I lean toeardAbby’s ass, and I make sure I have plenty of spit on my tongue, then I slowly lick across Abby’s asshole. After tasting and swallowing a portion of my spit, I lick Abby’s butthole again. Squirming hard, I whimper louder and then I take a longer, firmer lick.

nervousken | Jul 10, 2025
"Don't stop" she whimpers inyp the pillow and she gasps and her body wriggles in pleasure

wanker-Jim | Jul 10, 2025
I whimper again as I slide my wet tongue across Abby’s sexy little butthole. To be playful I circle Abby’s asshole with the tip of my tongue. Then I softly circle the tip off my tongue acrossher butthole. … Oh shit, my Mistresses might be watching this. I love and trust both of my Mistresses so much, and letting me play with Abby is driving my lust to a new level for all of these incredibly sexy ladies.

nervousken | Jul 10, 2025
With a deep, contented sigh she lays down on her stomach. She looks back at you and smiles. Then she rolls onto her back and lifts her knees. "You've earned it"

wanker-Jim | Jul 10, 2025
My eyes light up and I am so happy, “Oh thank you Abby, thank you.” Without hesitating I crawl up between Abby’s thighs. I lick at and kiss her beautiful young pussy, then I Hungerly slide my tongue into her gorgpus [ussy. I squirm as I dive my tongue deep into her. After several minutes, and an orgsd, from Abby, I finally settle down a bit, and I more gently lick and suck at Abby’s pussy. Not wanting to stop, until Abby was happy enough to unlosk me from my chastity cage. … Maybe Abby would even let me keep her happy AFTER she unlocked me, too?

nervousken | Jul 10, 2025
Abby reqches down and pulls you up to kiss you on the lips. As you make oit with her, you remember The Mistresses complaining that she didn't kiss well. As you and Abby make out, you wonder what they consider a good kisser if this amazing woman is a bad kisser

wanker-Jim | Jul 10, 2025
As we make out I notice that Abby’s lips are a little bit stiff, but hell, I wouldn’t complain about that. Maybe my Mistresses are just used to some really great kissers. As we make out Abby rolls over, and she is now on top of me. Hernipples are barely touching my chest,and this really excites me. I wonder if this is the time, is Abby going to unlock my chastity cage while we are making out, with Abby naked, straddling over me?

nervousken | Jul 10, 2025
Abby kisses her way down your body to yoir balls. She bathes your balls with her tongue

wanker-Jim | Jul 10, 2025
squirming so hard my hips roll from side to side. Then I remember how my Mistresses told me to relax when they did this to me. As I relax I enjoy and Ireally appreciate what Abby is doing to me. I moan lightly as I wonderif I will ever be allowed to cum, besides just dribbling pre-cum when I watch my Mistresses having sex.

nervousken | Jul 12, 2025
Abby comes back up and kisses you. "You know, this is the forst time I've played witb one of those chastity cages. Is it painful all the time?c

wanker-Jim | Jul 12, 2025
I smile as Answer Abby, “No it doesn’t hurt all the time, Abby, it u,mm gets uncomfortable when I try to get an erection, and frustrating. I umm my cock awells and tries to get hard, but my chastity cage contains it and holds my cock down. It can be VERY frustrating … umm especially if I’m used to being able to cum pretty much whenever I want to.” I blush and squirn as I look at Abby. Then I add, “And it is even harder when I am with such beauriful women, like you and my Mistresses.”

nervousken | Jul 12, 2025
"So... this hurts... do you want me to stop?" her hands rrach down and gently massage your balls as the other hand slids up and down the cage as if she were jerking you off.

wanker-Jim | Jul 12, 2025
“Please don’t stop, Abby, I whimper. “Oh god, you are so sexy.” I squirm hard as my cock wants out of my cage so damn bad. I kiss Abby on her neck and shoulder, nearly slobbering. But something feels so incredible as she teases and plays with my aching balls and caged cock. I feelmy cock starting to throb in my cage and I ,oan. “Oh fuck Abby, how do you do this to me?”

nervousken | Jul 12, 2025
"What pther things do the girls do with you?"

wanker-Jim | Jul 12, 2025
“Well, we’ve made out, and they’ve licked myballs and stuff, kind of like you did. Umm they even let me play with another beautiful lady earlier today. Umm Umm andthey have me watch them having sex. Umm Later tonight they are going to let me see their OnlyFans site.” I am so turned on I can barely think as I try to tell Abby all of this. … “And … And they want me in videos with them.”

nervousken | Jul 12, 2025
"You will be in their videos? In what role?"

wanker-Jim | Jul 12, 2025
I will be thuer maid. Their live-in majd, in a chastity cage, like I am in reallife.” I tell her. Then I blush hard as I figure she will probably find outsoon “And … and is umm sone scenes, there night be forced Bi with me too.” I blush and squirm even harder as I tell this beautiful, sexy young lady, what I have agreed to do.

nervousken | Jul 13, 2025
"Holy shit are you for real?" she asks in shock. You blush in shame at what you havent even done yet "That is so incredibly sexy. Do you know how many women love the idea of their partners doing that just to please them?" you are a little taken aback by her enthusoasm. "Have you done thatvyet?"

wanker-Jim | Jul 13, 2025
Abby just sent me through several rmotions, in about twenty seconds. First shame at what I’d do. Then, actually a bit of pride and encouragement. And now I feel a bit defensive, as I answer her, “NO. No, I have never done anything like this before.” Then I soften my tone as I tell her, “My mistresses said that one or both of them will always be there, and I trust them both.” Although they both just told me their names, I can’t think of either at the moment. “It might sound weird, but both UMM of my Mistresses are very special to me Even though we have known each other for such a short time.

nervousken | Jul 13, 2025
Abby relaxes her face. "I didn't mean tobmake you uncomfortable. I know it's a crazy huge tjing for younto even consider. If it makes anyndifference, I think what you are doing is crazy hot" she thinks for a moment. "I really want to watch you do forced bi.... does that bother you?"

wanker-Jim | Jul 13, 2025
I am still quite afraid of doing forced bi scenes, but Abby kind of relaxes or reassures me, and it. It almost makes me think it would be hot to doo it. I reply, “I umm WE aren’t planning on making THAT video for a while, I think. Mistress umm My Mistresses want to build it up before making the video, Abby. … Do you mean that you want to watch it in person?” I squirm as I look at Abb’s beautiful face and sexy naked body. ?I umm if it is okay with my Mistresses, J… I guess it would be okay if you watch when we film it.” I blush hard and squirm harder when I think … Holy Shit, ABBY wants to watch?? In Person?? I thought that this was for my Nistresses’ GUY fans.

nervousken | Jul 14, 2025
Abby beams at you. "Do you mean it? Inknow it's a huge thing and maybe a largeblive audience would make it too much but I can't tell you how muchbit means that you're OK with me watching" She pulls younin tonkiss you "God, feel how wet my pussy is just thinking about it"

wanker-Jim | Jul 14, 2025
I slide my finger up Abby’s wet pussy, then taste my finger,”Mmm VERY HOT. I … I’m notexpecting an audience/” I blush, “But having another beautiful woman there would be hot, especially if you were there just gor me. I mean, I know my Mistesses are as sexy as ANY woman, but they are making the video too. It would be hot if you were there just for me. Depending on my Mistresses’ approval, of course.” I reach down and rub Abby’s wet pussy again, then I slide two fingers in, and I whimper audibly.

nervousken | Jul 14, 2025
"I have an idea...." She gets up and walks to the closet and gets a strap on. You get really nervous as she walks up to you. "Relax. i want younto putbthis on and fuck me" and shebhands you the harness

wanker-Jim | Jul 14, 2025
Well, hell, I could fuck her for real without this strap-on, if Abby would just unlock my chastity cage. But, I obediently put on the strap-on while looking at Abby’s sexy body the whole time. “I think Ihave this thing on right, Abby, but …” I decide if is TOO obvious that she could just unlock my chastity cage, she must have other plans. I whimper and almost moan when I see her naked body laying on my bed, with her legs spread. I sigh as I climb up onto my bed, between her welcoming sexy long legs. Abby’s pussy glistens from her wettness as I position myself over her.

nervousken | Jul 14, 2025
"Wait, wait..." Abby shifts on the bed and begins giving the strap on a blow jib! She looks uo at you, stroking the cock and rubbing it on her face "I love sucking cock" she explains before turnung back around and presenting her ass. "Fuck me doggy style"

wanker-Jim | Jul 14, 2025
“Oh Fuck” I whimper out loud. Trembling with lustfor this amazing woman I place my hands on her hips. I slide my strao-on dildo into Abby’s young pussy, imagining how this would really feel. I take a few easy practice strokes inher pussy, measuring how I can keep my fake cock in her pussy. Then I start fucking her pussy hard, even moaning a little myself. Each time I thrust my fake cock into Abby’s pussy, I feel the impart at the base of my dildo against my chastity cage.

nervousken | Jul 14, 2025
Abby is moaning and pounding her hips back onto you as you fuck her

wanker-Jim | Jul 14, 2025
“OhFUCK… ABBY … This is wild” I moan as we drive my big fake cock into Abby’s pussy. I want SO badly to fuck Abby, but she has shown that SHE is in control. Trying to cope with this situation I’m in, I imagine how wonderful it would be to actually be fucking Abby. Then I gasp loudly when I and brought back to reality, when I feel my pre-cum trickling down my legs.

nervousken | Jul 14, 2025
Abby flips over and you pound her missionarybstyle while looking down and kissing her passionately

wanker-Jim | Jul 14, 2025
Damn, I Wnt to fuck Abby SO badly, but I am glad that I can bring her such pleasure. She is so hot, and young, and sexual. She deserves all the pleasure I can give her. … If only SHE wanted my real cock, as much as I want to give it to her this way. Even though my balls hurt worse than ever, I keep fucking Abby hard with my strap-on.

nervousken | Jul 14, 2025
After three orgasms, Abby lay on the bed, exhausted.

wanker-Jim | Jul 14, 2025
Equally exhausted I lay next to Abby onmy bed, With my strap-on still on. “Wow, that was crazy Abby, you are a wild woman.” I kiss her on her mouth. “I hope that waswhat you wanted, Honey.” I am so damn horny now, I can’t keep myself from rocking side to sude on my hips. … “Abby, umm my Mistresses give you the key to my chastity cage, … May I Please, PLEASE cum tonight?”

nervousken | Jun 14, 2025
Even if 28 minutes are post orgasm pleasure torture?

wanker-Jim | Jun 16, 2025
28 minutes? Yikes.

nervousken | Jun 16, 2025
Well, a woman like that can make guys like us pop in no time!

wanker-Jim | Jun 16, 2025
Yes, I imagine she could … but she is so damn sexy, I’m still tempted to accept that challenge with her.

nervousken | Jun 14, 2025
Then you need to practice!

nervousken | Jul 14, 2025
your cock is already dribbling it's own tears!

nervousken | May 19, 2025
You know, you are absolutely right. It's disrespectful. From now on, I'd like you to SHOW my friends why we call you Little Jimmy. Any time I ask.

wanker-Jim | May 19, 2025
“ANNE … NO That’s not what P meant. I mean … I’m sure that many of them have heard umm stories. And, I’m sure that all the others will find out … one way or another. I just .. I just don’t need everyone calling me ”Little jimmy.”

nervousken | May 19, 2025
What would you like to be called?

wanker-Jim | May 19, 2025
* Well, uc ould just call me Jim. That’s what everybody else calls me except You … and Tara. *blush*

nervousken | May 19, 2025
I'll make you a deal. Tara and I will each invite five friends to come over. You do what I ask in front of them for an hour two, and then all thirteen of us will come up with nick name ideas and vote on one. You can make ypur case to everyone then.

wanker-Jim | May 19, 2025
“But Anne tt hat’s not fair. I mean, I I didn’t say my wienie wasn’t little umm smaller than some of the guys … okay, it’s littler than MANY of the guys.” *I squirm and blush harder* “But I don’t need you advertising about the size of my wienie. And Anne … PLEASE don’t make me show the other girls my penis.” *Blush9ng, I look down at the front of my pants.*

nervousken | May 20, 2025
Anne smiles "Did I say I was going to have you show your weenie to my friends?" Anne pauses for a moment. "But, now that you mention it, that is a really great idea. I am so glad you thought of it" She takes a step back. "OK, pull it out. You look nervous, might as well get used to being comfortable showing your weenie to me"

wanker-Jim | May 20, 2025
?ANNE? … Really? I exclaim in surprise as I blush hard, and I place my hands over my growing bulge in my pants. “You said you’d make me show your fiends why you call me lilojimmy, so I thought that’s what you meant.” … I think about storming out of the room, but I pause, and Iask her, “What … WhaT do You mean, Anne ???”

nervousken | May 21, 2025
"Little Jimmy, did I ever say WHY I call you LITTLE JIMMY? Did you assume it was because you have a little dick??"

wanker-Jim | May 21, 2025
I look at my sister, confused andembarressed, “Well, since you told me that you heard that I have a little penis, you started calling me “Little jimmy”, so yes, I assumed that was why. And when you and Tara call me little jimmy, you seem to be refering that I have a little dick. … So, iif that isn’t why … why don’t you tell me why you call me that?”

nervousken | May 22, 2025
"Do you have a little dick, Little Jimmy?"

wanker-Jim | May 22, 2025
Upon hearugf my sister’s question, I nearly panic.Feeling myself blushing, I look into my sister’s eyes, and this calms me down. As I collect my thoughts, I finally answer her,” “Yes Anne,I guess I do have a little dick … smaller men … I’m sorry Anne, I hope that you a’re not ashamed ofme.” After telling my sister this, my eyes lower and I look to the ground.

nervousken | May 22, 2025
Anne smiles. "It can't be that bad, Little Jimmy." she says, trying to comfort you. "Why don't you take a moment and collect yourself. When you are ready, I would like for you to undress completely, then walk down the hall to my room. Make sure you tug at it a few times at the door before you come in to make sure it is as big and hard as you can make it" Seeing your discomfort, she squeezes your hand. "Relax, Little Jimmy. It can't be as big of a deal as you make it" and she walks to her room, leaving you to your thoughts.

wanker-Jim | May 22, 2025
Seeing my sister staying calm and comforting helps me relax a little. Having to walk to her bedroom naked scares me a little, but nobody else is home, so going to Anne’s room naked seems kind of exciting. I get undressed ahd tug on my little dick, as I think about Anne wanting me to do this. Onc e Ihave my courage up, I walk to my sister’s bedroom, keeping my erection as hard as I can. I tug my dick a little more,and then go into Anne’s room.

nervousken | May 22, 2025
You open the door and walk in, naked and hard, holding yiur cock in your hand. Anne is holding her phone and videoing the whole thing. You freeze and she stops recorded and puts her phone down. "Little Jimmy, that is just some insurance in case you get any crazy ideas. Anyone that sees that video will think you are a sex pervert that walked into my room whole jerking off" you look nervous and beg her to delete the video. "Relax, LittleJimmy. I have no desore to get you in trouble or anything like that. I just want you to remember who is in control here." Anne lays on her bed, leaning back against the headboard "Do you know who is in charge here?"

wanker-Jim | May 22, 2025
Nearly trembling from embarrassment, anger, d intimidation … I just star eat my sister for a moment .With both of us knowing that I would never physically harm her, I realized I that had I had no other options. “Yes, You are in charge, Anne” ,I softly reply. Then I hang my head, as I now stare down at my little erection. “What… What do you want me to do now, Anne?” I ask my sister, quietly in a defeated voice.

nervousken | May 22, 2025
Anne smiles warmly. "Little Jimmy, please don't be mad at me" she looks at you for a few moments. "Honestly? I hadn't thought about what I'd like to see you do. I know you sneak in to steal my panties and I know you jerk off thinking about me. Why don't you tell me a little about that?" Anne seems to be completely relaxed and there is no hint of meanness or anything in her eyes

wanker-Jim | May 22, 2025
My eyes grow wider at Anne’s request, but She also helps me relax and I manage to get he ra little smile. “Well, they ae convent,, they make it more fun and sexy. They feel nice, too. … Anne , I don’t know what to tell you about jerking off in them … They make me cum hard. And I always make sure that they are washed before you get them back. Oh, with the soft, slick material, I don’t have to use lubricant to jerk pff.” Realizing how much I told my sister, I blush. “I umm, I don’t know what else you want to know”. … Then I add, “Anne, how long have you known that I umm use your panties that way?”

nervousken | May 23, 2025
"I've known long enough... which panties are your favorite? Describe them to me"

wanker-Jim | May 23, 2025
Oh. MY favorite? Don’t laugh but really like your light pink satin thong, the one with the red flowers on it. They llok great on you, and umm I always have fun u=with them, too.” J blush as I describe the panties to my sister.

nervousken | May 23, 2025
"They look great... on me? When did you see me in a thong?"

wanker-Jim | May 23, 2025
Well, you have a thong bikini , Anne. And umm there have been a f ew times that I umm … happened to be walking oast your bedroom, and I looked in the window and saw you. There have also been a couple times, you walked down the hall to the bathroom at night, without a robe or anything. But don’t worry, you look good in a thong, Anne.” As I blush, I manage to smile a little.

nervousken | May 24, 2025
"You dirty little pervert" Anne laughs. Not a mean laugh, her eyes sparkle with delight at your hinest answer despite your discomfort. "Sonyou spy on your sister. Tell me, have you ever seen me naked?"

wanker-Jim | May 24, 2025
Relieved that Anne seems amused, rather than angy, I relax. Then glancing up her body, I look at my sister as I answer, “No, Anne, I haven’t seen you naked. I HAVE seen you topless at times, but never completely naked.
Then give my suster a happy smile

nervousken | May 24, 2025
"Would you like to see me naked? Not as a sneaked peek through my window blinds or through an open door... Completely naked, for several minutes, talking to you just like we are now. Would you like that?" You can't believe the offer and stammer out a yes. Anne smiles. "OK, Little Jimmy. Here is the deal. Today is Wednesday. Our parents leave for a trip tomorrow morning and come back Monday afternoon. If you obey me until Sunday at 6PM, I will give you a strip tease and a lap dance. If you arr REALLY well behaved, I will obey you from 6PM until Midnight Sunday and we will bpth be completely naked until out parents get home. Are you willing to do this?"

wanker-Jim | May 24, 2025
My heart races as I listen to my sister’s offer. Suddenly aware of how HARD my little erection is from Anne’s description; I quickly cover my boner with my hands. I am so excited, I quickly answer, “Yes Anne, I agee” , without really thinking it over.

nervousken | May 24, 2025
"Don't cover up, LittleJimmy" Anne smiles. She gets up and gets something from her desk, then walks to you. "Turn and face the wall" and she positions you carefully. Then, she places two playing cards on the wall. One held up by your nose, one being held against the wall by the tip of your cock. Your head spun as she positioned the second one. ANNE WAS HOLDING YOUR COCK!!! She stepped back and admired her handy work. "Thisnis to make sure you don't move away from the wall" she explained. She gently pulled yiur hands behind your back and handcuffed you. You seemed a little nervous, so she put something on a string in your right hand "That's a key, in case you din't trust me... now stay put" You stayed there, facing away from the bed, your nose and your cock pinning a pairnof playing cards to the wall. After a few minutes, you felt Anne standing close behind you and she held something up for you to smell... and the for you to see. "Recognize these? You should, they are your favorite panties. Feel how warm they are? They have been on me this entire time." She gently puts the crotch intonyour mouth and leaves you there on the wall for a long time. You begin to worry, but Anne eventually comesnup to you and unlocks the cuffs. "Mom and Dad will be here in a few minutes. Go get dressed. No underwear and no masturbating."

wanker-Jim | May 25, 2025
Still a bit confused, and very aroused, I look at my sister then takes her panties from my mouth. “I … Yes Anne … but Mom and Dad will see that I have an erection. Can’t I please at least wear underwear, Anne? Please?” AsI plead to be allowed to wear underwear, I am very aware that our parents will be home soon and that I am naked in my little sister’s room. As I hurry toward her door, I give one last plead before going to my room, “Can I please wear some underwear, Anne?”

nervousken | May 25, 2025
Anne smiles. "I'm not wearing underwear, either" You head down the hall, naked and hard, and get to your room just as the backdoor opens and yournparents come in. Safe behind your closed bedroom door, you try to make sense of the last few minutes. You had become your sister's slave and that made you nervous, but also turned you on. She didn't seem to want to ruin yournlife or hurt you. She was clearly turned on, her panties, your favorite pair, were so aromatic with her arousal. Your phone buzzes. It's a text from Anne. "SlaveJimmy, you have three choices. First, no underwear and you get a reward. Second, you wear your underwear and you earn a punishment. Third, you wear the bra and panties you stole from mynlaundry yesterday, red hipsternpanties and black bra. Don't take too long, Mom and Dad brought dinner and Mom will come tell you soon! Hurry up!"

wanker-Jim | May 25, 2025
1. Oh shit, I don’t know w what to do. I don’t want to be punished, and I want to be good for Aanne ,so MY underwear a rare out. I can’t go without underwear or Mom and Dad will see that I have an erection. Umm Anne’s panties? which one? Thjis pink flowery pair is weT ,and smells wonderful … these will keep me TOO damn hard. The red panties and black BRA? Shit I wish Anne didn’t know I took the bra, too. I take a deep breath and put on Anne’s red hipster panties and her black bra. They both fit tightly on me, but at least Anne’s panties keep my erection contained. I quickly put on a black tee shirt and a pair of jeans over them. I get dressed just intime, as I hear Mom knock on my door, for dinner.

nervousken | May 25, 2025
Anne is already at the table and smiles at you as you sit down. Halfway through the meal, she gets up for another drink and touches yoir back. You can tell she felt the bra strap. When she sat down, her eyes held yours and she shifted alittle, showing her hard nipples through the t shirt. She wasn't wearing a bra!

wanker-Jim | May 25, 2025
Anne showing me that she is braless really turns me on, and my boner makes my panties uncomfortably tight. … Was Anne still not wearing panties too? I shift, and pick at the panties creeping between my butt cheeks, then I pull the back of my shirt down, to make sure that my red panties don’t show. I can’t help but to blush and squirm a little, and look at my sister’s breasts, as we eat dinner, with me wearing my sister’s panties and bra, while she isn’r wearing any, sitting there with our parents. I realize that even now, Anne really is in control.

nervousken | May 25, 2025
After dinner, Anne sticks her head in your room. "Bra and panties? I had no idea what a thrill I would get knowing you were wearing that for me." She smiled. "Keepbthe bra and panties on and come to my room after our parents go to bed. I want to talk about this weekend and I want to make sure you are OK withbwhat I have in mind. By the way, I am not weating panties OR a bra" nd she goes to her room.

wanker-Jim | May 25, 2025
I am glad that Anne is having so much fun, and that she expressed it to me. Anne going without a bra or oanties gives me a thrill too. I was kind of dreading this weekend, but now I ‘m kind of looking forward To it. … Still very aroused, I adjust my pamties and br., I feel felief that Mom or Dad didn’t notice I was wearing them. That would have been hard to explain to them try tostay busy in my room, away from our parents, until they go to bed, and then go to Anne’s bedroom.

nervousken | May 26, 2025
You get a text from Anne "Don't play with your cock!"

wanker-Jim | May 26, 2025
,Yes Anne. I’m not playing with it, but Tt is still very excited. I’m just sitting in my room waiting for Mom and Dad to go to bed. I’m kind of bored. What are You doing?” … Then I send another text, “Your bra and panties are Tight. I’m glad that Mom amd Dad didn’t notice me wearing them. lol”

nervousken | May 26, 2025
"I am masturbating thinking about how much fun we will have this weekend"

wanker-Jim | May 26, 2025
I text her back, “DAMN, ANNE. I want to masturbate so badly too … but I won’t. I can’t promise that I won’t later tonight. Lol You making me wear your panties and bra like this makes me so fucking horny. … You not wearing panties or a bra at dinner was so damn hot, too.”

nervousken | May 26, 2025
"Promise me you won't mastutbate without my permission, SlaveJimmy"

wanker-Jim | May 26, 2025
“Anne, I promise that I won’t masturbate before going to your room tonight. And I promise that I’ll try my absolute best not to masturbate unless I have your permission after that. I’ve been so turned on today and tonight. You’ve go m e so turned on.”

nervousken | May 26, 2025
"You will be a good boy. I know you will."

wanker-Jim | May 26, 2025
My cock twitches and it stiffens harder when I read Anne’s text. Then reply to my sister, “Thank you Anne, you make me happy when you say that. Now I have more confidence that I can keep from masturbating. I’ll be coming to your room soon.”

nervousken | May 26, 2025
"Do you want me to still be doing this when you come in?"

wanker-Jim | May 27, 2025
I squirm much harder, thinking about seeing my sister masturbating. I eagerly text, “Fuck, Anne, that would be so fucking hot. i don’t know when Mom And Dad wi ll go to bed, but I’ll be there as fast as I can.”

nervousken | May 27, 2025
"Don't wait too long.. and don't forget to knock"

wanker-Jim | May 27, 2025
“Okay, I’ll change into a pair of shorts now, so I’m ready as soon as they go to bed.”

nervousken | May 27, 2025
"Oh no, SlaveJimmy. My bra and panties ONLY. You don't want to disappointnme, do you?"

wanker-Jim | May 27, 2025
Anne’s text scares the shit out of me, bot, I can’t argue … So, I text back,”Oh… Yes Anne. You make this had, you know. Mom and Dad are getting ready for bed now, I’ll see you soon Anne.” … Seeing Anne naked and masturbating is the only thing that makes me agree.

nervousken | May 27, 2025
Anne texts back a fireworks emoji

wanker-Jim | May 28, 2025
I laugh at Anne’s emoji. Just then I hear our parents getting up to go to bed.n Itext Anne, “Your emoji mad eme laugh, you make me happy . Mom and dad are going to bed now. I’ll be there soon.” I take off y tee shirt and drop my shorts at the foot of my bed, I go to my door, very nervous, and I poke my head out to make sure nobody is in the hallway. I take a deep breathe te ocalm my fears AND excitement.I go out into thehall, to see my sister. I hurry to geT to Anne’s room, then I gently knock on her door. I hope I knocked hard enough for Anne to hear it. although extremely nervous, I am also VERY aroused as I stand in frint of my sister’s bedroom, wearing nothing but her panties and bra.

nervousken | May 28, 2025
Anne calls out softly for you to come in. She is on the bed, covered by only a sheet. You can see the shape of her hand taking the vibrator from her pussy under the sheet. She smiles at you with a flushed face. "Damn, you are sexy in my undies" She looks at you hungrily, almost like she is trying to control herself. "OK, first, I have to cum while looking at you. Come closer" she beckons you to stand beside her bed and you can smell her lust sweat and arousal "Now, reach down and massage your cock over the panties" Her hand guides yours so you are gropping and rubbing your cock throighbher panties the way she wants "Now, take your left hand, putnit behind mybhead and grab my hair." you comply and she smiles "No, SlaveJimmy, grab a FISTFUL and hold my head down" You do and she inhales sharply and smiles hugely at you. Her hand and vibe move back to her pussy and she begins to masturbate fornyou. Her eyes alternwtely looking up at you in raw lust and down at your hand massaging your cock. Her hips buck under the sheet as pleasure builds, she pulls against your hand, but you grip herbhair tighter. Her leftnhand is massaging her breasts over the sheet, leaving damp wrinkles where she grabs them "Take the panties off" she says hungrily. You slide them down withnyournrightbhand and step out her eyes are locked onyonyour cock. "Rub itnon my face. Slap mybface with it." You pull her head closer and begin slappingbher face. You are shocked at the meaty impact and how she reacts. Her legs thrash and she tries to turn her face from your cock butnyou hold her hair and keepbher facong the slapping dick. Soon, she is cumming, her hand clmampedntightlynover her mouth to stay quiet. "Jesus, SlaveJimmy, that was amazing! Thank you so much. That was so sexy" She breathes deeply for a minute "Give me the bra and panties you wore." She puts them on under the sheet and smiles at your naked body and confused face. "It isn't Sunday, silly. Remember that you don't get to see me naked until Sunday" You start to protest, but she pulls the covers back to show herself in the bra and panties youbhad just been wearing. She holds the vibrator up "Want to taste?"

wanker-Jim | May 29, 2025
With my cock so hard that it hurts, I stare at her vibrator and I tell my sister, “Fuck, Anne, YOU are the sexiest woman in the wolrd. … Of course I want totaste you.” I Without touching It, my cock starts throbbing harder, as I look into my amazing sister’s eyes. Never in m life haveIwanted to masturbate and cum so badly, than I do right now. Because of my little sister, I MUST NOT touch my aching cock. … As I stand naked In front of my sister, I feel precum trickle down my erection, as I ask her, “How, umm how do you want to do this, Anne?” … I have never felt so desperately horny for anybody in my life. Yet, here I am, naked with my throbbing erection, standing naked before my little sister, waiting for her to tell me what to do … with my parents just a couple of rooms away.

nervousken | May 29, 2025
Anne reaches up and gently presses two fingers to your lips. Your mouthbopens slightly and they enter your mouth. Your tongue swirls around them and you taste her. Seeing your rraction, she smiles. "I was nervous you might not likebthe taste... or the smell. If you want more, the vibrator was deeper inside me" Do you want that?

wanker-Jim | May 29, 2025
Tasting my sister’s pussy makes me crave it even more. Yes Anne, Imay I PLEASE taste your pussy more?” I keep fighting my urges to masturbate. tasting her pussy juices as I see my sister’s smile. “I umm, you want me to lick t toff your vibrator?” I ask as I blush.

nervousken | May 29, 2025
"You don't have to, I just thought you might like to... " Anne blushed and looked away nervously "Plus it would be super sexy to watch" She lowers the toy to the bed "I'm sorry I made you uncomfortable"

wanker-Jim | May 29, 2025
Anne has me blushing too, bu tI give her a bug, genuine smile. “Anne, that was the sexyest thing that I have ever done, or seen. Fuck, ;d about anything to make you happy like th, Annet. I .. I think that it’s hot that my beautiful little sister is kinky like that, and that you included ME.” I go to Anne’s bed and pick up and pick up he vibrator and I lick it. “Fick Anne, J’ve always wanted to taste your hot little puusy. Maybe not quite like this, but I’ll take it,for now.” I then lixk her vibrator a couple more times, as my erection still throbs.

nervousken | May 29, 2025
Anne reaches over towards your cock "May I?" she asks looking up at you. You nod and she traces her finger through your precum and then tastes it. "I hope you let me suck hour cock this weekend" she teases "Oh, wait, you have to do whatever I ask... even if it's cumming in your sister's mouth" She motions for you to take a step back. "Are you ready to talk about this weekend?" She points at a stack of business cards she printed on the desk. "Those are yours. Each one is good for half an hour of owning me as your sex slave, there is twelve there for the six hours I promised you" She pauses as you read them. "Every time you are less than obedient, you have to give me one card" you look up in disappointment and confusion "Calm down, SlaveJimmy. However, anytime I ask for something challenging, I will give you more cards. The more challenging, the more cards I give you for doing it. Also, each of my friends that joins us will give you four cards, that's two hours, and you can earn or lose cards the same way. Does this seem fair?" she looks at you as you think for a second. "Tara is definitely joining and she has agreed to give you four cards eaxh day she joins us"

wanker-Jim | May 29, 2025
After listening to Anne, think for a moment, and then I smile at her. I am really excited that Tara will join us, at least part of this weekend. Tara being here might make it more difficult, but the only girl that I hat I have a bigger crush on than Tara, is Anne. With my heart beating fast, U try to answer my sister calmly , ”Yes Anne, that sounds fair. I especially like being able to earn cards back if I screw up, or disappoint you or Tara.” … J am so excited thinking about this weekend, I start to reach for my erection, even in front of my sister, before I stop myself. “ Umm Anne,” I say meakly, “Not masturbating tonight will be VERY difficult, especially after today, and tonight. So umm I still ptonise to try my best not to, but do you have any suggestions? You seem very sexual, and I always give in to my urges to jerk off.” I blush asking my younger sister about this.

nervousken | May 29, 2025
"I know that it may be difficult to play in front of other ladies, but remember that each one has offered to obey you for a few hours..." Anne looks up at you nervously. She gets out of bed and looks into your eyes. "I have an idea to keep you from playing withbyourself. It's really kinky... Do you want to try?"

wanker-Jim | May 29, 2025
. “I umm, Yes I’m willing to try your idea, Anne. I mean, it’s not just about collecting the cards, I want you to be proud of me, what’’s your idea, Anne? And how kinky is your help, Anne.? Before she can explain heer idea, I ask, “How many ladies, Anne? I mean, you and … and Tara are okay, I trust you both a lot.?” … As my erection gets even harder, I, myself, wonder if it is just because of playing with just Tara and my sister …or playing with other less familiar ladies, too

nervousken | May 29, 2025
Anne smiles. I invited my other close friends, the ones that I trust and that you can trust, too. And each one has agreed the rules I have. After this weekend, you will have the opportunity to have each and every one of the ladies as a slave. We can talk about the list tomorrow, OK?" Anne reaches into her desk and pulls out a card. "OK, if you agree to what I am going to suggest, you get another card... so you will have me as your sex slave for another half hour" She uts the card on the desk and then pulls out a box. "This is a chastity cage. It locks onto your cock and keeps you from gettingnhard or jerking off" She unpackages the cage and holds it for younto see. "The key will be on my necklace and you can ask for the key anytime after tomorrow when we get up. If I don't give you the key when you ask, I will give you two more cards and you will own me for another hour. May I put the cage on you?"

wanker-Jim | May 29, 2025
I look at Anne kind of fearful, I had heard of these things, butdidn’t know much about them. Looking into my sister’s eyes, and seeing her smile, I couldn’t say no. Besides I REALLY did want to keep my promise to her. “Okay,” I say, and I take a deep breathe. “You can lock that on my cock. I wan t to be a good slave for you,” I yell my sister.” Where did you get something like that anyway, Anne? And WHY?” J try to relax, and wait gor her to tell me who will put the chastity cage on my cock.

nervousken | May 29, 2025
"Before I lock this up, there is something I want to do first" and without warning, Anne takes your full length into her mouth, her nose ptessed into your pubic hair and her tongue on youe balls. She stays like that for a few seconds before sliding her mouth off of your cock. "Now you know that I can deep throat your cock" she says smiling as she quickly puts the cage on your cock, locking it and then standing up. "Thank you, SlaveJimmy. Now, do you have any more questions about this weekend?"

wanker-Jim | May 29, 2025
My sister has me so turned on and horny, I’m nearly shaking. I am so amazed, MORE amazed at how fucking sexy Anne is. Finally, I trammer, “Umm, when do we start playigin the morning? As soon as Mom and Dand leave? Umm, and Tara will be here in the morning? Will I be able to masturbate begore Sunday nigh? And will you have to put thus on me sggain?” … My mind is spinning from being so excited. Then I ask,”Anne?So9ld I go back to my bedroom now? And Ane? … Thank you for hekping me keep from masturbating. I want to be good for you.

nervousken | May 29, 2025
Anne stands up and kisses your cheek. "shhhh... relax" She gently rests her hand on your face. "Everything will be OK" she says reassuringly. She guides you to kneel in front of her and she sits on the bed, her long, slender legs filling your vision. "Please, massage my feet" she commands. As you begin, she starts explaining. "Tomorrow, everything will be normal. The only thing that will change is you aren't allowed any underwear. With the cage on, you won't have a boner for Mom and Dad to notice. Tara will come over early, before our parents leave. Once they leave, you will undress completely in the living room. Our game will begin at that point." Anne shifts to give youbher other foot to massage. "You ask about jerking off, but you need to stop thinking like that. If you focus on cumming in your hand, that's all that will happen. You will have me, you will have Tara... I have invited Eve, Beth and Amy, too. Every one of us has agreed to be your sex slave. Think about that. You can order each and everybone of us to have sex with you. Do you really think that pulling your cock for a minute or two is better than laying Tara down inyour bed, climbing on top of her and feeling her tight, wet pussy wrapped around your cock? Would you rather lay back on a bench in the park while Eve kneels down and sucks your cock until you cum in her mouth... or hide in the dark and jerk off into a kleenex" Anne smiles down at you. "I set this up so that you could relqx and enjoy serving us, knowing that we can't go too far because we all have to be your slaves after." Anne lifts your chin up wothbher toe so you looknher in the eye. "Are you excited?"

wanker-Jim | May 30, 2025
After hearing this, I am stunned. Looking into my sister’s eyes, I squirm noticeably as I smile enthusiastically up at her. “Fuck YES, I’m excited, Anne. You’re not only the sexyist woman in the woeld, you are the BEST sister on earth. I’m sorry that I was fearing the worst about being yourslave, and the other girls too. It’s just, umm having a little dick has always been a negative thing, so I thought that YOU … and Tara were making fun of me. You are so wonderful … both of you … AND your g[ri ffriends, too. I’m … I’m not just excited about you ladies being my slaves … but I’m really excited about being YOUR slave, and doing what I can to make you all happy. Thank you Anne … Umm You and Tara can call me “Little Jimmy” any time that you want to.”

nervousken | May 30, 2025
"Is there anything else before you go to bed, SlaveJimmy? Remember, no underwear tomorrow... in fact, why don't you take my t shirt with you and sleep in only that?"

wanker-Jim | May 30, 2025
Still looking up at my little sister, l lushh a little as I smile, “Yes, Anne, I’ll do that. Umm I don’t have to wear it in front of Mom and ad, ro I?”

nervousken | May 31, 2025
Anne laughs as you hold up her pink t shirt that says "BRAT" across the chest. "I thibk that woukd be hard to explain. If you want bottoms... you have my dark blue pantoes to wear, but you don't have to. Before you come out of your room in the morning, please put on something appropriate"

wanker-Jim | May 31, 2025
having fun . “Should I put it on here, or do I wait until I get in my room, Anne?” … I guess id I get caught in the hall, it would be better to be caught in the shirt, maybe they woulfn’t notice the chsdtity cagen if the shirt is long enough.wet2

nervousken | May 31, 2025
"I'll let you decide, SlaveJimmy" Anne watches and giggles when you realize the shirt barely comes to your belly button. "We are going to have so much fun this weekend." She smiles and climbs back in bed. "Oh, one last thing... Before you go to sleep, send me a text telling me anything that you want to have as off limits. Like us peeing on you or something" With the covers pulled up, Anne drops the bra and panties she had been wearing to the floor to tease you

wanker-Jim | May 31, 2025
I -accidentally let out a little moan as Anne drops her panties and bra on the floor. I have been so close to seeing my sister completely naked so much tonight. Lusti ng for her, I tell her,t. “Good night Anne, I love you” Then to show my sister that I am her willing slave, I slip her pink t shirt on before leaving for my bedroom. I put on Anne’s blue thong, to at least have something covering my chastity cage, though it still shows through it, abbvously. … Being unfamiluar with listing my l iliits, struggle with my text to my sister. “Anne here are my limits that you asked for. Peeing on my face, skat, public ex displaying, receiving anal sex, physical abuse, there may brothers that I’m not aware of.
… After texringmy sister, I have trouble getting to sleep, with my mind filled with the xement of tonight, and the anticipation of the next few days.

nervousken | May 31, 2025
Anne quickly responds "Scat, EEW NO!!! You being fucked in the ass... only from guys? What if a lady wants to peg you? Can we define 'public display'? You know we'll want to show you off some, but definitely within reason." As you thought about your response, another text came in. "Peeing on your face and physical abuse... I want to negotiate on. Are you willing to remain open to tryinh pee play if we are in a fun and respectful environment and we have a reward system in place? Physical abuse - I hope you trust I won't injure you or case actual pain. But I sooooo want to spank you and get a little rough. Can we negotiate for this? I love spanking but I've only spanked women... I am really looking forward to spabking a man and seeing what his cock does!"

wanker-Jim | May 31, 2025
“I don’t know what I mean by a lot of this either, Anne. I’ve never really done master/slave stuff. By abuse, yes I meant harmful. Spanking and stuff like that will be okay, I guess. N ot REAL pain though. I Kknow that part of this is to challenmge me and to test me, but I much about this, I’m a” virgin” at this sort of thing. By public difplay, I meant showing my chastity cage, or budity to others outside of us. Just keep everything legal, please. Lol I know that setting limits are important, but I don’t know what YOUR limits of doing things are either. I don’t even know what rhythm peeing is?? Thinking about YOU spanking me makes me blush, but is still basically harmless … I think. LOL I trust you and your friendsm Anne, and I will TRY to make you all happy, and proud of me. I assume that I may find some of my limits this weekemd? Please try to just stay “within reason”, although I know that that means different things to different people. I lofap9

nervousken | May 31, 2025
"OK. How is this? Any lady that wants to pee on you needs my permission. If I give her permission, she gives you another hour of being your sex slave, I give you half an hour AND you have the option of peeing on her in the same way she did you later. This will keep them from being too free with it and it will make me think twice before saying yes. As for showing you off... Let's take this on a case by case basis. If a lady asks you to display in a way you don't like, bring it up. Eachnof you will pick someone to decide. Those two will talk it over and make a decision and everyone will stick to that decision. Does this address your concerns?"

wanker-Jim | May 31, 2025
Yes, your ideas seem more than fair, thank you for being so understanding, Anne. You know, I’m still kind of nervous, but I guess that is part of the fun. I trust you, and your friends. In a way, I’m kind of looking forward to being your slave. Thank you, Anne.

nervousken | May 31, 2025
"Sweet dreams, SlaveJimmy!!! By the way, I will DEFINITELY peg you at some point. I will see you, ALL OF YOU, every inch of your body, tomorrow. I look forwarding to learning everything about you and your body" a few minutes later, she texts several fireworks emojis "Those were thinking about your face between my thighs"

wanker-Jim | May 31, 2025
I shift around uncomfortably, from my cock trying to expand in my chastity cage. Anne has me much more excited, than Nervous about this weekend with her. TARA, and ALL of Anne’s friends are all VERY sexy and fub, so I am excited about being their slave too. Thinking about beeng between Anne’s thighs and bringing fireworks dominate my thoughts now, though. Almost overwhelmed with desire, I text my sister a simple heart emoji with “Sweet Dreams, Anne” … This could be a hard night for me to sleep.

nervousken | Jun 1, 2025
You wake up, aware of a woman in your room. You jolt awake, think it might be your mother. You relax a little when you see it is Tara. Your mind freezes. "HOLY SHIT! TARA IS IN MY ROOM" your mind screams. Your body freezes as you see she is in bra and panties. This must be a dream. The beautiful woman turns to face you and smiles "Good Morning, SlaveJimmy" she says, smilng. God, that smile could melt an iceberg! She kisses you on the cheek and sots on the bed. "Your parents are still asleep, but I couldn't wait another second to start our game" she says softly. "Do you mind if I climb under the covers?" it's a command, not a question and the beauty of your dreams slips under the sheets and presses her firm ass to your chastity cage. She pulls your arms around her and you inhale her intoxicating perfume. She nuzzles against you and your head spins. "Anne and I have wanted to do this for weeks, but we had to wait for your parents to go on vacation. I hope you don't mind us surprising you with this" You can't speak, you are afraid of dping anything that might break this magical spell that has your dream girl in your bed. Tara turns and smiles at you "Before we get started, can you do something? I have to know that you are doing this completely willingly. I can't imagine doing this if you aren't completely on board." She pauses and takes a deep breath "I mean, I know you are nervous, but so am I! I mean... I've never had a man as a slave before... and I've never promised to be a sex slave before to anyone. Please... tell me that we are actually doing this and that you WANT to do it. Can you reassure me of that?"

wanker-Jim | Jun 1, 2025
I fight to control my squirming as I gently give Tara a hug. Being so nervous that my mouth is dry, I answer my dream girl, “Yes Tara, I am willingly offering to be your slave. I want to be Your slave, Anne’s slave, and your lady friends’’ slave this weekend. I look forward to serving as your slave to Anne, You, and the other ladies.” Nearly trimbling, and feeling a bit overwhelmed with nervousness, excitement, antu9upation, and PASSION … I gently kiss Tara on her bare shoulder.

nervousken | Jun 1, 2025
"Thank you, SlaveJimmy, that means a lot" Tara turns and kisses you on the lips. "Have you ever touched a pussy before?"

wanker-Jim | Jun 1, 2025
“Oh … umm … no, Tara” I blush hard and squirm, as I stammer, “How umm How did you know, Tara?” I am so embarrassed that I feel like I might explode … Yet I still feel closer and more turned on by Tarara than I ever have.

nervousken | Jun 1, 2025
"Don't be embarassed, SlaveJimmy" Tara takes your hand and guides it into her panties. She shifts a little to give you easier access. "Do you want the first orgasm you give to be to me... or another lady... or Anne? Be honest"

wanker-Jim | Jun 1, 2025
“I … I’d love it to be you or Anne, Yara,? “ I tell her awkwardly. “I … I guess that you know how I feel about Anne? And about You, too? … I umm helped Anne have an orgasm last night.” I tell Tara meekly, but also with some pride. I realize that I am genyly rubbing Tara’s possy as I am telling her this. “I have always thought of you or Anne most when I unn … you know. ”I realize what I just told this beautiful woman, and I blush harder and stop rubbing her pussy. So, I try to conyinue to answer Tara’s question, “ I think, uh … Idon’t know, do you think Anne would be disappointed if I gave you an orgasm first, Tara?” I become very aware how hard I am squirming, with my chastity cage rubbing against Tara.

nervousken | Jun 1, 2025
Tara takes your hand and pulls it up from her pussy and places it on her breast. "SlaveJimmy, I think it is cute and sweet that even now, with me throwing my body at you, that you care more for MistressAnne" She pauses for a moment "You should save your first given orgasm for her. She will like that." You realize and Tara's hand is down at her pussy. "SlaveJimmy, you jerk off thinking of me a lot. I want to hear you talk about what you fantasize about while I masturbate"

wanker-Jim | Jun 1, 2025
“God, Tara you weren’t vcev suppose to know that I masturbated because of you.” I laugh and about doing about everything with you. Kissinf,making out, caressing your body … eespecially your tits I love your sexy blush a little. As I alternate looking a tTara’s h and, and at her eyes, I quickly continue, “Okay, I’’ve masturbated MANY times thinking about you. I’ve fantasized little tits, Tara. veryTHing about you is so sexy. Umm I’ve fantasized about fucking you, fingeringyout pussy, licking your pussy … about everything. You …Imean, with you and Anne around me so much, I’m always honey, Tara.

nervousken | Jun 2, 2025
"Hold me tight, play with my breasts and tell me a fantasy while I masturbate and cum..." Tara pushes her butt back agaisnt your cage and you nuzzle your mouth to kiss her neck

wanker-Jim | Jun 2, 2025
Laying in my bed, a nd holding Tara like this is practically a fantasy come true. As I love fondig ttra’s sexy little tits, I get so horny watching my fantasy girlfriend, , masturbating beside me. , begin my masturbation n fantasy. “I fantasize about being naked with you, Tara. We kiss abd make out as I fondle your hot tits, passionately kissing and caressing each others bodies. After making ou f or a while, I kiss your cheek, and then your jaw, and doen to your tender neck. Kissing and sucking on your neck, I give you a Hickie. Nxt I kiss down your chest, to your hoT little tits. Oh god, I think your tits are so sexy. I suckleone tit while fondling the other. I get so hard pressing my lips on yzour breast as I fently nibble your nipples. Mmm I could suck on your tiTs for hours. As a continue kissinf down your body, across your sexy toned tummy. Kissing down toyour waist, then to your wonderful pussy. As I liss your pusssy, you grab the back of my head, and press my face against your pussy. Instintively, I start licking and tonguing your wet pussy. I hear you moan loudly as you grab my hair, keeping my mouth against you pussy slit.I passionately lickand penetrate your pussy with my tongue. My cock is throbbing hard as I grope your ass, wanting you so badly. Looking up at your eyes and seeing your smile, makes meknow that I belong here. I tongue your sweet pussy and gently suck on your pussy lips, bringing you to several orgasms. My cock is rock hard and throbbing the whole time I am pleasuring yout amazing pussy. Still holding my hair, you slowly raise my head, and bring me up your body. You tell me that your tits need more attention. I suck and fondle your titsm until you are moaning in pleasure again. Again, you slowly pull me up your body, then you reach down and hold my stillthrobbing cock,and slide it into yourpussy.” … Iwhimper as I begin kissinf Tara’s neck and shoulder agai, with my cock cage pressing against her. “Oh god, Tara, I love you, I want you so much. I’vealwayswanted you, Tara.” I whimper as I passionately kiss Tara/z shoulder and neck.

nervousken | Jun 2, 2025
You feel Tara's body tremble against yours as she cums in your arms. As her tight ass pressed and shakes against your cock, you feel it. And so does Tara. You orgasm, while soft and in the cage, on Tara's perfect ass. "That was perfect. I really enjoyed that" she whispers. You are completely speechless. "You need to clean up your mess" and she rolls onto her stomach. You realize now that she had pushed her panties to her knees and you had cum on her bare ass. On the firm, round cheeks... and between them. "Clean me with your tongue, SlaveJimmy. And din't dare taste my pussy." and with that, she lifts her hips a little to present her naked ass to you and she reaches back to spread her cheeks a little.

wanker-Jim | Jun 2, 2025
Holy shit, that was amazing … But now she wants me To lick my cum off her ass? t first I want to resist, but this is TARA. Being aware that my parents are home, andmight wake up at any time hastens my decision. I’m still FULLY horny as I look ay Yara’s assand asshole. It feels likeI amshakingas I get to my kneesbehindTara. I close my eyes and lick my cum off her right butt cheek. After the firslick, I know that Tara won’t let me stop mow. Xtremely embarrassed, I finish licking off her butt cheeks, and I see there is still a mess between her butt cheeks. I place my hands on Tara’s hips, and push my nose and mouth jnto her butt crack. Something … somehow I find this very erotic and kinky. With cum smeared on my face, I lickthe cum from Tara’s butt crack and butt hole more eagerly than I had intended. Upon finishing licking my cum from Tara’s ass, feeling shameful, I sask “I hope that is good enough, Tara?”

nervousken | Jun 2, 2025
Tara pulls up her panties and climbs out of bed. "I need to get back to Anne's room, I don't want your parents to catch me in here.." Tara pulls on one of your t-shirts, it comes down long enough to cover her, but short enough to be sexy as hell. "SlaveJimmy, that is MORE than good enough. Your tongue on my asshole shocked me... not just that you did it or that youndid it so eagerly... it's how amazing it felt. I've never felt that before and I never imagined how incredible it could be" Tara pauses and sees your shame. "Here, these are yours" and she slips her panties off from under the shirt. She hangs them on the headboard abive your pillow "Please don't be ashamed. What you did was so sexy and felt so good and was so unexpected. You are a wonderful slave and you should be proud." To drive the ppintnhome, she also slips thw bra off and hands it to you. "One thing, though. You need to tell Anne that you came. Tell her why you came, what you were doing and what you did to makeup for it. You should text her now" Tara steps a little closer and pulls your hand to her pussy, guiding two fingers into her. She bites her.lower lip and then backs away. "Be proud of your willingness to serve, SlaveJimmy" abd she steps out, closing the door behind her. You lay in bed for a few minutes, your mind trying to process what happened. If it weren't for the panties in your headboard... the bra in your hands... the taste in your mouth... the glaze of her arousal on your fingers... the perfume in the air... Younwould have sworn this was all a dream. But it was real. Tara mastuebated and orgasmed in your bed. She had, unintentionally, made you cum on her perfect ass. And you had given hour very first rimjob while cleaning her. Your cock ached. You quickly picked up your phone to text Anne.

wanker-Jim | Jun 2, 2025
Knowing that Anne and Tara WOULD talk, I tried to give ny sister as much hentail about what just happened as I could. Asr, I found myself getting really turned on, again. As I type the tect to m y sister, I even take Tara’s panties off the headboard and put them on my upper chest, so I could smell them while I text Anne. Somehow, weirdly, it felt right to share with my little s all of the details about what we just experienced. As Isend Anne the text Ieel both excitement and sham,and a little bit of pride. … Ilick my fingers clean, and wipe my sperm off my face, and then I send my sister a second text, “I REALLY want YOU to be the first girl That I make orgasm, Anne.”

wanker-Jim | Jun 2, 2025
… After thinking about it, I text my sister again, Anne, I am sorry for cumming this morning without your permission. I didn’t even know that I COULD cum with my chastity cage un, bot I did, I am very sorry, Anne.”

nervousken | Jun 2, 2025
"Bad Boy!" is all she replies with

nervousken | Jun 2, 2025
After a restless night, you are woken up by a text from Anne. "Get up! Mom and Dad are up and getting ready. Put on your cargo shorts and a clean t shirt. Don't tuck the shirt in like a dork. Put Tara's panties in your front right pocket.
Come out as soon as you can."

wanker-Jim | Jun 2, 2025
I quickly get dressed as my sister instructed. I know Anne doesn’t want me to wear underwear, so I slip on my shorts and t shirt. I smell Tara’s lovely smelling panties before I put them in my pocket. Thrn I hurry out of my room, to tell our parents.

nervousken | Jun 3, 2025
You get to the kitchen and you are surprised to see Anne's friends in the kitchen eating breakfast with your parents. Anne, Tara, Eve, Beth, Amy and Chrissy are all there. You get a little lightheaded at the reality that this is all real and soon, very soon, you would be humiliating yourself in front of six of the most beautiful ladies at school. Mom notices your look, but mistakes it. "Now, Jimmy, don't be mean to your sister and her friends. I told Anne that they could all stay over all weekend, but no wild parties." You nod, your mouth is dry and you can't speak. "Hey, I have an idea, why don't you invite your friend, Jeff, over?" Mom suggests. Chrissy gets a huge smile on her face and Anne quickly agrees. "Yes, LittleJimmy, invite Jeff over! We will order pizza and have a pool party" At that, your dad hands you some money "For the pizza." and then quietly so only you can hear "And, it w
might not be a bad idea to try flirting with some of these ladies. The practice will be good for you" At Anne's continued insisting, you text Jeff, inviting him over and tellhim him who all is there. Before Jeff gets to the house, your parents leave and the tone changes completely. "Ladies, let's all go to the living room" Eve says. "SlaveJimmy, please put the dishes in the dishwasher, wipe the table and then join us in the living room. You have six minutes."

wanker-Jim | Jun 3, 2025
Wow, Eve doesn’t waste any y time telling me what to do and taking charge, and somehow, that really turns me on.. … I wonder, do all of if Anne’s fruends always call me “little jimm, ,even inf ront of my parents? Even Mom is calling me Jimmy, now. … I text Jeff and told him the girls that are here, and he said he’d be as soon as posiuble. … As i rinse off the dishes, and clean the table, I get even more nervous. ALL of these ladies are so fucking hot, and w’lll lbe so humiliated all weekend for all of Them. … Nervous energy helps me get all of the cleaning done quickly, and I enter the living room to join the ladies, in just under five minutes.

nervousken | Jun 3, 2025
Eve looks at her watch in mock irritation. "You are seventy five seconds early SlaveJimmy" Eve walks to get a chair and sets it in front of the couch. "Please come here. You will get 75 spanks on your bare butt. Eve sits down and you stand in front of her. She reaches into your pocket, making sure to gently massage your balls before firmly gripping your cage. She smiles up at you, those beautiful green eyes framed bybthat jet blacknhair melt you. She pulls Tara's pantoes from your pocket. You blush as Eve unzips your shorts. You swear you saw her lick her lips when she caught a glimpse of your cage. Without displaying your cage, she positions yoi actoss her lap and then gently lowers your shorts to expose your ass before puttinf Tara's panties in your mouth. She quickly administers 20 swats before Beth says she wants to spank you. Eve stands you up, your butt to the other ladies and adjusts your shorts so the cage is covered. She smiles up at you "Let's keep that covered for now, OK? By the way, that is sexy as hell..." Beth takes Eve's place. Eve takes one last playful swat at your backside and whispers "You have a very nice butt, Jim" Beth pulls you into her lap without the same teasing and flirting Eve had and lays on thirty spankings before Amy takes over and finishes. "Now that is over..." Anne says "... I am sure that SlaveJimmy will be more precise when following instructions" Anne zips your shorts back up, after pulling them back up. "Before things get too intense, I want to make sure that everyone kmows the rules." Anne goes over the plan for the weekend and the reward / punishment system. "Now, a few last minute changes I am making. First, under no circumstance will another man fuck SlaveJimmy's ass. If any lady asks for it to happen, she will get a caning in front of all of us AND she has to be SlaveJimmy's sex slave for twenty four hours" The ladies looked at each other in shock at this, apparently, theybhad previoisly talked about SlaveJimmy being fucked and this was a surprise.. the punishment for asking for it was shockingly brutal. Anne smiled "Hey, he's my brother and I have decided he's not getting fucked in the ass. That is final." Suddenly, you realize just how much you can trust Anne. She not only took your request seriously, but she made it a hard limit and made it seem likenit was completely her idea. "Also, peeing on him is not allowed. As for corporal punishment, soft implements only. Canes, paddles, brushes and you need to have my permission. Nobody is leaving bruises on my brother." With everyone in agreement, Anne sits down woth the ladies and asks "SlaveJimmy, please give us a sexy strip tease... but first, take those panties out of your mouth."

wanker-Jim | Jun 3, 2025
I an so grateful and proud of my little sister for respecting my limits and protecting me. My admiration for Anneaways keep growing, and SHE gives me motivation to always tRy my best this weekend.Although I will be put in compromising situations, I want her to be proud of me. I take Tara;s panties fron my mouth, I don’t know what to do with her panTies, I keep them in my hand. SinceI don’t have many clothes on to start with, I realize that this will be a lot more teasing than stripping. I start by swinging Tara’s panTies avove my head, and shaking my rear at the ladies. Soon, I Take my shirt off and swing my shirt in one hand, and Tara’s panties in the oyher, until I throw each into the crowd of cheering ladies. Unzipping my shorts, I pull them down in back, and wiggle my red ass at my new fans. I make sure to wiggle my ass in front of ve, since she said I had a nice butt. While blushing from embarrassment, I am glad To see the ladies having fun. Before I drop my shorts completely to the ground I make eye contact with Eve, since she kept my chastity cage covered instead of exposing it earlier. WhenI drop my shorts the ladies all laugh and cheer seeing me in just my chastity cage. I am so embarrassed by now i just stand there blushing, naked except for the chastity cage my sister put on me.

nervousken | Jun 3, 2025
Now it is Chrissy's turn to take charge. She stands up and walks to you and hugs you, her large breasts press into you and are surprisingly firm. "What was are going to do first might be pretty humiliating, but it's really important because it will let all of us get to know you a little better." You look nervous and Chrissy smiles. "Each woman here needs to know how you fantasize about her. So, we will undress to our bikini and sit in a chair. You will then kneel down in front of her and tell us a few things. First, the most recent time you jerked off while thinking of her, what you thought about when you did. Then you will tell us one thing you hope that woman won't have you do and something you hope she does.... Who knows, maybe you will get lucky and she'll do it!" You get really nervous but realize that this cpuld be very fun, too. Chrissy slips off her shirt and shorts, revealling a body far more toned and muscular than you had imagined. Her blonde hair and blue eyes complimented her dark purple bikini. Her breasts were easily the largest of any of the ladies, but their shape was incredible and they had almost no sag. She sat down and let her legs spread a little more than normal. "Please, SlaveJimmy. Tell me the last time you masturbated thinking about me... and what you thought about... and what you hope I do and don't do to you this weekend..."

wanker-Jim | Jun 3, 2025
I hesitate and I look at hristy, when I am getting to my knees before, I admit, “You know, you’re right. Thus us hard … or at least hard to admit.” As I settle myself at her knees, I say,”Okay, I hope you don’t think this is weird, but when I fantasize about you, it usually has todo with sports. My last fantasy about you, we played on a softball team together. After the game, you and I went into The same lockerroom and took a shower together. I don’t know where the rest of the teamwas. * I laugh a little* So, we are both in the shower, soaped up, and we start playing a little grab-ass and grab-tits. We areboth so slick from the dosp that we keep slipping awat from each other. We wind up wrestling a litttle and we wind up on the shower floor … the nI I tit fuck you in yhe shower. I umm, I hope it doesn’t disturb you, but my fantasies about you al,ost always involves some sports, Christy.” “Okay, what would I like you to b=not do>Itake a breathe,”Okay, what would I like you to notdo? Umm I guess to physically dominate me. I mean, I don’t think you’d want To hurt me or anything, but physically restrain me,and physical challenging me, I’m not sure that you wouldn’t win. … What would I ;ike you to do?HMmm maybe just kuss or make out. Explore each other’s bodies … or us treally talk, and get to know each other. I guess what I mean is to discover you as a sexy young woman , not just as an ate. I realize that this is just a “ME” Thing, but I am usually ttracted to slinder, or smaller women.” I pause and take a breathe agaun, and still looking up into Christy’s eyes, I ask, “Is that what you were thinking of, Chrust?"

nervousken | Jun 4, 2025
Christy stands up and squats down in front of you. She kisses you deeply and then smiles at you. "You did great, SlaveJimmy. How do you feel having shared that?"

wanker-Jim | Jun 4, 2025
“Wow, that was a WONDERFUL kiss.” Then I softy smile at Chi0sty and tell her, ”. … I feel good, Cristy. It came out better than I thoughTit would. I … Sometimes it is hard to share things That I feel guilty o rashamed of.” My smile grows as I continue to look at Christy, ‘hank you for trusting me, and for pushing me to trust yzou and the other ladies here, Crhisty.”

nervousken | Jun 4, 2025
Eve steps forward. She has always seemed like the boss of Anne' and her friends. She is slightly shorter than the others, but her demeanor and posture make her seem for taller than she is. Her dark brown hair is straight ad silky, long enough to easily cover her breasts. Her eyes are a dark green, with a ring of gols on the outsode edge. Her smile and laugh are amazing. She slips out of her clothing to reveal a dark green strapless bikini. She stares into your eyes as she intentionally and purposefully adjusts her bikini, giving you a glimpse at more of her breasts and you swear she flashed her pussy for half a second. Her legs are perfectly muscular, not as powerful or defined as Christy's, but definitely shapely. Her whole body screams "gymnast" with the no fat, petite size and effortless grace. She sits in front of you and leans back confidently. She smiles casually as you nervously take in her body as if for the first time. "OK, SlaveJimmy, nw thatbyou have had a good, long look" she says with a hint of tease in her voice, let's hear it about me. Inwant to hear about the last time you held your hard cock and dreamed of me. I want to be impressed."

wanker-Jim | Jun 4, 2025
Just watching Eve has me squirming, as I kneel down in front of her. Eve has always intimidsted me a little, not physically, but because of her demeanors and her popiliarity. My eyes track up her sexy body, ro her lovely face, and I immediately get lost in her beauztiful eyes. After taking a moment to try To compose myself, I finally speak, "Umm ve, I know we haven't daTed or anything, but I fantasized That we were at a party together. During the party, you took my hand, and you led me to a bedroom. We undress each other while making out. Then when we get to the bed, you push me backward onto the bed, on my back. Afer kissing and playing with each other some more ... umm you get umm you start riding my cock. You umm your body bouncing on me, while I fondle your tits." ... I stophere. Squirming and blushing, I look at the floor. I feel nearly paralized from embarrassmentand shame.

nervousken | Jun 4, 2025
Eve has an almost sad look onnher face. "Why haven't you ever asked me out?" You look up in shock and she realizes her mistake. She smiles warmly at you "Thank you, SlaveJimmy. Now, I believe you need to tell me what you hope I do to you and what you hope I don't do..." She adjusts her position a little and you just stare at her thighs and the way they move.

wanker-Jim | Jun 4, 2025
Still struggling from embarrassment, I softly answer her, " I was afraid That you'd say no”." d say no" Realizing that they had teared up, I wipe my eyes. Still feeling encouragement from Eve’s encouragement I continue. "Okay, what I hope you won't do? ,,, I guess tha t I really have a fear of rejection from yo,u, Eve. I ... I hope yoou won't give up pn me??? And what I hope you will do ... umm I really felt special when you played with my balls and my chastity cage earlier. I hope that you enjoy doing that more this weekend?" I kind of laugh.

wanker-Jim | Jun 4, 2025
… Before I get off my knees from in front of Eve, I think … SHE asked why I never asked her out ? HOLY SHIT , she Wasn’t offended about my fantasy. … MAYBE she even wanted something like that ??

nervousken | Jun 4, 2025
Eve smiled. "I promise you that I will be handling your balls a LOT this weekend" Amy gets up and begins to strip to her bikini. She is the youngest person in the room, having turned 18 two months ago. She is also probably the lest interesting. Sure, she is cute, but she never has anything intereating to say. She usually just agrees with Anne or Eve and doesn't do too much to challenge the status quo. Looking at her, even her body is unmemorable. She's got just a little flab, but not enough to be unattractive, but nine of the muscle tone or strength of the others. He breasts are larger, but not as large as Christy's and certianly not as firm or shapely. Her brown hair and brown eyes do nothing to set her apart from the crowd. Her bikini is a hawaiian print in red with white flpwers. Just as she is about to sit in front of you, the doorbell rings. Eve and Christy get up. "That must be Jeff. Please, comtinue. We'll make sure everything is OK before letting him see you." and they head off. Anne asks directly "SlaveJimmy, if you would like to pause for a few mimutes, we can. If you want to pause until you kmow for certain Jeff is OK with this, please cover with a towel and we'll figure it out. Or, if you trust Chrosty and Eve... please continue.

wanker-Jim | Jun 4, 2025
Hearing Anne’s offer comes as a big relief to me, my sister comes to my rescue again . This is very stressful. I get a towel and wrap it around my waist, at least I don’t have to greet Jeff mostly naked. “Yes, I could use a glass od water, too,” I say. As I go to the kitchen, I signal to Anne, hoping that she will follow me so we can quickly talk. … Also since I rarely fantasize about Amy, this gives me a little time to come up with a fantasy about her.

nervousken | Jun 4, 2025
Anne comes in and hugs you. "You are doing great. This is serioisly hot!" She playfully pulls the tpwel away, leaving you naked. "Don't worry about Jeff. Eve and Christy will have everythibg under control." Anne looks a little mischevious.. so, you gave Tara a rimjob last night? How was that? She has an amazing ass, doesn't she?"

wanker-Jim | Jun 4, 2025
I blush and smile a little, “Yes, Tara does have an amazing ass. AND Anne, last night I told Tara, umm that I’m a virgin and I want YOU to be the first girl that I give an orgasm, can we make that happen? Please? … ALSO Anne… you forgot to take my chastity cage off this morning. You promised that you’d take it off right after our parents left. … Oh, and one more thing. What does Amy like? Blowjobs, or what? I haven’t fantasized about her much.” I take a long drink of water while I wait for Anne to reply

nervousken | Jun 4, 2025
"Hey! I didn't forget to take it off. I just thought this would be more fun with itnon!" Anne holds up the key "Besides, I promised to take it off when uou asked and you haven't asked." She lets the key drop back down on the necklace she is wearing it on. "Jim, seriously, though. Inwill take it off if you ask. But can you not ask until after lunch? Please? Trust me, you want to wait..." Anne bites her lower lip. "OK, until after lunch, that's about five hours. Inwill give you another hour of me being your slave. And Tara will, too. I think the other four will do the same, but for every ladybthat doesn't, I will give youbtwo more hours. Will you please not ask me to take itnoff until after lunch?" You pause "And you can choose how to lose your virginity tonight"

wanker-Jim | Jun 4, 2025
I look at Anne, and I am stunned by her offer. Then I smile at my sister, “Anne, I wan’t trying to get more out of you, besides, all those girls know that I let my sister lock my cock in a chastity cage, already. So, I’ll keep the cage on until after lunch jf … IF you promise to try to make sure that YOU are the first woman that Igive an orgasm to . I guess I can stand to keep it on for a while longer. Besides, umm some of the other women seem to like the cage too.” I blush, and smile at my sister again, “Do we have a deal?”

nervousken | Jun 5, 2025
Eve comes in. "Jeff is cool to play. Jim, are you OK? I will ask him to leave if you aren't..." She takes your hand and squeezes it. Anne nods "It's up to you, Jim"

wanker-Jim | Jun 5, 2025
I swallow hard as fear ushes through me. I know the women think that Jeff being here is a good iea. They have been right about Today so far…and I assume that Eve squeezing my hand is a sign of encouuragement. My heart is racing as I look into ve’s eyes, then into my sister’s eyes. “Okay” Isay with a dry mouth, even after I just drank some water. “I’m okay Anne and ve. Can I keep the towel on until we get out there.” Can I gently sqeeze ve’s hand for support before starting back to the living room.

nervousken | Jun 5, 2025
You get out to the living room and Jeff is sitting on the couch with Christy. He smiles and says hello. Christy speaks up "I got Jeff up to speed on what we are doing and he's promised to follow all of our rules." Jeff nods and smiles "Thank you for letting me stay, Jimmy" Amy takes your hand and leads you to the chair and sits down, and motions fornyou to remove the towel and then kneel. "Where were we, SlaveJimmy?"

wanker-Jim | Jun 5, 2025
Nearly shaking, I think about running out, but then I look around at everybody and I convince myself that I trust them. Slowly I reach to my towel, and I let it dropto the floor. Without taking my eyes off Amy, I kneel in front ofher, blushing so hard it felt like it burnt."I... I am going to tell you my fantasy about you, Amy. " Still lookingonly ay Amy,I begin. "I have fantasized about going to the lake to go swimming. You look hot in your bikini, but we soon begin skinny dipping. Thid leads to us plkissing and playing with each other's bodies. Soon, a few other people ahow up and we decide to leave. While we'restill in the water we put our awimsui back on. Then Then we walk to the lake shore holding ha Afterwegetout of the lake, you pull down my pants andgive me a blow job evem though other peoplemight see us."... Still blushing hard, I pause before contueing, "Okay, today, I hope that you don't hit or squeeze my balls too hard today. And I hope thatifyou go swimming today, that you will goskinny dipping naked." Too afrais to look at jaff, or anybody, I keep my eyes on Amy as Iwait for her response.

nervousken | Jun 5, 2025
Amy leans forward with a smile "You know, I have never been skinny dipping or given a blowjob" she whispers quietly into your ear. You look up at her in shock at her admission. "I'm not opposed to trying..."

wanker-Jim | Jun 5, 2025
Amy’s confessiom was totally unexpected and actually came as a great relief to me. Smiling, I lean forwardher and I place my arm across her back. Whispering, I tell Amy, “They a

nervousken | Jun 5, 2025
With Amy feeling a little better, it's Beth's turn. The red head has very unusual blue eyes and a very shapely body. More curvaceous than Anne and Tara, but not as much as Eve. You had actually gone out withbher a few times last year and made out some and had gotten her topless once. She undressed to a very provocative black bikini and sat across from you. The reached over and cupped your balls. It wasn't a sensual grab, more outnof curiosity, as sge wanted to know what they felt like. She gently rolled them in your hand and a feeling of warmth spread across your body. "This will be a great weekend" she says, smiling and anxious to get started. "You look really good, SlaveJimmy. I likenyou naked." She releases your balls and leans back. "OK, SlaveJimmy. Tell me how you masturbate to me. And then what you hope I do and don't do this weekend. Ibhave a lot of ideas and hopefully they align"

wanker-Jim | Jun 5, 2025
Feeling Beth touch on my ballsmake me squirm, and I even whimper a little. I wanted sex with Beth so badly, but she wanted to take our relationshipslow. I kneeldown in front ofBeth. I am tenseatfirst, but seeing her so intimately again draws my feelings for her out again. “Beth, I’ve tried toavoidthinkingabout you when I umm when I masturbate, but sometimes, I can’t help myself. I know that you like camping, so I’ve fantasized about going to a remote cabin with you. We rubnaround naked, even outdoors.


I can’t keep myself from squirming a little the entire time Beth is touching my balls. I knffldown andlook up at her. As I look up into her eyes, feelings come rushing back intomy mind. “Beth, I’ve tried to keep from thinkingofyouwhenI umm when I masturbate, but sometimes I can’t help myself. Hen U masturbate over you, I often times think about the weekend trip that we talked about, but never went on. I imagine us getting naked as soon as we get in our hotel room. We remain naked all weekend. We are naked, rolling around in bed together, kissing and hugging and fondlingeach other. As we roll around you get on your hands and knees,and I fuck you doggy-style.As we lay in bed, exhausted fron the sex, you reach down and get my cum on your finger, and you suck the cum off, in front of me.” I look up at Beth, andgive her asmile, still wanting her. BEFORE I CONTINUE, u HAVE AN URGE TO CONFESS, “Umm Beth, umm when we were dating, umm, I umm borrowed a couple of your panties, too.” I blush, but I keekeep eye contact, looking up at Beth. … “Okay, what I hope that you don’t do? U hope that you don’t try to get too much revenge on me for our us breaking up? … And what I hope you do? Umm It felt good when you rubbed my balls, so I hope you like playing with them this weekend, too.” I laugh and then give a BIG smile at ve.

nervousken | Jun 5, 2025
Beth smiles "Oh, yes, I will be handling your balls a lot this weekend. As for revenge... please don't worry about that. This weekend will be fun and revenge is not fun at all." She stands up and Tara takes her place. Tara has already undressed to a pink string bikini. "I know the last time you came for me, but I think everyone else would like to hear..."

wanker-Jim | Jun 5, 2025
Tara’s instructions frighten me a lot. I had planned on telling about the last ime I masturbated for her, notlast night. Someof the lsdies may have heard, but Tara has ME telling themall. I look into Tara’s eyes to steady myself. “okay, umm well, earlier last night,Anne put a chastity cage on me,so I wouldn’t masturbate. Later in the night, Tara came in my room, and she got in bed with me.” I pause to collect my thoughts. ? Tara umm let my touch her pussy, by guiding my hand down her panties. It, it felt so amazing. Tara offered to be the first womanthat U made cu, but umm I told her that I umm wanted ANNE to be the first woman for me to make cum.Umm Tara let my caress her body and her tits, while I told her what I think about whenI masturbate to her. It was a very hot fantasy about kissing her body, eating her beautiful wonderful pussy, and suckling her sexy little tits. Umm at the end, U describes hot I wanted to fuck her. Umm My chastity cage and Tara’s beauTifuk ass werepressed together the entire time. When my story was about over, I was squirming so hard, and when Tara wiggled her ass, I shot cum all over her wonder butt … even though I was in my chastity cage. Umm After I made my mess, Tara had we lick it all clean. Umm I licked my cum off her butt cheeks first, and … and then I licked my cum from between her butt cheeks. … When I text Anne about it, my sister said I just performed my first rimjob.” I blush and squirm as I tell all the ladies, and Jeff about last night. “Umm is that good enough, Tara? I am so embarrassed that I nearly have tears in my eyes. … But I am extremely turned on, too.

nervousken | Jun 5, 2025
Tara smiles. "That was perfect. Youbleft out how much I loved thatbrimjob and how amazing you are as a slave" Tara pulled her top to show her breasts to you for a few seconds. "Now, what do you hope Inwill do and what are youbafraid of me dping tjis weekend?" before covering her tits back up

wanker-Jim | Jun 5, 2025
Seeing Tara’s breasts drive me crazy, and help me immediately get over my embarrassment of having to tell everyone about last night. “Hmm what I hope you won’t do . I hope you don’t umm use restraints or other kind of bondage on me too long? … And of course U DO hope that you let me see, and fondle, and suck your sexy tits a lot this weekend, Tara.

nervousken | Jun 5, 2025
Tara stands up and presses her breasts into your face "Like this?" After a few seconds, Tara pulls back. "OK, this will be really hard and you can say no. But... I hope you'll do it. For us." She beckons and Jeff pullsbhis shirt off and sits in the chair. Everyone is silent and hanging on your next words. "Anne smiles at you and nods. "If this is too much, you can say no" Tara getsboutnof the way so you can kneel in front of Jeff. If you say yes

wanker-Jim | Jun 5, 2025
stand there confused. I look aT Jeff, then at Tara, and then at my sister. I let out a nervous little laugh, and then I tell Anne, “What? No, I’ve never fantasized about JEFF, or any other guy, no.” I start walking toward the kitchen shaking my head no, in disbelief.

nervousken | Jun 6, 2025
Jeff hops up and Anne catches your arm "Don't run away, just say 'No'" she whispers to you. Anne strips to her bikini - itnis your favorite one. The bright red, sleek suit that just sets her hips off so well. She smiles and sits in the chair. "It's my turn, SlaveJimmy"

wanker-Jim | Jun 6, 2025
I look at my sister, andit feels soembarrassjng saying how much I she turned me on. But how hot she looks now, anybody can understand why. I kneel down in front of mt sister, and admire her for a second. I start off saying,
“I’m sorry for how I just acted, Anne. I was shocked and I didn’t react well. … Okay, a couple of nights ago, I fantasized about you, Anne. I umm actually fantasized about our parents going out of town, and you caught me spying on you when you when you were drying off from taking a shower. I TRIED TO RUN AWAY, BUT YOU CALLED ME BACK. You let me caress your tits, and then you let me suck them. After a short while, you pushed my head down, and I ended up on my knees. You had me lick your pussy until you cum. Then you took me into your bedroom, and played around. We thenfound ourselvesin the 69 position with you on top, so you were sucking my cock, and I was licking your pussy again.” …I am blushing so hard, and obviously squirming before my sister. Mymouth isdry as I try to continue. I umm I hope thatyou and the other ladies don’t think that I need too much. I hope that you have fun, and that you are proud of me this weekend, Anne. “

nervousken | Jun 6, 2025
Anne leans back, calm and relaxed. "You said you have never given a woman an orgasm... and you want me to receive the very first orgasm you give. Tell me how you want to make me cum"

wanker-Jim | Jun 6, 2025
The embarrassment rushing through, my whole body burns. I knowI am blushing so hard. NEVER have I even imagined that I would be kneeling at my sister’s feet, telling her … and all the most popular and sexiest women I know … how I want to give my SISTER an orgasm. It aked me a moment to recover before I try to explain. “I … Idon’t know, Anne. I’ve imagined a few different ways. I think umm my favorite way would be licking your pussy, umm I think that would be my favorite way for you and for me. Umm, I might need some instruction from you through, I have never done this before. “ … I feel so humiliated right now … my stomach hurts, my mind is melting, I want to run away … yet I remain kneel, at my sister’s feet, squirming in my chastity cage, more turned on that I have ever been in my life … waiting for my adorable little suster to reply.

nervousken | Jun 6, 2025
Sensing the humiliation is crushing you, Anne reaches down and gently cups your chin, lifting your face to look into your eyes. She is about to say something when she pauses and looks around at everyone watching. She abruptly stands up and hold her hand fornyou and helps you up. She sots you in the chair she was just in. Then, to everyone else, she says "SlaveJimmy has done an amazing job and confessed some deeply personal and humiliating things. He deserves a reward. Each of us will kneel in front of him and make a cinfession to him or admit something emvarassing or comment on his admissions to us. He can then ask one question and we can answer it ornlose our bikini top." With that... Anne lowers herself to her knees. Not a few wlfeet away like youbwere, but right between your knees as if she were going to blow you. She puts her hands on yourbthighs and looksnup at you. Then, after another pause... she leans forward and uses the keybon her necklace to unlock and remive your cage. Now, kneeling in her bikini between your legs, she smiles and takes your cock in herbhand... then leans forward to lick the tip once. Eve speaks up "SlaveJimmy, do NOT cum" she commands. Anne giggles and looks up. "My confession, SlaveJimmy, I want you to go down on me and make me cum. Last night, when I masturbated to so manyborgasms, I was thinking about your mouth on my pussy. I was thinking about this cock inside me" she pauses and looks up. "Younmay ask one question"

wanker-Jim | Jun 6, 2025
By JUST TOUCHING my cock Anne has my erection hard and aching, the gentle feel of her tongue has it throbbing, and Eve has ordered me NOT to cum! Howam I suppose to think … or think of any questions for my sister right now? U whimoer, holding back an enomous orgasm, then I ask my sister, “Will you please tell me when, and describe how you lost your virginity, Anne?”

nervousken | Jun 6, 2025
Anne smiles and is about to say something... then she gets a very mischecious smile on her face. She takes the head of your cock into her mouth and sucks gently while teasing the tip with your tongue. You moan loudly and Anne reqchea behind her back to unhook her bikini top. She stands up, topless and smiles. "I'd rather not answer that... so, I lose my top." You groan and everyone cheers at the beautiful topless woman. Anne bows for her fans and then beckons for Amy to take her place. Amy kneels between your legs and nervously holds your cock. "I guess my confession now is that I really hoped my first blowjob would be special, but I am so turned on and this is so tempting that I am having a really hard time not asking you if I can blow you this weekend. Looking down at her, especially after Anne's absolutely devilish tease, it's almost impossible for you to not reach down and pull her to your cock. But, you are a good man and don't want her to do anything ahe may regret later. She looks up nervously. "What wpuld you like to ask me?"

wanker-Jim | Jun 6, 2025
I look at this sweet young woman between my legs, as she holds my desperate erection. I hold my hands behind my back, to resist any temptations. I moan lightly again, as I try to speak. After a deep breath I ask her, “Okay Amy, unn Will you please tell me about YOUR kinkist fantasy?”

nervousken | Jun 6, 2025
Amy turns red and looks around at everyone. "You know, I am just not kinky, I guess. I mean, all of this is a lot kinkier than I could ever think of. Look at me! I am here holding a man's hard cock in front of all of my friends!" Amy starts to stand up and then stops and looks at you, then Chrissy, then Eve and back to you for approval. Not wanting to make her more uncomfortable, you nod and she let's go of your cock and atands up. Christy takes her place and hungrily sucks both of your balls into her mouth, massaging them withbher tongue as she gently teases your cock with the gentlest pressure. From your vantage point, looking down at the kneeling Goddess, she is still an impressive and intimidating woman. She smiles up at you. She thinks for a moment. "I think there js something that nobody knows about me. I'm not some dominant, ball busting bitch. I want to be gentle and soft and kind. But nobody sees that in me. Everyone sees me as a hard dominatrix." She pauses, examining your cock. "Don't get me wrong..." She slowly tightens her grip and it passes from pleasant to tight to painful to wonderful to almost painful and she stops there, holding firm at that perfect pressure that any toghter would be painful and any looser would be miserable... "Don't get me wrong. I do love making men squirm, but that's secondary to giving pleasure." As if to drive the point home, she tickles the head of your throbbing cock with her tongue, and then gently slides her teeth across the stretched and sensitive akin. "OK, dl you have anything to ask me?"

wanker-Jim | Jun 6, 2025
Holy fuck, this woman is amazing, U think, as I lean my head back and moan loudly, in an effort to not cum. “Fuck, Christy, That … I stop speaking in mid “ sentence. I take a moment to regroup myself, before asking her, “Okay, Christy, will you please tell me about the best sex you have ever had? You don’t need to give any names, but I’d like to hear the details.”

-

nervousken | Jun 6, 2025
Christy laughs. "That's all you want to kmow?" Christy lets go og your cock and presser her lips to the tip and kisses it. "About six months ago, I got stuck on a bus back with some guy. He was totally not my type. We started talking and, somehow, I wound up so attracted to him that when we got back to school and I was about to drive home in my car, I offered to give him a ride home and we had the most incredible sex in my car. We haven't told anyone that we are playing and fucking and dating this whole time." Christysmilesup at you. "Does that answer your queation?"

wanker-Jim | Jun 6, 2025
“Well, I guess so, I was just wondering what women like … you know … what they consider their best night of sex.”

nervousken | Jun 6, 2025
Christy smiles and stands up to kiss you. "God, that is so wonderful to hear. Most guys just want to get off... you... you really want to give pleasure don't you?"

wanker-Jim | Jun 6, 2025
“Yes, I hope to. Umm I’m kind of at a disadvantage to some guys, though.” P blush.

nervousken | Jun 6, 2025
Christy leans down and hugs you tight. "The number one thing to giving a woman pleasure is your desire to give it. Big dicks help, but the best dick I've ever had was one of the smaller ones." She sniles and strokes yours gently. "Smaller than yours" With this, she atands up straight. "Do you like my tits, SlaveJimmy?"

wanker-Jim | Jun 6, 2025
“Hell yes I like them, Christy “ I say with a smile.

nervousken | Jun 7, 2025
"Promise to keep being a good slave and I'll keep them out all weekend" With that, Christy slips her bikini top off and stands barechested for you. Jeff seems to be enjoying this a lot. Beth comes up and takes Chrosti's place "I don't know how I can follow THOSE" she says, laughing as she reaches over and gives Christi's tits a squeeze "Jesus, those things are firm" she says in disbelief. Looking back to you, Beth smiles and kneels. She doesn't hold your cock withbher hands or kiss it like the others did. She just looks at it for several seconds and sighs. "OK, I am not sure this is the right time, but you deserve the truth from me. The reason we stopped dating wasn't because you did anything wrong or I did't like you or I didn't want to keep fooling around. Hinestly, it was your obsession with Anne. I seriously thought you two were fooling around. I didn't want to be the third wheel." Beth keeps staring at your cock and then looksnup at you netvously, almost as if she were nearing tears. "So, I know you weten't fooling around withbher and I know I should have said something. I know, yiu are probably mad at me for just stopping our dating without explaining." She tries to smile "I think that you would have gotten to do a lot more than play with my tits...." She chuckles "But seeing what else you have available to you, I see how mybtits are dull" she laughs. Everyone chuckles and Christi shakes her tits for comic effect. "SlaveJim, what woukd you like to ask me?"

wanker-Jim | Jun 7, 2025
I take a breath and exhale slowly, then looking into her eyes, I reply, “Okay Beth, I’m gladthat you explained it. I never knew … you know … what happened between us. I was afraid that you were a size queen, ND THAT YOU HEARD I HAD A SMALL DICK.” I CHUCKLE A LITTLE. “I’M GLAD YOU’RE HERE, AND I HOPE YOU HAVE FUN THIS WEEKEND. … Well,thesequestions areso hard to think up. Okay, J’ll try this one again, Will you please tell me what your kinkiest fantasy is?”

nervousken | Jun 7, 2025
Beth turns red. "I want to sleep with Anne" she confesses

wanker-Jim | Jun 7, 2025
My eyes widen in complete surprise. I look at my sister, and then back at Beth. “WOW, I didn’t expect that! … úmm thank you Beth, for being so honest.” … Damn, I didn’t know what to say. I guess my sister is hot to men and women~ AAfter the shock, I look and smile at my sister.

nervousken | Jun 7, 2025
Beth gets up and Eve takes her place. Before she kneels down, she kisses you and whispers in your ear "I am OK taking my top off if you ask a hard enough quewtion" She kneels between your knees and slowly strokea your cock. "I would say that I really like your fantasy about me" She smiles up at you... "What is your question for me?"

wanker-Jim | Jun 7, 2025
Within a few seconds of stroking my erection, Eve has me on the edge of cumming again. I whimper as I look down at her beautiful face … and cleavage. I choke back a moan, and I ask her, “Okay Eve … umm… Will you please tell me about the kinkiest thing you have done … or night that You have had?” … then I let out a little moan.

nervousken | Jun 7, 2025
"I would have to say it was the time Christi dared me to go without panties while cheering at a football game." She smiles "Is that what you had in mind?"

wanker-Jim | Jun 7, 2025
“ I moan as my cock twitches in her hands, “Oh fuck, Eve, that’s pretty hot. I was probably at that game. I wish I had known you didn’t have panties on, I would have watched you all night instead of the game Next time you do something like that, let me know ahead of time.” I look down at Eve;’s breasts again thrn Iwhimper as I chuckle at my own stupid joke..
“ I moan as my cock twitches in her hands, “Oh fuck, Eve, that’s pretty hot. I was probably at that game. I wish I had known you didn’t have panties on, I would have watched you all night instead of the game Next time you do something like that, let me know ahead of time.” I look down at Eve;’s breasts again thrn Iwhimper as I chuckle at my own stupid joke..

nervousken | Jun 7, 2025
Tara is about to take Eve's place when Jeff stops her. "Jim, I have a confession to make. May I....?" he gestures to the floor Eve was just kneeling on. "I won't touch you likebthe ladies were..." he says nervously. Christi looks at hin "Jeff, are you sure? You don't have to tell anyone" Jeff nods and says "I have to be honest... like everyone one elsebhere is being" Christi hugs him and then Anne chimes in "I am not sure what's going on... but SlaveJimmy, I would likenyou to let him makebhis confession. If youbdon't want hin holding yourncock, you can say so, but Ibthink I speak for all of us ladies when Ibsaybitnwould be super hot if younlet him....."

wanker-Jim | Jun 7, 2025
WhenEve releases my cock Iand steps away,I am nearly trembling from my cock and balls aching so badly to cum. Now Jeff doing this has me totally confused. I look at my sister,then at the other ladies, I notice Amy watching wide-eyed. Tara waits behind Jeff,and she has a big smile and she mouths “Do it, do it,” to me. Now overwhelmed and wanting to please my sister and the other women I stammer,”I … I guess it’s okay.”

nervousken | Jun 7, 2025
Jeff kneels down "Do you remember the guy Christi talked aboit? 'Not her type' and 'the best she's had' and 'smaller than you' and 'secret'? That guy is me. Christi has wanted me to tell you the whole time, bit I have been ashamed to and I wasn't sure how you'd take it." Jeff stops and takes a deep breath. "You see, I opened up to Christi and told her things I've never told anyone and she and I are exploring this. Remember how she used to sxare us because of how intimidating she is? How she coukd humiliate the jock football players that hit on her? She is actually a warm, caring and loving woman." He looks down at the ground. "My secrets that I shared withbher.... You are brave and you take life by the horns. While you are here, comfortable in your own skin, proudly showing your naked body to all these beautiful women. Whilebyou have no shame in sharing your intimate thoights. While you are so secure in yoirself you let people see you in chastity. You admit to your inexperience and virginity. You are a proud and strong man. I am not. I keep my fantasoes hidden in shame." He stamds up and lowers his swim suit. His cock and balls are shaved smooth and he is locked in a chastoty cage. "I am Christi's sex slave. I have been for months." Everyone but Christi is shovked at this. "And there is more. I am bisexual. I have been begging Christi to bring another giy for me to please. And this is a huge fantasy forbher, too. She wants so muchnto watch. But she has insisted that I wait for something and someone special. And she is right." At this point, Christi gets up and comes over to Jeff. She helps him up and hugs him. She soothes him as he sobs from humiliation and shame. You see the tenderness in Chrosti for the first tine.

wanker-Jim | Jun 7, 2025
I am surprised about Christi andJeff, and I am happy for them too. I am Proud of Jeff ffor being so brave, too. After the emotions calm down some, I join t h em m kpnd of a group hug, though I keep my hips back, keeping my erection out, away from touching them. I have learned a lot abpit Christi today and I really like her,and shesure seems good gor Jeff. This has been a very interesting and insightful weekend … so far.

nervousken | Jun 7, 2025
Jeff smiles. "There is one more thing." He sits you back down and lowers his trunks. He, too, is in chastity. "Christi has the key and the only time I am.unlocked is when we have sex or she is giving me a blow job... I haven't masturbated in months, I don't look at porn anymore...." Jeff kneels between your legs "I'm not going to lie... I really want to stroke your cock, Jim... but I won't unless you want me to... or one of the ladies tells me to." He looks around hopefully and everyone geta a chuckle from his obvious request. "Do you have anything you want to ask?"

wanker-Jim | Jun 7, 2025
I sit there frozen for a moment,I don’t know what to say. Should I be offended that he thinks of me in gay ways … or flattered because he fantasizes about ME?? I ook up at Christi for a second, then back at Jeff.Trying to be sensitiveof him being sovonerable, I tell him, “”Umm I’m sorry, but no, Jeff. I don’t want you to stroke my cock. No offense but umm I ham m really attracted to women. “ Still comfused bt his offer I ask, :Why umm With all the huys out there, why would you fantasize about ME?”

nervousken | Jun 7, 2025
"It's not that I think you are gay or want to be with me. It's just like famtasizing about a beautiful woman who doesn't want to sleep with you. i hope you aren't offended." Jeff smiled. "I'm not attracted to men... but Injust want to experience cock. And you are a good guy to start with. We know each other well, I trust you... and we are both slaves for the weekend."

wanker-Jim | Jun 7, 2025
Jeff’s explanation seems sincere enough …and we are both slaves this weekend. Shit, I still don’ t know what ro do. Searching for help, or a signal. I look at my sister … then to Eve … then I look at Christy and our eyes meet for a couple seconds. When Christi breaks eye contact and she looks down, a I feel a wave of disappointment from her. … I take a deep breath, then I say, “Okay, you can stroke my cock, but you HAVE to stop when I say stop.”

nervousken | Jun 7, 2025
Jeff looks up in surprise and then looks at Christi. She pulls a chair over and sits next to him and all of the ladies gather around closely. Anne whispers in your ear "Thank you. All of us have some kind of fantasy involvomg two guys..." Jeff, suddenly self conscious, slowly reaches for your cock and gently wraps his hand around the shaft. Seeing you react with pleasure, he relaxes and begins to slowly, gently stroke. Christi whispers something to Eve who returns quickly with some lotion and Jeff takes a moment to lotion his hand. Your head leans back and you groan in pleasure at the magical feeling of another person's hands stroking your cock... and massaging your balls. Eve leans down and kisses you, only making the experience more confusing and erotic for you. "Are you enjpying this?" Tara asks, her eyes are glued to Jeff's hands on your cock and her face is flushed.

wanker-Jim | Jun 7, 2025
I can’t help but moan a little when I answer her ,”Ohhh Yes. It feels good, Tara. But we need to stop soon.” Even though he has proven to be a good cock stroker, Eve said that I must not cum, earlier. I do NOT want a goy to makeme cum, anyway.

nervousken | Jun 7, 2025
Anne teases. "Yeah, your next orgasm belongs to me" Jeff lets go, but not before leaning forward to kiss the tip gently. He stands up and Tara takes his place. She leans in and licks your cock and balls. Looking up at youz she holds your cock. "That might have been the hottest thingnI have seen in my life" she laughs as the ladies all agree. She takes a deep breath. "OK, my confession is probably that I was really grossed oit by you perving on your sister. But after talking with Anne and everyone, I've come around. I get it, Anne is super sexy, she lives down the hall, she teases you mercilessly. How coild you NOT have the hots for her?" She strokes you a few times "Does that make sense?"

wanker-Jim | Jun 7, 2025
I whimper as Tara keeps me right on the edge of a fierce orasm. “Yes, I mean… I mean , she’s, she’s irrestible sometimes. And, and YOU hanging around withm just makes it even hotter. … I… Anne teased meon purpose?” I look at my sister and smile. … then I moan loudly, “Oh fucgagE cum now?”

nervousken | Jun 7, 2025
Tara stops stroking and Anne smiles "You can cum after I do later.... Do youbhave a question for Tara?"

wanker-Jim | Jun 7, 2025
I look at my sister then I look at her hot little tits. I moan a little in frustration, and I almost start to argue with he r, but then I stop myself, “But Anne … Yes, Anne, I’ll wait.” I feel a little defeated, nut turning my attention to Tara cheers me up. “Okay Tara, I told you, and everyone her my fantasy about you. Willyou please tell me your favorite fantasy about me, or what you want to do to me?”

nervousken | Jun 7, 2025
"I really don't want to share my deepest fantasy with you right now because I am afraid you will freak out and feel bad. But... for right now, my greatest hope for this weekend is that you learn to be comfortable making all of us orgasm." Tara slips her bikini top off and smiles "Hey, I didn't answer your question!" Anne stands up and takes control. "OK, we need a change of scenery here. SlaveJimmy, lock your cock back up in the cage and then join Jeff in the kitchen. Make some iced tea, lemonade, whatever, and bring it out to the pool. We have some fun games to play and lighten the mood, this confession part seemed to get super heavy." You look around and realize that the two women you are most attracted to in the world are wearing nothing but bikini bottoms! And Christi, the SexGoddess with her amazing tits is, too! And there are three other beautiful women also playing these games in bikinis. You smile at Jeff, not feeling any of the strangeness you thought you'd feel. In the kitchen, he is filling glasses with ice, completely naked except for his chastity cage. "This is crazy, huh? I wonder if we can have sex with all of the women" he says as you walk in.

wanker-Jim | Jun 7, 2025
“Yeah, they are all VERY sexy and wild.” I say as I smile at Jeff. Hey. congratulation on getting together with Christi, I’’m really getting to like her. Don’t worry, I won’t try to stral your girlfriend from you.” Ilaugh. “Damn ,. m so horny that all the ladies look aexier than they ever have, if that’s possible.” I laugh again. “Anne says I won’t be allowed to cum until later, though.” … don’t try to talk about what Jeff and I did, but Ihope it doesn’t effect friendxhip.Then as I pick up a tray of drinks, I ask Jeff, “SinceCgristi kept your relationship quiet, I guess you didn’t go through a slave party?”

nervousken | Jun 7, 2025
"Not really.... it's hard to explain. Somehow, we wpund up talking about it and she mentioned how everyone misunderatood her.... I admitted that my impression of her was...you know. The whole slave thing came up organically and we were both super nervous about it. Ot was actually Eve that helped us set upnour arrqngement. We had two 'slave weekends ' witj five days' of just a few hours contact per day. Rhen we had five days of no contact at all while Eve asked us all kinds of questions. The following Friday is when we sat down, talked and began what we are doing now. Crazy, huh? ME... with Christi! Who would have imagined that? And, yeah, I've also been with Eve. It's scary as hell. Bit also really rewarding. Not just thw sex either! The emotional connection. Chrosti has made me orgasm without cumming just from talking and making out. That is probably the greateatbthing ever!" He stops. "So, enough about me! So you and Tara! That is perfect!"

wanker-Jim | Jun 8, 2025
Well Anne, umm I’m actually my sister’s slave, but Tara helps her. Those two are together so much, I’m basically a slave to both ofthem. Anne [ut me in the chastity cage and took charge of me, and Tara has too since then. Anne keeps the key to my cock cage, so she really has the power. My sister even had the key to my chastity cage on her necklace, when we had breakfast with our parents.” U laugh. I am only suppose to be my sister’s slave for this weekend,though.”

wanker-Jim | Jun 8, 2025
… I add, “Does Christi make you wear her panties and bra and stuff?”

nervousken | Jun 8, 2025
"Oh, I'm sorry. I assumed you were Tara's slave. Christi told me Tara has had a crush on you for a while." Jeff pauses and then continues "Actually, Tara, Beth and Eve have all had crushes on you." Then he chuxkles "Women's underwear. Tell the truth. Wearing Anne or Tara's panties really makes you feel sexy as hell, right? I kmow I am supposed to be embarassed, but I love wearing Christi's panties. They are so soft and they hold my balls so well, but also so soft." He finishes filling the pitcher with iced tea "I don't like wearing bras. They are uncomfortable but she uses it as a punishment"

wanker-Jim | Jun 8, 2025
it’s for punishment? LAnne knows that I have been using her panties and bras and masturbating in them Last night, she even told me what color and bra that I had in my room. She had me wear them jnder my clothes at ginner, with our parents there. Tara AND Eve have a crush on me?” I smile and almost start squirming. “And Bethbroke up with me, and she said she wanted to sleep with Anne, today. Why umm why do somany people have crushes and fantasize about ME?” I laugh. “Umm I guess I should be flattered. … Fuck,ve has had me so turned in for her today. They all seem to like that I’m in a chastity cage as Anne’s slave. … Hey Jeff,do you know anything about Amy? I don’t remember seeing her with Anne before.” I helpJeff get everything ready to take out to the pool. :Fuck, Im nervous now, since those girls like me. Well Ihavenothing tohide fromthem,today.” I laugh.”

nervousken | Jun 8, 2025
"Amy? Jeez, all I know about her is she just follows Christi and Eve around. Christi asked if I wanted Amy to come play, but honestly Christi and Eve are way too much already." He starts getting ready to go out to yhe pool. "You are Anne's only forbthe weekend? Whatbhappens after?"

wanker-Jim | Jun 8, 2025
“What happensafter this weekend?Umm we’re done playing, I guess. We didn’t really talk about it, but our parents will be back Monday afternoon. Anne umm caught me in a compromising situation,and she saidI was her slave this weekend, or she would show people the video. … Tara did say that they’ve been planning this for weeks, though?? What do you think is going to happen SundayNight?”

nervousken | Jun 8, 2025
"Dude, I have no idea what they're planning. My advice? If you trust them, just relax and go with it. If you don't trust them, end the game here and now." And withbthat Jeff walks out naked and caged into the backyard. You watch, almost in awe of his comfort and confidence before following

wanker-Jim | Jun 8, 2025
I get up my courage and walk into the back yard. As I look at thuer tits, I notice both Anne and Tara lookingto make sure I have my cockcage on. After each woman has rgier drinks, I take a drinkfor myself and I sit down. I admire these sexy youngladies, beautifulyoung women, as I unwind from the stress from this morning. … My ballsstill achedeom being si aroused for solong, without being allowed to cum. … Isee Anne get up, and my eyes are locked on her beautiful little tits, as I see her walkingover to me.

nervousken | Jun 8, 2025
Anne sits on the lounge next to you, placing her hand on your thigh. "Hey, Jim, I just wanted to check in and see how you are doing. That was a lot of information this morning and it's a lot to process." She waited a bit and then continued "Is there anything you need to talk about?" Her use of 'JIM' isn't lost on you... you take it as a sign that this conversation isn't Mistress and slave.

wanker-Jim | Jun 8, 2025
“Yah, ir was a ljffle rough at times, but now that we/re through it, it/s good. I tell her and then smile. ?I really appreciate … and adure you for stabding up for me when things got the roughest, and I really appreciate that, Anne … And there have been some really fun and exciting times too. .” I break eye contact and look down at my chastity cage. :ooling vack up I look at my sister’s tits, and then up to her eyes. ?J/ve never been so horny … or been kept so horny in my life, Anne.” I chuckle and blush a little, “OR been so embarrassed. …Umm Anne umm you wereplanning tokeepme locked in this cagelonger than this morning or until after lunch, aren’t you? Tara saud that you two have been planning this for weeks.? Before Anneanswers, I add, “All the ladies a[ready know that you have my cock locked up, but howlong are You planning on keeping me locked?” I squirm a little.”I … I know that I am your slave … and all your fRiends slave all weekend, but I don’t know if I can stand it THAT lomg.” Again I xhuckle and blush, “YOU and all of your friends are so fuckingHOT. “

nervousken | Jun 8, 2025
"Jim, here are my plans for the evening. I had planned on keeping it a surprise, but I can see you are really stressed out by the cage. Tonight, you and I will sleep in the same bed, just the two of us. Nobody else joining or watching or anything. Just us. And we will both lose our viginities tonight. Together." You are stunned. "Honestly, I was going to have you lose your virginity with Tara, but after how incredible you were with that confession game, I have to have you." She moves her hand and caresses your caged cock. "Now, I fully intend on you making me cum this afternoon. And you will use your mouth. And I will let everyone who wants experience the same... but I will be the first pussy youbtaste, the first orgasm you taste, the first pussy yiu slide into, the first pussy you fill with cum.... and, if you are a good boy, the first ass your cock slides into." As for how long you wear the cage... Can we talk about the cage's future Sunday evening? I don't have any plans for any of this past when we change from SlaveJimmy to SlaveAnne"

wanker-Jim | Jun 9, 2025
I am shocked and am,ost breathless after hearing this from my sister, “Holy shit, Anne … are you serious? I mean, That sounds perfect, I mean really, really perfect. Damn, Anne,, I have dreame …, and masturbated … about having sex with you for so long, And YOU are still a virgin, too? Wow. “ I am squirming hard as I stare at my sister … I can’t take my eyes off my sister. “And umm, the other ladies? Do they know? I mean, I thought they were going to spend the night tonight and be here all weekend. … Holy shit, Anne, I can’t wait for tonight now. Oh fuck, I love you do much, Anne.” I am almost bursting from anticipation as I sytare at my beautiful sister, imagining what tonight will be like.

nervousken | Jun 9, 2025
"I am dead serious. Look, I know we can't have a real sexual relationship, so I want to have my fun with you before we accept reality and you begin dating someone like Eve or Beth or Tara or Christi, though I think Christi and Jeff are a thing" she laughs at that "Seriously, those two? Nothing against Jeff, but I just don't get those two" She takes a breath. "Can I be honest? I know you reallyblike Tara but that's just because you see her more because she is my best friend. I really think you and Eve will be better together." With that, she atands up. "OK, we are going to play Chicken! We'll pair up into four teams, The first team to fall will have to reward the last team standing, then we'll change teams. Jeff, SlaveJim, you pick your partners and the remaining four ladies will pair themselves." You look at Jeff and gesture to him tompick first. He picks Christi, of course and then all eyes are on you to pick your partner"

wanker-Jim | Jun 9, 2025
Since she seems pretty athletic, and a lot of fun, “I”ll pick Eve.” I say.

nervousken | Jun 9, 2025
Anne and Amy agree that Beth will be with Amy and Tara with Anne. You, Jeff, Tara and Amy hop in the pool and yournpartners climb on your shoulders before spreading out. All of a sudden, you realize that you are living out a fantasy... to have topless women playing chicken in the pool! You are staring at Christi and Anne's bare breasts. Tara and Jeff see your distraction, but it's Amy that slips in and Beth quickly topples Eve. You both sit on the edge of the pool and watch the game. Beth is knocked off when she tries to handle Christi. Now, it's three topless women and a naked Jeff. Anne doesn't stand a chamce against Christi. "Eve, SlaveJimmy... your punishment is to.... kiss the feet of your betters" Christi says. Her and Jeff hop out of the pool and stand at the edge near the others. You and Eve swim to the edge and begin kissing their feet... forst you kiss Christi's and Eve Jeff's... but after a littlw bit, Anne tells you to switch and you are kissing your best friend's feet while that beautiful woman kisses Christi's. "OK, next round!" Anne pairs herself with you, Christi pairs herself with Beth. Eve pairs up with Jeff and Tara with Amy. With your topless sister on your shoukders, you are keenly aware of her barely covered pussy rubbing on your neck. You move to Jeff and Anne tries to kmock over Eve while Beth tries to knock Tara over. Tara goes down first, then Eve leaving you facing Christi... Anne facing Beth. You quickly realize that Chrisi is serious. She topples you, bringing Anne down with you. Beth and Christi smile at Tara and Amy. Christi and Beth talk quietly, then announce that the punishment is for Tara and Amy to sit at the edge of the pool, pull their suits asode and masturbate in full view for two minutes. Amy is beet red as she complies, but Tara takes it in stride. The next round has you and Christi winning and Anne and Eve losing. Christi smiles at you and whispers innyour ear "What do you wqnt their punishment to be?"

wanker-Jim | Jun 9, 2025
with this one. I wouldn’y mind ME rewarding them both … I finally decide “Okay, you BOTH take off your swimsuit, then swim a full lap skinny dipping.’ … Then I bevome very aware that this is the first naked pussy I have seen… and oneofthem is my sister’s pussy, and the other is my new crush’s pussy.

with this one. I wouldn’y mind ME rewarding them both … I finally decide “Okay, you BOTH take off your swimsuit, then swim a full lap skinny dipping.’ … Then I bevome very aware that this is the first naked pussy I have seen… and oneofthem is my sister’s pussy, and the other is my new crush’s pussy.

nervousken | Jun 9, 2025
Christi laughs "I like the naked people" she says, pointedly looking at Anne. For the next round, Jeff and Amy lose and Beth and Eve win. The punishment is that Eve and Beth get to spank Jeff and Amy. A few more rounds are played and the punishments for losing is usually fun and silly. Finally, Anne announces "OK. We have time for two more rounds. Next round, the losers will french kiss EVERYONE'S assholes" She smiles at Tara, who laughs. "And the last round losers have to answer the door when the pizza gets here... naked!" You are paired up with Jeff. At first you feel strange getting on his shpulders, but then you realize that there is no way you'll have to kiss Jeff's asshole. However, it's Beth and Eve that lose. At first, it's crazy hot watching those beautiful women work their way through every one, you get super nervous when Eve smiles "Your turn" You bend over the edge of the pool and Eve playfully bites your butt cheeks before spreading them and moving in her hot tongue caressing and probing...

wanker-Jim | Jun 9, 2025
fAs I feel eel Eve’s tongue, I gasp and a moan slips out … this wom sis INCREDABLE .Each time Ifeel her tongue touch my butt hole, I feel my insides jump. My cock swells and I feelthe pressure against my chastity cage. It seems like Eve is licking my ass longer than the others, but I’m not complaining . IEve is so sexy, in every sense of the word. I let out another, gentler mosn … then all of the sudden, I am thinking to mysellf … Please don’t cum … Please don’t cum.

nervousken | Jun 9, 2025
As Eve pulls away, she spanks your butt firmly withbher hand and you motice EVERYONE is staring at you. "Did you enjoy that, SlaveJimmy?" Tara asks with a knowing smile. Amy soon moves in and gives three quick but unexciting licks. You admit to yourself that it felt very good, but it was nothing compared to Eve.

nervousken | Jun 9, 2025
Anne smiles "OK, SlaveJimmy, you pick all of the teams for the last game.... and who you would like to see lose and answer the door naked"

wanker-Jim | Jun 9, 2025
I resist answering Tara’s question, but I look at her as I blush hard, then I look at Eve in the corner of my eye and I can’t hide a little smile. Umm, lets go with Amy and Tara, Jeff and Anne, Christi and Beth, and then Eve and me. I think those are pretty fair teams. So who would I like toseeanswer the door? Probably Christi and TBeth.”

nervousken | Jun 9, 2025
Anne smiles "That sounds great! Now, for a little change.... this will be a backwards round. The top person will be sitting faving BACKWARDS. Eve quickly swims to you and smiles as she pushes you under and climbs on your shoulders, her pussy right atbyour face! As you stand up, you realize she had slipped her bottoms off and you were face to fave wothbher pussy!!! Youbtried, but couldn't get your mouth to kiss her because of the angle, but the temptation was incredible. Not even caring about the game, you walk to the edge of the pool and gently set Eve on the edge, then lower down to kiss her pussy. After a few seconds, Anne pulls you away. "Not yet, you little pervert" she teases. "Remember, I cum on that tongue before anybody else." At this point, you realize everyone is around you watching. Anne gets out of the pool and begins to dry her nakes body off with a towel. You soon rwalize that the only people wearing clothing are Christy and Beth with their bikini bottoms and Amy in both her top and bottom, and you and Jeff are mesmerized by the sight of these beautiful women drying themselves off. Anne asks you and Jeff to get out of the pool and dry eachother off while the ladies watch. They all recline back on their lounge chairs, barely covered bybtheir own towels and watxh as the two naked men climb out of the pool.

wanker-Jim | Jun 9, 2025
I’m still a little shook up and VERY horny after myclose encounter with Eve’s amazing shaved little puss7.l I start to get out of the pool. “Dry each other off?” I ask in disbelief. Anne smiles and nods a dwfinitive YES. Bbefore I can say or do anything Jeff is standing right in front of me with two towesl. He starts drying my back and sgoulders, then my chest. Nest, he gets down on his knees and reaches around to dry my burrocks, his face inches frpm my chastity cage. he even dries down my ass crack. Jeff takes his time drying mychastity cage, and even more time drying my aching balls. He dries down my legs while he looks up at me. … And then …he dries my balls again. Then Jeff hands me a dry towel, to dry him off. Reluctantly I take the towel. Then I ask Anne, or anybody that will answer me, “Who won, … and more importantly … who LOST that last games anyway?”

nervousken | Jun 9, 2025
"I had no idea watching two men dry eachnother off woukd be so fucking sexy" Tara says as the ladies watch you intently

wanker-Jim | Jun 9, 2025
Hearing Tara’s c0mments, I figure that I w9n]t get an aI Won]t getan answer about the game, until I finish drying off Jeff. I start on his Bck, like he did mine. Luckly I have plenty to distract me as I rub his body with the towel. I must have looked at Eve, and at Anne, and the other girls MUCH more than I looked at Jeff. I became very aware of what I was doing when I drued him just below his waist. I rubbed Heff’s balls, and between his legs, blushing, but I kept glancing up at the women. After I finished drying his legs and feet, I rubbed Jeff’s ballsonce more, for the ladies entertainment. … WhenI got done, Iasked again, , There, are you happy? … Now will somebody please tellme who won and who LOST the last game? I Umm I was destracted.” I look into Eve’s beautiful eyes as I blush.

nervousken | Jun 9, 2025
"SlaveJim, don't get an attitude. Come bend over my lap for a spanking" Anne says.

wanker-Jim | Jun 9, 2025
Anne’s orders and the tone of her voice stun me. and I feel myself blushing hard. Then I remember that Anne had said that she wanted to spank me, because she had never spanked a man. Even though I knw ew she wanted to do this, it was still highly embarrassing. Being … basically naked, and being spanked this way, in front of all these beautiful women. As I walk toreceive my punishment from my sister, I notice that Eve’s and Any’s interests are particularly peaked.

nervousken | Jun 9, 2025
Irritated that you had become too comfortable resisting being her slave, Anne chose to really drive the power dynamic home. Anne remained naked, but kept the towel draped across her lap as you laid naked across her lap. She positioned your legs so they were apread wide and your balls were fully exposed and on display. She begins spanking your bare bottom withbher bare hand, making aure thatbit doean't get too painful. She takea frequent breaks to pause and massage your balls. At one point, she takes a break, keeping you across her lap, she takes several minutes to playnwoth your butt crack, sliding her fingers up and down, teasing you. Christi hands her some lube and Anne begins to work her fingers in ans out of your asshole between spankings. She contonues massaging your balls, teasing and probing your ass and spanking yoi until you begin to moan for her. You are ashamed of yoir reaction, but you kmow it's natural and that the women want to see this. Finally, after a long while, Anne asks "OK, SlaveJimmy. What have you learned?" before you can answer, she teasingly works two fingers intonyour ass, eliciting a moan. She keepa those fingers teasing you while you try to put your answer into words

wanker-Jim | Jun 9, 2025
“I’m sorry, Anne. I’m sorry I tool advantage ofyou kindness, and that I didn’t give you my full attention, or give you full control As YOUR slave, and the slave of all these ladies, it is you happiness that matters. It is my duty as your slave to help bring that happiness to you … you ladieS.” Iamvery aware of my sister’s fingers inside of me, and how powerless I am to her. “ “ I’ve been selfish, and I’ve neglected to share my honest love with you … and all of you ladies.”

nervousken | Jun 9, 2025
"Have we been cruel or mean to you? Have we done anything extreme or excessive to you?"

wanker-Jim | Jun 9, 2025
J look ineo Anne’s eyes as she asks her question to me, “ Umm No, nyou All have been so been great. You’ve brought some of my feeling to the surface, and taught me sothing that I can complain about myself. But really nothing excessive … that I can complain about.” Then I lookwet6ile.

nervousken | Jun 9, 2025
"In fact.... we have made some of your fantasoes come true and we've done thjngs that you enjoyed.... so why are you being impatient with us?" Anne slowly works a third finger into you while her other hand massages your balls... not painfully, but more firmly than before - as if to remind you that she COULD cause you great pain if she chose.

wanker-Jim | Jun 9, 2025
me … sexually and emotionally. I’ve never been so humiliated on my life. My mind spins. “Ohhh Anne,” I moan as I almost collapse on her lap. “Anne, you are the perfect sister, and I want to be YOUR slave.””

nervousken | Jun 9, 2025
"So why are you so disreapectful and impatient?" Anne briefly tugs your balls to make a point.

wanker-Jim | Jun 9, 2025
Anne,I don’t mean to be disrespectful, really I don’t. I adore you Anne, I’ve … I’ve been in love with you … with you and Tara. I haven’t had sex wuth you, so I’ve hust been masturbating for .. for years. Anne, you, you and Tara are the only girls I’ve ever wanted. I want to make you happy … I want you to be happy with me.”… I thought this might be my only chance.”

nervousken | Jun 9, 2025
"SlaveJimmy, I want you to trust me and not be so hung up on your next pleasure. Focus on entertaining us and what we want to see and I promose yoh will get far more pleasure than you can imagine" Anne spanks you a few more times for fun "Remember how scared you were to be in my underwear last night? It turned into a really great night, didn't it? The more you please us, the more we please you."

wanker-Jim | Jun 9, 2025
I look imto my sister’s eyes, “Yes Anne, I beleuve you, and I want to please you.” I look at Tara, then at my sister, “Thank you Tara, it was an amazing night.And thank you Anne, for arranging it. … I know that I have a lot to learn to please you ladies, I promise that I will try my best.” I look over to the lasies, ashamed of myself … then I can’t take my eyes off Eve.

nervousken | Jun 10, 2025
Anne lets you stand up and then she says "I think we've been too nice to our slaves. For the next two hours, neither of you is allowed to speak unless you are asked a direct question and told to answer." Anne smiles and looks at Eve. Eve takes control "OK, boys. This is going to be a lot of fun. First, please go get us more lemonade while we all put our suits back on, then we'll get started. I think we'll play "Mistress Says""

wanker-Jim | Jun 10, 2025
I goto the kitchen to get the drinks. I want to ask Jeff what the fell I did wro=ong, but … we aren’t suppose to speak. The playing games was fun, but the ladies now takingcommand of things is also kind of interestjng. I wonder what is going to happen next. I wonder if Jeff has an idea of what we will have to do. … Ijust gon’t underdtand this slave stuff, or what I am suppose to do. … I also wonder if Eve really likes nem or if her flirting id just a oart if this game

nervousken | Jun 10, 2025
As you are about to walk out with the lomonade, Eve walks through, she has her bikini on and a colorful wrap to dress her swimsuit up a little. She stops and sends Jeff out "I know this is a lot to process. What you did wrong was act selfish and childish by demanding to know who won or lost. You were also hesotant to dry off Jeff. Look, we know you aren't gay. None of us are, not even Jeff. Look at it like this. Would you want to watch me make out withbTara? Would ot be exciting to wqtch Tara eat Anne's pussy? Of course you would. Christi and I have played together a lot while Jeff enjoyed the show. You will enjoy watching women play if it comes up. We expect the same respect. Now, I believe you have a decision to make. I know that the first woman you make cum will be Anne and this will be tonight. She has also asked that you both be each other's first. I want to spend tonight in bed with you. You need to decide who you sleep with tonight. Me or your sister." Youbstart to amswer, but stop yourself. "Good boy" Eve smiles, gently caressing your balls as a reward. "Don't answer... but I will let you ask me one question. You may speak and ask it"

wanker-Jim | Jun 10, 2025
I take a monebt trying to understand what

Eve just said. I raise ny eyes to look into Eve’s., and I feel my eyesfill with teaRs when I ask, “Anee … Anne didn’t umm abstain from sex because of ME, did she?”

nervousken | Jun 10, 2025
Eve laughs. "How on earth would I know that?" She smiles at you "OK, back to the game" and she walks put of the kitchen

wanker-Jim | Jun 10, 2025
My question wasn’t a joke. I know that it wasn’t a fair question to ask Eve,especially if Anne and her aren’t that close. Since Annehasentrustedthe ladies to know that she wasgoing to sleep with her brother she may have talked about it. … My mood hasdefinitely changed since getting out of the pool. I get the drinks,and head out to the back yard. In my mind, I keep debating what to do. Eve seems like a wonderful, fun woman. But I would never ever gurt Anne, not this way. … But, Annedid say Eve wou

nervousken | Jun 10, 2025
"OK, here is how the game will go. SlaveJimmy and SlaveJeff will stand up in front of us and for each round, only one lady will give the orders. If she says 'Mistress says' before an order, you have to do it immediately. If she doesn't, you din't do it. The first one to mess up loses the round and that round's Mistress picks the punishment. As for who gets to be Mistress, let's just go in an order and keepngoing until thw pizza gets here. When the call comes tellingnus the pizza is 5 minutes away, the current Mistreas and the previois Mistress will get the pizza, but they can only wear two articles of clothing combined" Anne made aure everyone understood and then asked the boys "Donyou have any questions about the game? Please ask if you do. Also, SlaveJimmy, you can pick the order"

wanker-Jim | Jun 10, 2025
I think I understabd the rules, and I know that I should NOT ask about the punisfments. I look at Heff, and he doesn’t ask anything either, So,” To make it simple, I think we should start on the left, qith Beth, and then Tara, and then go around in order like that, please.” Ater saying that, I HOPE that that wasn’t the first “Mistress says” order, from Anne.

nervousken | Jun 10, 2025
The game progresses and while it makes both you and Jeff very self conscious aboit being so on diaplay, it's fun and the ladies seem to enjoy the goofiness. The punishments start really mild but they begin to get more intense. The punishments are all quick, taking only a few seconds each and you are getting more into the spirit of serving and making the women happy. Finally, we get to Tara and you lose her round. "SlaveJimmy, get on your hands and kmees and kiss each of Jeff's feet five times - withntongue." You are not thenonly one stunned at this and the ladoea all pause to see what yoi'll do"

wanker-Jim | Jun 10, 2025
Shocked by Tara’s punishment ,my stomach chuensm and my heart begins racing in fear. I look at Tara for a second, and then glance around at the other ladies, hoping someone will save he. Alreay blushing, I kneely down, sideways to the ladies,sothey don’t needto look at my asshole. Knowing that Tara wouldn’t let me half-ass it, I kiss Jeff’s feet, my tongue visible for the ladies to see. Still, fully humiliated and blushing, Ikiss them eachfive times, without looking up at the ladues until I finished.

nervousken | Jun 10, 2025
The game continues and Jeff has to kiss your feet to. He spank each other. Finally, while Anne is Mistress, she pauses to annpunce "OK, the last round. Chrosti and I will greet the pizza guy... For the last punishment, we're going to make itnone we've wanted to see but were afraid to ask. And to make it more fun, you have to mess up three times in a row to lose." The competiton betqeen yiu and Jeff is intense and it took a while, but Jeff finally won. Anne smiled and pronounced him the winner. His reward was that every person there would kiss his balls. He seemed really excited and the ladies linednup. "SlaveJimmy, why aren't you in line?" Eve asks. "Why don't you get between me and Amy" Youbsolently get in line, clearly unhappy. Eve leans in "Remember what I told you... And I wanted you after Amy because I think she'll be really timid and not do a great job so you're kisses will look better." Each woman gives each ofbhis balls a kiss and then kisses him on the cheeks. Then, it's Amy's turn and she was so shy it was almost embarassingbhow quick and boring her kisses were... Eve squeezes yourbhand before gently puahingnyou to Jeff

wanker-Jim | Jun 11, 2025
I am so scared and embarrassed, WHY do these women make me do this? I do appreciate Eve’s suppor t though. I don’t even look at Jeff as I aporoach him. I look at his balls, then I look at Eve again. Not sure if I can do this, I force myself to lean my head forward and I kiss one ball and then the other. After the kisses, I quickly step away. I want to spit, but I know that would judt bring me more trouble. I am so humiliated, my head is spinning,as I stand there waiting for Eve.

nervousken | Jun 11, 2025
Anne comes up and grabs you, pullimg you to her room. She tears be bikini bottoms off as she lays on the bed and she pulls your head into her pussy. "That was so fucking sexy" she aays "Eat my pussy NOW, younslave!"

wanker-Jim | Jun 11, 2025
I get so excited with my sister’s hot, beautiful pussy right in front of my face. I immediately start licking her pussy, tjen quickly, I penetrate her with my tongue, ifeel her warm sweet pussy envelope my tonguee. I a m squirming and whimpering as want so badly to make her cum. This seems to happen so gast, though I’ve been fantasizing for this so long. I am so excited zi’mon the edge of losing control. As I lick adn d ongue her pussy, I hope I am d oing this right. Oh fuck,I want Anne’s pussy so mucm I could lick her for hours. I grab Anne’s hips and drive my tongue deep, deeper into her. I look up at my amazing sister as I tongue fuck her … hoping that she will teach me what pleasures her the most.

nervousken | Jun 11, 2025
Anne comes loudly and pushes you away. "You did very well for your first time, SlaveJimmy." Rather than another bikininto replace the bottoms she tore off in the heat of the moment, she asks you to pick out a bra and panties for her. After handing them to her, she dorects you back to the living room where you see Jeff has his face between Amy's thighs. Eve pulls you over and kisses you. She smiles and teases "Your sister is deliciois, but I am better" She leans back and guides you to her pussy. "See what happens when you don't complain?"

wanker-Jim | Jun 11, 2025
“Holy shit,” I thin k as I look at Eves pussy, and then I look and U e come lost in her captivating eyes. Almost instinctively start licking, a nd I feel her oussy responding to my tongue. I squim as Eve looks down at me and smiles, she gently holdsmy head between her thighs. I moan as I lick inside Eve’s pussy, aching to bring this incredible woman to orgasm. I am so excited and so infatuated wuth Eve, I don’t kno w if I even blink as I look up into her eyes.

nervousken | Jun 11, 2025
Eve comes quickly and then pulls you up to lay with her. She holds your head to her chest and gently strokes your hair. "SlaveJimmy, we all kmow you didnt want tonkiss his balls, and we love that you did itnto please us. I want you to know that tonight you will be going further. You need to kmow that you won't be acting out of being gay, but you will be actong as a slave who follows orders. I kmow what your limits are and I swear they will be reapected. Will youboney tonight?"

wanker-Jim | Jun 11, 2025
I kiss Eve’s I kiss Eve’s chest as she ositionb s m y head on her. I am still extreme;y excited, yet Eve also makes me very comfortable with her. As Eve is duscussin g thuer plans, I suddenly becomeVERYy unc omfortable. I want to get up and get the hell out of here, but for some reason I don’t. U want to prove my devotion to Anne and Eve as their slave, andas a slave to all the ladies here.. … ILOOKING UPINTO HER EYES, *

WANT TO PROVE MY DEVOTIONTO Anne and to Eve, as their slave, and as a slave to all of these ladies. . Looking up into Eve’s eyes, I stumble over my words,
… ‘I’ll try Eve … Umm I “want to try my best for you an d Anne, Eve.,

nervousken | Jun 11, 2025
"Don't do it for us or the promise of what may come later. Obey because you wqbt to be the best slaveboy you can be" Eve smiles down at you and then looks over at the rest of the ladies.

wanker-Jim | Jun 11, 2025
“I will Eve, “ I tel lher. Then I folow where Eve is looking to the ladies, and I give them a soft smile.

nervousken | Jun 11, 2025
Christi and Anne get everyone's attention. "OK, the pizza is almost here! Who wants to pick what we wear?' Wveryine unanimously agrees SlaveJimmy shoukd pick. Christi reminds you "Remember that the twonof us can only wear twonitems of clothing combined" and Anne follows up "Yes, and you wouldn't wqnt your dear, loving aister diaplayed obscenely to thw world" Everyone chuckles at that, but the ladies seem a littlw nervous about possibly bwing naked for strangers

wanker-Jim | Jun 11, 2025
“They can wear ANY pieces of clothing?” I ask, as I think. … “Okay ,Christi, you wear your bikini bottoms, so you can show off your big tit. And Anne, you go and get your short little red robe, but you have to leave it open in front.” I blush a little as I tell them what to wear.

nervousken | Jun 11, 2025
When Anne returns, she is clearly uncomfortable with how exposed she will be. Eve takes control. OK, SlaveJimmy, SlaveJeff, here are your leashes. The ladies will hold one end and the other end will be clipped to your chastity cages." You are stunned at this, but you know not to argue. "Anne, Christi, sit on the loveseat facing the door and make out with each other until the second time the doorbell rings. Then you both get up to answer. Slaves, hands and knees only, you'll be crawling" Anne and Christ clip their leashes onto the slaves and go to the loveaeat and begin making out while the slaves get a GREAT view. The doorbell rings and the ladies are clearly nervous. A minute or so later, it rings a second time...

wanker-Jim | Jun 11, 2025
Christi takes Jeff’s leash, and Anne takes mine, and they lead us to the front door. The delivery lady seems stunne d when Christu opens the door. I keep my head hung partially down, hoping to hide my face. When Anne sees this she orders, “SlaveJimmy, please take the pizza from the lady, and put two on slaveJeff’s back, then hand the other twoto me, and I’ll put them om your back. As I straightened up, of course the delivery lady saw my face … and the chastity cage with Anne’s leash attatched. The dflivery lady let out a loud gasp, and laughed. “well, you all seem to be having fun, have a good day.” Then Anne puts the pizza’s on my back. As Christi and Anne lead us back to to the other ladues, Ican see up the back ofmy sister’s robe. Then when we crawl to othe table with the pizza, Amy asks if she can hold my leash while we eat.

nervousken | Jun 11, 2025
Everyone is very pleased withbhow well the slaves displayed themselves and the ladies took turns finding new and fun ways to feed the slaves pizza. Setting some on the pizza on their belly and not netting the slave use his hands. It's all lihhtbhearted and funny. Eventually, while Beth is having you and Jeff eat pizza off thw bottomnof her feet that she had stepped on a slice, Tara brings up an interesting topic. "Amy, you mentioned you've never been skinny dipping, how is that possible" Soon, everyone is watching and waiting for an embarassed Amy to answer

wanker-Jim | Jun 11, 2025
I didn’t want Amy thinking that I told anybody what she had shared with me. So, after a period of silence, I felt for Amy, so I lookat Amy and offer, “I’ll go skinny dipping with you Amy, if I’m allowed to. Actually, I haven’t ever skinny dipped either. I’ve always been afraid of skinny dipping in our pool, because I didn’t want to get caught by my parents. That would be hard to explain.” I laugh a little. Then I look at each lady, “If you ladies will allow it … with or without my chastity cage.” I give a little smile at Amy, while I wait for the ladies to answer.

nervousken | Jun 12, 2025
Anne hands Amy the key. "Your call, Amy" she says smiling. "Once you're in the pool, we'll join you two.. ifnyou like"

wanker-Jim | Jun 12, 2025
I smile at Amy, and then I whisper to he,, “You’re okay with this aren’t you? It’s one thing we can check off both of on our bucket lists.”vv I take Amy’s hand to make sure she wants to go.

nervousken | Jun 12, 2025
Amy nods and then unlocks your cage. "Maybe later we can scratch the second thing ai've never done off, too" then she slips off her bikini aand jumps in the pool naked

wanker-Jim | Jun 12, 2025
I smile, and even blush a little, thinking about her second thing, then I jump into the pool tight after her. We swim a lap across the pool together. AfteR the lap, I ask her, “There, that wasn’t so bad, was it?”As her answer, Amy splashes water at me,and we have a little sp;ash fight. Soon, weare taking turns swimming underwater, between each other’s legs.

nervousken | Jun 12, 2025
Amy gently pushes you to the edge of the pool and has you get out. She talks to Beth a little and then climbs out herself. Beth and Amy sit in chaira and you stand in front of Amy. With Beth coaching, Amy timidly begins to suxk yiur cock. As Amy gets used to it, Anne calls out from the pool "SlaveJimmy, you don't have permission to cum.... if you do, our deal about tonight is cancelled" At that, Amy gets a little more enthusoactic withbher BJ and slowly works a finger intonyour asshole.

wanker-Jim | Jun 12, 2025
Immediately, my head snas oveto look at Anne, just when Amy’s mouth is feeling very good. I call back to my sister, May I please cum here, Anne, PLEASE? “ My sister doesn’t even look or even acknowledge my plea. I see Tara standing next to Anne, looking at me and laughing. I don’t want to keep yelling to my sister for permission to cum, fearing that neighbors might hear. llooking down I despirately ask, “AAmy, could you please stop? Cou;d we please do this tomorrow>” Feeling my orgasm building, I look to Beth for help, she is looking up at me, and trying not to laugh. Almost panicing, I almost beg, “Please stop Amy … I’m about to cum. … PLEASE stop?”

nervousken | Jun 12, 2025
Amy stops and looks up, still kissing and licking your cock "And why should I, Slave? Aren't you supposed to obey me?"

wanker-Jim | Jun 12, 2025
To my surprise, I don’t back away from Amy, as she continues teasing my aching cock. Looking down at this young woman, I see her differently. “I … I … Yes, I am, Amy, butbut” I stopand I turn my head toward Anne, “PLEASE Anne, may I PLEASE cum?” Then with my focus on Amy again I plead, “Please Amy … I’m not suppose to cum.” … Seeing Then to add to my humiliation, Beth looking up with a big snile, and I realize that all of the women are watchung me.

nervousken | Jun 12, 2025
Eve and Christy kneel down next to Amy, both if them naked as well, and they begin kissing and licking your cock with Amy. Youblooknover at Anne in a panic. You see Tara is now kmeeling, her face between Anne's thighs eating her. Anne smiles at you "You can cum, but you have to promise to do something forbus"

wanker-Jim | Jun 12, 2025
I am about going crazy, I want to cum so bad, so I quickly agree,”Yes Anne, You know I will … you know that I’ll do about anything for you and all these ladies. Please … May I Please cum now?” I am so desperate to cum, I almost yell, not worrying about the neighbors right now. As I struggle not to cum, I see Beth sitting there, enjpying the show.

nervousken | Jun 12, 2025
"Are you sure?" Anne asks. Beth and Jeff are making out while enjoying the show

wanker-Jim | Jun 12, 2025
My throbbing cock is aching so badas I fight from cumming so hard. I look down with Christi and Amy and EVE teasing me to get me to agree. “Yes Anne, Ye. s I promise to do what you want, PLEASE, May I have your permission to cum?” permission to cum.”

nervousken | Jun 12, 2025
Amy auxks your cock hard and fast as Christ kneels behind you to licknyoue ass. Eve leans back to enjoy the show and Anne announces "Yes, you may cum, Slave"

wanker-Jim | Jun 12, 2025
Amy’s blowjob has me almost coming immediately, and the sensation of Christi’s tongue on my ass makes it even hotter. Still I try to hold bsck from cumming. As soon asI hear my sister give me her permission to cum, my hips thrust forward, and I have the most awesome orgasm. I look at Eveand then back to Anne … stunned that I could cum so hard.

nervousken | Jun 12, 2025
Amy chokes on the huge load and it spills ontobher chest and all over her face. She is laughing "Why did I wait so long? That was amazing!"

wanker-Jim | Jun 12, 2025
I am so thrilled with the blowjob, and for Amy, I drop down on my knees and I start kissing her. “DAMN, Amy that WAS amazing, and you are too. Ohh, I’ve never cum like that, I don’t think, ever.” I kiss her some more. “That was even better than any fantasy.” With my eyes still wide open, almost in disbelief, I laugh and start kissing her again.

nervousken | Jun 12, 2025
Everyone is around and clearly enjoyed the show. "How do you feel, SlaveJimmy?" Anne asks

wanker-Jim | Jun 12, 2025
I smile as I answer her, “I feel wonderful, Anne. … And Amy was incredible
[Delete] [Edit] … and then I add, “Thank for giving me your permission to cum, Anne..”

nervousken | Jun 13, 2025
"Wonderful" Anne beams at you. "And you'll pay for it tonight." With that, the ladies all getbup and go inside. They handcuff you and Jeff so your hands are behind your backs and then proceed to ahower and get dressed, do their make up and hair, all while you and Jeff watch, naked and cuffed. When every ladie is dressed for a night on the town, they turn theor attention to theor slaves. The ladies split into two groups. Anne, Eve and Beth take you, Christi, Tara and Amy take Jeff and head to separate bathrooms. You are instructed to shower while they watch, then they proceed to dress you in lingerie, a party dress, hose and low heel shoes. They even do your makenup and have a wig for you. Fully feminized, you meet Jeff and his ladies in the living room. He has gotten a similar treatment and you are both nervous aboutbwhat may be next

wanker-Jim | Jun 13, 2025
Holy crap, they obviously have something planned, since they have wigs and everything for us. I look at Jeff to see if he has any idea of what is going on. I squirm a little, nervously, looking at Eve and Beth mostly, since they are who dressed me. … these ladies sure come up with some wild ideas. Oh god, I hope they aren’t taking us OUT, dressed like this. … I get even more nervous. … Eve explained how I want to obey these ladies, and I promised Anne I’d do what she wants… but NOT go out like THIS .. I hope.

nervousken | Jun 13, 2025
"OK, I called the party bus to pick us up. We're going to one night club, we'll be there for about an hour and then come back home. Slaves, from this moment until we get home, you need to embrace your feminine sidem The morebyou embrace, the less noticable you will be." Jeff laughs "Holy shit. This is crazy. Are you sure this is a good idea?" Chrosti answers "We're going to a club about an hour away... it's mainly a lesbian club so you will be fine." Eve looks at you "You ok, SlaveJommy?"

wanker-Jim | Jun 13, 2025
I am terrified, when I hear the ladies’s plan. But I am determined to live up to Anne’s expectations as well as to Eve’s. “I AM nervous,” ,” I admit. “But I think that I’ll be okay. If this is what you ladies want, then I want t Fear surges through me when I hear the ladies plan, and I want to quit this game. But I CAN’T quit on Anne or Eve. Then looking into Ev’;s eyes, and I can no longer resist. “I’m… I;m nervous o do it for you.” I look at Anne and give a nervous smile. Now I realize that I am nervously tugging at my dress, “Can umm, Can I please hold somebodies hand?”

nervousken | Jun 13, 2025
Anne takes your hand and leads you out to the waiting party bus. As far as the driver cpuld tell, it was just 8 hot chicks going out for drinks and dancing

wanker-Jim | Jun 13, 2025
My heart is racing as we go to the bus, I whisper to my sister, ““These heels are hard to walk in.” Trying not to stumble, we get seated on the bus I turn to the ladies, “Holy shit, I don’t think he even noticed that Jeff and I are guys. You ladies must be VERY good with make-up,” I say quietly so that the driver won’t hear. Then I smile at Beth and Eve. :I don’t know if we’ll get away with it, at the club,” I say with a little less enthusiasm. Then I run my fingers through my wig, to adjust my hair. “Do you really think that we can pull this off? And nobody will know that Jeff and I are guys?” I ask, finally relaxing a bit.

nervousken | Jun 14, 2025
"Act like a lesbian, Jasmine" Anne whispers sternly

wanker-Jim | Jun 15, 2025
I am surprised by Anne’s instructions, but my sister calling me a lesbian, and her calling me by a sirl’s name, oddly tuns meon. Not needing to be told trice, I lean toward Anne, and kiss her on her li[s I feel a tightening in my crotch as I move closer to my sister, so we can make out.

nervousken | Jun 15, 2025
Anne responds by kissing you back and making out with you, even going so far to caress the fake breasts in yoir bra. Tara sits next to anne and kisses Anne. You watch for a moment before Beth taps you on the shpukder. "Kiss me, Jasmine"

wanker-Jim | Jun 15, 2025
I glance at Anne again, but she is busy, and seems happy kissing Tara. I thought that Tara and Anne might play around, but thus makes it much more real. I blush when Beth calls me Jasmine, but I immediately turn to her and start kissing her. I fondle Beth’s breasts and she seems to enjoy it, and that turns me on even more. Soon we are nearly crawling on each other as our making out gets more passionate. As we kiss, I see lipstick on Beth]s cheek and neck where I kissed her, and I am very aware that I have make-up and a dress o. I pause for a second, but I decide that , butit doesn’t really matter to me right no, and I resume making out with Beth.

nervousken | Jun 16, 2025
Beth explains "Nobody will suspect you and Jeff are straight guys here as slaves unless you do something to draw attention to it ,OK?" About that time, the party bus parked and everyone went into the nightclub. In the club, the ladies relaxed and danced and drank and made out with eachbother, making no distinction between Jasmine and Alicia (the girl name they had given Jeff) and other women. After a while, Eve sat next to Jasmine. "I would like to see you dance with that woman over there" she says, pointing out a slightly older, yet still attractive blonde. You are shocked... you had successfully not spoken to anyone so far at the club...

wanker-Jim | Jun 16, 2025
Scared half to death, I look at the lady, and then I look at Eve. I reach over and I give Eve’s hand a soft little squeeze, hoping to get my courage up. Standing, I balance myself in my high heels, I;ve discovered that myself in my high heel shoes. I’ve learned that walking just on the balls of my feet, at least I could walk thus way. I manage to walk over to the lady, in my softest non-fake voice, I ask her to dance. With a slime she accepts my offer, and so we go to the dance floor. The lady notices that I am wabbly in these heels, and after Istill struggle, we wind up slow dancing. We have a couple brief conversations, but we don’t talk a lot, I think the kind lady was more afraid that I’d fall, or break my ankles.

nervousken | Jun 16, 2025
After dancing, she invites you to sit with her. You look nervously towards your group and see several smiles and you are reassured and agree to join her. The waitress brings another round of drinks. "So, what bet did you lose to come out dressed as a lady" she asks, the smile on her face showing an amusement

wanker-Jim | Jun 16, 2025
Oh,” I say blushing, and lowering my eyes to the floor, then I look back up quickly, so GLAD that she isn’t upset. “I umm I kind of owe something to my sister and her friends, andthis is what they came up with.EvVen the dancing.” I look over atour table, then back at her, “I’m so glad that You aren’t upset.” I tell her, the ask, “How umm How did you know I wsn’t a woman?”… “Ohby the way I’m Jim …but Umm they are calling me Jasnine today.” I blush harderm but I keep eye contact with the lady. “I’m so gladthat you’re not ipset

nervousken | Jun 16, 2025
"Why would I be upset?" she asks

wanker-Jim | Jun 16, 2025
Still feeling uncomfortable talkingtoherabout this, I answer, “Well, I’m a guy dressed like a woman in a lesbianbar, I don’t Wnt you to think I’m mocking you or anything like that. This was NOT my idea. Umm, sometimes people umm redicule lasbians or gay oeiole. I mean, it has to look pretty peculiar having a guy in a dress and make-up and … and everything in a lesbian bar” I start squirming harder telling this lady wy why I’m wearing a dress andmake-up like a and … and she seems to accept me this way.

nervousken | Jun 16, 2025
She smiles and takes a sip of her wine "Honey, nobody believed you are a woman"

wanker-Jim | Jun 17, 2025
My eyes widen in fear, “You meanthat evertbody here knows that I’m a guy> Dressed like this?” I blush hard, and look at the ladies at our table. But, you danced with me, and invited me to your table, anyway? … I thought Eve and Beth did a goof job with my make-up. I was umm suppose to be just anotherwomab here.” More frantically I look toward our table again.”Why? … You’ve beenvery kind, thank you. But Umm I should probably go back to my friends.” Feeling so humiliated, now I struggle to get my balance as I stand up. Before I leave her table I say, “Thank you … umm, I’m sorry, what Is your name?”

nervousken | Jun 17, 2025
"Please, don't run away scared, Jasmine. I would like you to stay..."

wanker-Jim | Jun 17, 2025
“But, I …” I point to Anne and her friends, “I …” Really??” I ask, very curiously. I’m still blushing hard, and then I sit back down, “I guess it’s okay, they know that I’m here with you. Umm, to be honest with you, Eve told me I should dance with you. Do you kmowthem?” I ask,and I point toward Eve…. After taking my seat again, I straighten adjust my breasts, and I consciencely try to stop squirming. Then I ask the lady, “You really want to be seen here with ME?”

nervousken | Jun 17, 2025
"Why wouldn't I want to sit and talk with you? Is there something wtong with you that makes talking to you a bad thing?"

wanker-Jim | Jun 17, 2025
“Well no, it’s just that I’m sitting here in a dress, and a wig, and make-up, and these damn high heels,” I chuckle. Ummm guys don’t usually dress up like women. My friends over there said everybody would just think I was a woman … I guess I blew that, huh? Umm I might as well tell you, I didn’t plan to be here like this, the ladies decidedIshpild do this. I umm I’m so embarrassed being out in public, dressed like this, you don’t mind being seen with me?” … Just so you know, I”ve never wore a dress or make-up before.” I chuckle and blush ad smile a little.

nervousken | Jun 17, 2025
She looks at you meaningfully. "The clothes and make up are great. What gives you away is how ypu away os how you move.... Do you mean thatbyou have never even tried on panties before?"

wanker-Jim | Jun 17, 2025
Well, yes,I have worn panties and bras, but neveroutside of my bedroom … until last night. Anne had me wearing her panties and bra under my clothes last night during dinner, with our parents there, too. I umm I;m wearing panties and a bra right now.” I blush and Squirm harder. Umm Anne said she and Tara have known that I’ve umm borrowed her panties and bras for a long time. I squirm even harder andI tellher, “That’s part of what got me here today.” I look at this lady, so embarrassed. Why am I telling HER all of this?

nervousken | Jun 17, 2025
"Let me guess... you stole her undies to do naughty things and she decided to have you do embarassing things to keep your secret" she smiles

wanker-Jim | Jun 17, 2025
“Yeah, that’s pretty much what happened. Itell her. Then looking at her, for some reason I go into detail. “Anne and her best friend Tara have always teased me, and embarrassed me. But yesterday, Anne convinced me to goto her bedroom naked. Umm she had heard that U have a small cock, so she wanted me to show it to with an erection, Umm then she had me tug on it and she video taped me stroking ny cock in HER bedroom. So to keep from showing people, I am Anne’s slave …umm Anne and her friends slave all weekend. And, and Tara said they have been planning this for weeks.” I shift around on my chair. “You … You probably think that I;m a pervert now.” Then I break eye contact ,and look at the ground.

nervousken | Jun 17, 2025
She silently slides one hand up your thigh and her fingers find your cock. Her eyebrows shoot up in surprise "I expected a chastoty cage" she says quietly. Her hand expertly pulls your cock out of your panties and you realize she had lifted your dress and your cock is out and exposed under the table. She smiles at your discomfort. "You seem to be enjoying your weekend" she teases as her fingertips tickle your achingly hard cock "You are a virgin, aren't you. Which of the ladies are you going to give your virginity to?"

wanker-Jim | Jun 17, 2025
“Ohh shit,” U moan softly under my breath. What is this woman doing to me … and HERE? This is so humiliating, bu tI’ve never been ,ore excited. After regrouping my thoughts, I still struggle with my words. “How, how’d you know? Yes I am still a virgin.” I admit as I lookinto her eyes. Then I try to explain, “ I umm Anne is planning on sleeping with me tonight … but Eve has told me that SHE wants to spend the night with me, instead. “Ohh,” I softly moan again. “I … I don’t want Anne to sleeo with me JUST because we agreed to … but I have fantasized about fucking HER for so long. … And Eve … she has been driving me crazy all day. I’ve always kind had a crush on Eve, and today I can’t stop thinking about her, and wanting Eve so bad. “ … This woman’s magic fingers tease my aching cock so hard it hurts, but I don’t want her to stop. Looking into her eyes I tell her, “You are amazing … umm, I still didn’t get your name.” … Then in a sudden panic, I look over at Anne and our friends, to see if they are watching what we this lncredible woman is doing to me. And how much can THEY actually see?

nervousken | Jun 17, 2025
You see everyone at your table is enjoying the show. "So, you don't know whether to lose your virginity to your sister or a woman you have a huge crush on and drives you insane." she teases. "Tell me, do you really want to cross that line and fuck your sister? Or is it just a hot fantasybthat you will eventuallybregret?"

wanker-Jim | Jun 17, 2025
“I … I don’t know,” I answer. This is the first time I feel truly ashamed with what I shared with this woman. “I guess your right Mis … umm,” I find myself totally trusting her, but I still don’t know her name. Then I smile at my new lady frien, and I tell her, “Eve, god, she is such a wondertul sexy woman. I’ve always had a crush on her too, but I felt intimidated by her … until today. She even said that she wanted the fantasy I told her I had, about her. Eve’s sofunny, and fun, and energetic, and sexy. Anne even said I should date Eve.” I look at this lady, and then I look over at Eve. I feel a As tjis woman keeps teasing my aching erection, O feel a drop of pre-cum trickle down my cock as I tell her, “You’re right. I really want to be with Eve tonight.” As I look over at our table, I smile at Eve, and she is smiling back at me.

nervousken | Jun 17, 2025
"Let me ask this.... you perving on your sister.... she is sexy, no doubt. However, how much of you lusting and perving over her is convenience, accessibility and familiarity rather than actual lust and desire?"

wanker-Jim | Jun 17, 2025
Listening to what this lady is saying really makes me think. “I guess it is a lot easier, because she is always around. and she is very sexy,” I say and give this lady a soft smile. ‘It, it is easy to think about her instead of takinga risk with another girl. Her panties and bras are MUCH easier toget, too. And spying on Anne, I was a lot less likely to get arrested.” I chuckle a little, as I squirm. “Anne’s tits are the first ones I saw … besides in porn. Anne is so fun, and I love to be with her so much, I guess I carry those feelings into my fantasies. I love Anne so much,and Iadmire her, and I am so proud of who she is, umm Ma’am.” My smile feels so much better when I tell her, “Anne is the best sister in the world.”

nervousken | Jun 17, 2025
"I'm not saying you shouldn't fuck your sister. I am simply enjoying watching you squirm while I playbwithbyour cock. Or had you forgotten about this?" she gently slides her fingers ovet the tip of yoir cock

wanker-Jim | Jun 18, 2025
Feeling her fingers slideacross my dick like this sends me squirming much harder. Almost gasping I try to talk, “No … Ma’am, I’m very aware of what your fingershave been doing, you keep my cock so damn hard. ” I feel my face is burning red, from because of the extreme aching in my cock and balls. I moan lightly and I noticeably whimper as I ask this amazing lady,{Ohhh How long are you keeping me this way mmm Ma’am? Please don’t makeme cum on my dress.” Fighting to keep myself fromcumming, I look over at out table, to the ladies again.

nervousken | Jun 18, 2025
"You naughty boy. I am pretty sure those ladies wouldn't turn you loose to seduce me with permission to cum... Tell me, who decides ifnyou can cum? Your sister or the woman who will be your serious girlfriend on Monday?:

wanker-Jim | Jun 18, 2025
“My sister is the only one that has given me permission to cum … and Eve ordered me NOT to cum in, one game we all played, Ma’am” I answer her as truthful as I can. I let out another moan as she has me squirming hard and I add, “My sister has my key, when I have my chastity cage is on” {Oh shit, did I tell her about my chastity cage before?) Then to remind her I tell her, “Eve, Eve is who I hope will be my new girlfriend, Ma’am.”

nervousken | Jun 18, 2025
"When you staggered over here on those shoes... you seemed nervous. What were younagraidnof?"

wanker-Jim | Jun 18, 2025
“I hust, I don’t know you and I was afrais you’d say no. It also scared me to go in front ofall these ladies, in a dress, especially to dance.” I squirm some more as I look around at all of the ladies in the night club. My aching cock makes me whimper some more … “Ma;am? Do you dothis to every guy who comes here in a dress?”

nervousken | Jun 18, 2025
She ignores your question again. "So, what is the worst thing that could have happened when youninvited me to dance?"

wanker-Jim | Jun 18, 2025
“I don’t know, I guess you finding out that I was a guy, and make me look like an idiot.” I squirm, and look into her eyes, “But it turned out MUCH better than I feared.” So as I sit there squirming with this lady playing with my cock, I am able to look at the ladies I came with, and smile.

nervousken | Jun 18, 2025
"And what did you think the BEST case scenario might be when you came over?"

wanker-Jim | Jun 18, 2025
“’/m not much of a dancer, umm Ma;am. The best case un my mind would have been surviving the dance, meeting a nice lady, and returning to the table with my friends. … I NEVER would hace imagined ANYTHING like this, Ma’am.” I smile at my new lady friend. … After what seems like hpurs of teasing, my cock Hs been kept so hard by her, and my balls ache worse than ever. I let out a moan louder than I expected, and I quickly look around to see if anybody heard me.

nervousken | Jun 18, 2025
"Relax. Nobody cares that your dick is out and you're getting teased under the table." The lady smiles at Eve and beckons her over. Eve sits next to you and her hand is instantly on your balls, gently teasing them

wanker-Jim | Jun 18, 2025
Holy crap. There are two amazing women tesing my balls and cock now, and one of them is EVE. Almost instantly I moan again, only more muffled this time. It feela like I am squirming twice as hard, and my fact is Warm from blushing. I want to orgasm worse than ever, but this lady seems to know just how to keep me so close, but not cumming. My hormones and everything are going crazy in my body. I moan again, and sodtly whimper, “Ooohh fuck,I want to cum so much. Not knowing what else to do, I lean over and kiss Eve on her mouth. … And then after a few minutes of squirming harder than ever, I think to ask, “Eve, may I PLEASE cum? Honey, Please?”

nervousken | Jun 18, 2025
No.

wanker-Jim | Jun 18, 2025
After hearing Eve deny my orgasm, I squirm even more. This is crazy, especially with all these ladies around us … in a lesbian bar. I know tha this ladt with her magical fingers won’t let me cum, without Eve’s permission. As I become even more despirate to cum, in my mivd I realize how fucking hot it is that EVE decides if I get to have an orgasm, …or not. Then looking into Eve’s eyes I become very aware of how important this beautiful woman means to me. L. Still squirming and aching so badly tocum, in a soft shaky voice, I tell her, “Eve … oh god, Eve, I think I’m falling in love with you.”

nervousken | Jun 18, 2025
Eve smiles at you. "Does that mean what I think it means?"

wanker-Jim | Jun 18, 2025
While I’m still squirming, I smile at Eve and I blush even more, “I think so, Honey … I wantto spend tonight with you. I … I think I always want to be with you, Eve.”

nervousken | Jun 18, 2025
"Do you want to cum now or wait until tonight?"

wanker-Jim | Jun 18, 2025
I look around and I see that the club is filling up with ladies. I’m still squirming hard, when wide-eyed I look at Eve, “Umm can I cum sometime before tonight, forHoney? … but I really don’t want tocum here.?”” Ilook at my lady friend, and I wonder If she is going to be done teaing my aching cock. I lean toward my lady friend and I kiss her on her cheel, “Thank you Ma;am, you’ve been wonderful. … Really wonderful. Thank you for helping me get my thoughts straight.” I kiss her on her cheek again, but I can’t get up while Eve is still teasing my balls, and she keeps teasing my cock.

nervousken | Jun 18, 2025
Eve nods "I have an evil plan you might resist but you'll do anyways" She whispers quietlynwith your new friend who laughs "Oh, yes! That is delightful!" Shebthen pulls your dress down to cover your cock. "I'd love to join, but I need to getbhome to my husband." She writes her phone number on a cocktail napkin amd hands it to you. "I'd love to play with you more. Why don't you text me in a weeknor two and we can finish what we started?"

wanker-Jim | Jun 18, 2025
I look at her lady puzzled, “You want to do this again?” I ask. While still holding the lady’s pfone number in my hand, I am still confused. I turn to Eve and ask her, “Umm I don’t have any pockets, could you put that in your purse, please?” I am confused that a married woman would go to a lesbian bar, to tese a man’s cock. Then I ask, “Are you going to be there too, Eve?” For some reason, I almost feel obligated to follow through with this. Then talking to both ladies, I say, “I might need to stay sitting here for a while to umm to let things settle down.” I blush as both the ladies laugh.

nervousken | Jun 18, 2025
Your new friend walks away and Eve takes your hand and leads you back to the group, your erection clearly visible. Everyone is impressed and excited about you. Jeff hugs you "Jasmine, that was SO awesome! She played withbyour cock for almost an hoir!"

wanker-Jim | Jun 18, 2025
Surprised and embarrassed, I ask,You could see under the table? I mean, ” You could see what she was doing? The whole time?” “ I blush and then sit at the table, hoping to hide my erection. After a moment or two, I decide to discuss ut. “She was amazing, she had me so hard … harder thanI ever remember being” I stop ialking there, realizing they had SEEN it. Then I remember the napkin and I ask ve, “You haveher phone number, right?” So then I sit hoping that my erection calms down, but I realize that this might take a while … maybe a LONG while.

nervousken | Jun 18, 2025
Eve smiles. "SlaveJim, of course I have her number. And I have already texted her and gave her your number." Shenpauses and then takesnyour hand and putsnit under her dress. You are shocked at how wet she is! Her inner thighs are slick with arousal and her panties are missing. "Jim, do you kmow what would have happened ifnyou wanted to cum at the table?"

wanker-Jim | Jun 18, 2025
Eve has me so excited right now, this boner might Never go down. I lick my fingers and I have to ask, “What would have happened, Eve?” … Hell, now that Eve texted the woman my phone number, I am pretty much c ommited. I wonder if I have to go to her, or if she’ll come to somewhere in our town. I can’t decideif what that lady sis to me was all pleasure or if was torture. I squirm a little more just thinking about it.

nervousken | Jun 19, 2025
Eve kisses you. "I would have lifted my dress, satnin your lap and fucked you right in front of everyone. And you would have cum inside me"

wanker-Jim | Jun 19, 2025
“Oohh sit, Eve, why didn’t you tell me that earlier? That was a big reason I didn’t cum, I didn’t want to make a mess there.” I squirm in my chaur. “Fuck, that would be so hot. … Then I think about tonight “Oh shit Eve, I have to talk to my sister about tonight. Do you think she’ll be TOO upset??” I really dread talking to Anne about sleeping with Eve tonight.

nervousken | Jun 19, 2025
Everyone atarts heading out to the party bus. I the bus, the women all strip to bra and panties

wanker-Jim | Jun 19, 2025
Before getting on the party bus I adjust my dress, to hide my still raging erection. Hoping the driver doesn’t notice. Once I get on the bus, seeing the firls all in just panties and bras keeps my erection going strong. Damn … I wish there was somewhere I could go to masturbate. I have never had my balls aching so bad before. All of the ladies look so hot. As I pass Christi I look at her big boobs, “Very nice.” I remind her. Then I look down at my dress and comment, “I’m glad this doesn’t have a lower neckline, or you would have had to shave my chest,” I joke to Beth. Isit on the bus near my sister and I tell her, “Anne, we need to talk as soon as we get a chance. … about something important.”

nervousken | Jun 19, 2025
Anne turns and kisses you, full on the lips. "Watching you with that woman has me so turned on that my nipples hurt" she whispers. "I'm on borth control so you can cum inside me" she kisses you more "And I will change into your favprote lingerie set when we get home...."

wanker-Jim | Jun 19, 2025
Oh shit, I was hoping this would be easier than this. NowI have to rethink all of this again. The ONE thing I never Wnted to do, is to hurt Anne, she is such a wonderful sister, and person. But Eve, she is wonderful in every way, too. And now, I don’t know if I”ll get another, if I don’t choose her tonight. … Then I reply to Anne, “I’m really looking forward to tonight too, Anne. And after what that woman at the club did with me … I amso fucking horny. J don’t know if I can wait until tonight.” I laugh lightly.

nervousken | Jun 19, 2025
Eve taps you on the shoulder and shows you her phone. Your new friend responded. It was a picture up her dress in the parking lot and a message "I couldn't wait until I got home. Let me kmow when I can borrow yoir boyfriend!" Eve smiles "Tonight, I'll have to fuck you so hard that you forget other women exost" she jokes

wanker-Jim | Jun 19, 2025
I chuckle at Eve and Itell her,”You’re the one who started this, when you told me to dance with her.” Then a bit more nervously I say, “You mean if I DO meet her again, I’d go there alone?” … With things still unsettled with Anne, I turn back toher, hoping that she didn’t hear everything Eve just said. Fuck,Anne, that lady from the club texted Eve, and she said she wants to borrow me. … Do you know who she is? When we were talking, she said that she knew that my sister is sexy. Have you been to that club before?”

nervousken | Jun 19, 2025
Anne looks at you in surprise. "You didn't recognize her?"

wanker-Jim | Jun 19, 2025
It scares the shit out of me that this lasy might knoeme, and that I should know her? “No Anne, I don’t umm I don’t think I know her … do I?”

nervousken | Jun 19, 2025
Anne and Eve start to laugh nervously. Then Tara tries to explain "Remember twp years ago, senior math class. You had Ms Kiel. All the boys thoight she was super hot. She got divorced and quit teaching... that was her." Everyone was silent as the realization hit you

wanker-Jim | Jun 19, 2025
It takesme a second until what Tara said hits me, “Oh shit, that was Ms. Kiel?” I ask in disbelief. “So she knows exactly who I am. … and … and what I told her.”I feel myself turning red with blush, but my boner gets very excited about this. Zzzzzzzthen I turn to Eve and I ask her, “Did you know it was Ms. Kiel when you told me to dance with her?” Then almost in a panic I ask Eve another question, “You … You didn’t tell her I’d go meet her again, did you?” I KEEP SQUIRMING HARDER AS I LOOK AY Eve, waiting for her answer. … Does Ms. Kiel want to fuck? Or does she want to play her game again? Does she think of me differently now that she’s seem me in a dress and make-up? Shit, she knows I’m a virgin, and how badly I want sex with my sister, and that I’m Anne and her sex slave this weekend. … All of these things keep running through my mind, as U sit there squirming, waiting to hear what Eve says.

nervousken | Jun 19, 2025
Anne takes your hand and Eve takes the other. "Calm down" Anne orders you. "We didn't recognize her at first, but I am shocked you dodn't. She looks like she lost some weoght and thay dress looked good on her." Seeing your panic, Eve chimes in. "You had the woman whonwas the hottest teacher on campus giving you a handjob and has offered yo fuck you. What the hell are you freaking out aboit?"

wanker-Jim | Jun 19, 2025
“I know, you’re right.” I tell them. “U was just hyper thinking. I umm told Ms. Kiel aome things that might makemesound like a pervert, but that is MY fault.” I smile, “Actually that was fucking hoe,when I think about it. Ms. Liel didn’t seem offended at the things that I told her. I guess I’m still kind of embarrassedthat I was in a dress and make-up, but Ms. Kiel didn’t seem to think bad of me about that, either. Even though I tpld her my real name is Jim, sh still called me Jasmine the whole time.”” I blush and smile at eve “She even gave me her phone number. ” I let go of both of there hands and drape an arm behind each of them, and across each lady’s shoulder. “I couldn’t be mad of either of you two ladies, I love each of you too much.” Then I kiss Anne on her cheek, nd I kiss Eve on her creek. Then I smile at my sister and I tell her, “You are right, I think Eve might be the best girlfriend for me.”

nervousken | Jun 20, 2025
"We have something really embarassing to ask you to do. You are our slave and you will do it... but we want to give you a little tease about your reward if you don't throw a fit when we ask..." With that, Eve and Anne slide off the seat and onto the floor of the party bus, kneeling. Anne's hands slide up your roght thigh, Eve's your left. Your dress slides up with theor hands and they begin kissing your knees and worknup in unison. Soon, you have Eve's lips kissing the left sode of your shaft and Anne the right. They work their way to the tip and their mouths meet. They kiss, their tongues dancing together woth the head of your cock between theor lips. Then they stand up and smile "Are you pur slave? Will youbobey us completely and without queation?"

wanker-Jim | Jun 20, 2025
As horny as I am, and kept horny for long, the adies have me almost trembling. After their sexy sample, I willingly want to do what they want. “Yes Anne, Yes Eve, I will obey you rwishes.”

nervousken | Jun 20, 2025
Back at home, the ladies havr you and jeff get on all fours and they all putnon strap ons. "Are you two ready to get fucked?" Christi asks with a huge smile

wanker-Jim | Jun 20, 2025
Hearing Christi, and seeing the ladies with strap-ons terrifies me. Ai have never had anything in my ass, and I never planned on havhng this happen. Staring straight ahead, I try to convince myself that I can do this. It is jor Anne AND Eve, I want to show them both that I would do almost anything for them. … Besides most everything that I was fearj gbefore turned out much better than I expected this weekend/ And their strap-on dildos are just toys, right? I have to resist my fight or flight insrincts to get through this. After a deep breath, I catously look behind me, to see which Lady is fucking me first.

nervousken | Jun 20, 2025
Jeff avoided yoir eye and got into position on his hands and knees. His knees are spread and his hips are tilted to give the ladies an easier time. His head isnup and he stares steaight ahead. Christi flips yhe back of his dtess up and slaps his ass cheek HARD, leaving a red hand print as she begins to play with his thong. Amy stands in front of him and he begins to kiss her fakr cock. Beth gestures to you. "SlaveJimmy please get into position"

wanker-Jim | Jun 20, 2025
I rry to copy Jeff’s stance, looking at Beth the entire time. My stomach hurts, my mind aches, this seems like the most unnatural thing I have ever done. The one comfort that I had was that it would be one of my 3 favorite women Anne, or Eve, or Tara that would be umm fucking me. Having my ex-girlfriend Beth giving me the instructions seemed to cater to me. I feel weak and sick as I try to not resist what these ladies are doing to me. I try to stay firm, but I can’t resist peeking back, to see which of the ladies that I want to fuck most is standing behind me.

nervousken | Jun 20, 2025
Beth moves you a little bit and then starts to put some lube on your butt. She has a syringe and gently slides itninto you and puts a good amount of lube inside you. Ypi are surprised that it doesn'r hurt at all. Amy is in front of you and begins to rub her strap on on your face.

wanker-Jim | Jun 20, 2025
My body tightens ip all over when Beth starts lubing my ass. But the care that she takes helps to calm my fears a but, but I feel just as humiliated. When Amy comes over my anxiety rises, but I’m a but relieved when she stops in front of me. Although I’m embarrassed to be kissing Amy’s fake cock, I follow what Jeff had done. I look up Amy and although she has been mostly quiet or shy, she seems to really get into this. I try to glance behind myself again, knowing that the worst is yet to come.

nervousken | Jun 20, 2025
Amy holds your head abd begins sliding in and put of your mouth, going a little firther with each stroke. Soon you are struggling with the depth. "SlaveJimmy, don't fight this. If you resist at all, you'll only make this unpleasant. Relax and accept this and you will enjoy it" Beth advises you. You focus on relaxing and letting Amy into your throat. Your throat wants to resist, but you force yourself to relax and soon you find yourself with the balls of her strap on tapping your chin and each stroke is a little easier

wanker-Jim | Jun 20, 2025
It is stull uncomfortable having Amy pumping her sytap-on in my mouth. And it is still very embarrassing. Even more embarrassING since Jeff didn’t give Amy’s strap-on a blowjob, BUT I AM. It does seem kiid of hot that Beth advised Any sucking my cock, and now my ex-girlfriend is advising me sucking Amy’s fake cock, too. As Beth said, it is getting easier accepting Amy’s fake cock, but I am still very concerned about getting fucked in my ass by one of the ladies.

nervousken | Jun 20, 2025
Eve replaces Amy on your mouth and you realize that all the the women have different aize and shape and texture strap ons. You wonder how they pick which strap on they use and Eve slides into your mouth. Glancing up, you see Anne is sliding her cock into Jeff's mouth

wanker-Jim | Jun 20, 2025
As I accepy Eve’strap-on gilgo into my mmouth, I squirm a little bit, seeing these two women that I adore getting their fake cocks sucked. As I take Eve’s dildo deeper, I look up into her eyes. Then Eve gently places her hands on the back of the top of my head. Now I can smell the aroma of Eve’s pussy, and I know she must be very aroused. Keeping eye contact with her, soon I am sucking on her dildo each time she pushes her fake cock deeper into my mouth. This is when I nearly panic, as I realize that I am getting aroused again, too.

nervousken | Jun 21, 2025
As you struggle to relax on Eve's cock, you are shocked to notice thatbyou are actually bobbing your head and teasing it with your tongue

wanker-Jim | Jun 21, 2025
I’m looking up btyween Eve’s sexy tits to see her lovely smile as she looks back down at me. I feel her tighten her grip on the back of my head, not allowing me to pull away from her fake cock. I try to ask Eve to let me stop, but when I try to talk with Eve’s dildo deep in my mouth, it sounds almost like a moan That’s when I become very aware that Tara has been watching us, when I hear her laugh.

nervousken | Jun 21, 2025
Eve backs away abd Tara takes your mouth. Her fake cock is the smallest

wanker-Jim | Jun 21, 2025
I look up and see Tara’s smile. As I take her fake cock into my mouth, Tara takes off her bra. Now I’m looking up at her fucking sexy little tits that have turned me on so much for years. I whimper a little as I squirm, but I can’t take my eyes off her naked hot little tits. This must arouse Tara too and I smell her pussy scent. With my mouth so close, and smelling her pussy. Wanting so badly to finally tase Tara’s sweet pussy my mouth starts watering a lot. Then to keep from drooling on Tara’s fake cock, I suck harder, making a loud slurping sound.

nervousken | Jun 21, 2025
Christi is enjoying the shpw and begins rubbing her hands over your body... finally to your nipples and she playfully pinches them

wanker-Jim | Jun 21, 2025
I Christi turns me on even more, rubbing my body and playing with my nipples. When she pinchs my nipples I moan loudly and squirm forward taking Tara’s cock deeper into my throat. My face is now touching Tara’s toned tummy, the balls of her dildo against my chin. I feel the ladies are all watching me now, but I can’t turn my head to see if they are. Stuck in this position with Christi having control of my body, I squirm harder as my aching hard struggles against the fabric of my panties. I feel so helpless, but still so turned on, i whimper wondering ehat Christi … or the other ladies might do next.

nervousken | Jun 22, 2025
Finally, Anne holds her fake cock to your lips. You are intimidated by the size. It's the largest of all of them. You pause and Christ chuckles "Yeah, that thing is huge..." Christi kisses you on the cheek, then the tip of Anne's cock then your lips quickly. "You can do this, I believe in you" she says with a genuine and caring smile

wanker-Jim | Jun 22, 2025
Once Anne shows her strap-on to me up close I think ,Holy shit, what am I doing here? Christi’s encouragement truly helps me, along with her kiss. But my confidence is at a low point. I look up at My sister’s eyes, then to the fake cock, then back up to her eyes. I remember Eve telling me earlier today … Do this because you want to obey. Raising upmy courage, I slowly open my lips and I put them around the tip of her fake cock. Cautiously I slide Anne’s fake cock deeper into my mouth, as my sister’s eyes and mine are locked together. This feels like the he hardest thing I Hve ever done, and I can only do it to obey these ladies.

nervousken | Jun 22, 2025
Anne is gentle as she lets your mputh adapt to the size. After a few moments, she is sliding deep into your mouth and your eyes are watering, but you have it deepnin your throat. Christi os massaging your balls and soon they are all enjoying the show

wanker-Jim | Jun 22, 2025
Christi massaging my balls feels like an experts touch. She stimulates me sexually but she also comforts me. I keep my eyes stay locked on Anne’s eyes and I can feel how much she caresas her big strap-on cock slidesdeeper into my throat. I’m still very nervousness and embarrassment energy and I don’t know how it relieve it. So I gently grab my sister’s hips, not [ushing or pulling, just sliding my hands forward and backwith her hips, as her fake cock slides in my mouth. I feel myself gagging at times, but I get through it by keeping my focus on Ann the simulation I get from Chrdti massaging my balls, I can feel that my cock is fully hard.

nervousken | Jun 22, 2025
"OK, SlaveJimmy and SlaveJeff, now that we are all warmed up, let's get on to the fun stuff!" Anne says sliding her cockmout of your mouth. "SlaveJimmy, who do you want to peg you first?" Christi asks. As you think lf the answer, she flances at Jeff "Christi, may I have Eve first?" he asks

wanker-Jim | Jun 22, 2025
First ?? Anne’s strap-on cock is WAY too big to take first. ThenIhear Jeff ask forEve. Dammit, I think, I was hoping that Eve could be the first to peg me. Looking across the ladies, I remember that Tara hadthe smallest cock. Even though she can be kind of mean to me, she has always fucking turned me on for years. Making my decisionI tell t nervpusly tellthem, “Then umm Then I think I want Tara to peg mefirst.,please.” ThenI look at Anne and I hope that she understands why I didn’t pick HER first.

nervousken | Jun 22, 2025
As the ladies take their positions behind their guys, Anne explains the rules. bBoys, your goal is to fill a shotglass with precum or cum while being pegged forst. Each round wilm go until one of you fills his shotglass or usesbhis safewprd to stop. Filling the shotglass earns you one point. Using your safeword gives a point to the other guy. Any wuestions?"

wanker-Jim | Jun 22, 2025
Fuck, we have ro get pegged until one of us fills a shot glass? Holy shit, is there anything more humiliating than THIS?? I might have an advantage here though, at least in the first round, my balss already ache to cun from Ms. Kiel earlier today. Christi and Anne have my balls aching again already, too. And having Tara fucking my ass until I cum … I hate to admit it, but tjis seems very fucking hot.

nervousken | Jun 22, 2025
You hear Jeff moan loudly as Eve penetrates him. You gasp as Tara pushes in and begins to slowly fuck you. She is slow and gentle at first, but she quickly builds up speed. Your cock isbthrpbbing and you are gasping loudly in a near continuous moan. You forget the humiliation... you focus on the aensation of Tara being inside you...

wanker-Jim | Jun 22, 2025
I feel my orgasm building more an dmore. Tara’s fake cock isn’t hurting much by now, but I fall the shaft of her cock sliding in and out of my butt hole each time she thrusts into my ass. Although I can’t turn my head to see, I I affine how sexy Tara must look fucking me. I feel my asshole tighten around Tara’s strap on cock. I moan louder thsn i thought I could as I havea tremendous orgsdm. I feel my sperm surging up and sperting wildly from my cock. After what feelslike a gallon of cum has ejaculated ffrom my cock. My cock continues throbbing. … I look over to Anne, who seems to be judging. And I wonder why this gcontesthasn’t been called done yet. Tara keeps fucking my ass as the game hasn’t been stopped yet, and she wouldn’t know how much I had cum. To my amazement, within seconds, Tara has me mianung for her again.

nervousken | Jun 23, 2025
Anne smiles "Looks like SlaveJimmy won that round. Let's move on to the next" Christi steps behind you and Amy stamds behind Jeff and they gently work their way in.

wanker-Jim | Jun 23, 2025
I squirm having another ladues fake cick up my ass so soon. I was hoping we could get a little break to rest, and for my balls to reload. Chrustu’s strao-on is bigger thanTara’s, and myasshole stings from being stretch wider open. I imagine Christi could thrust with stronger force Than Tara I t rust Christym and she’s been so good to metoday, but I still feel a but nervous. I brace myself extra good, since Christi will be fucking me now.

nervousken | Jun 23, 2025
Christi doesn't disappoint. She is incredibly powerful and dominating. Somehow, she makes you feel weak and completely subservient to her as she plows your ass. But, her technique doesn't physically hurt. You moan in pleasure as she makes you her bitch. What really shocks youbis her grabbing your hair and pulling you back as she hammers you doggy style. Your cock is leaking precum, but soon Eve calls out that Jeff has filled his shotglass. You are disappointed and feel empty when Christi slides out. Eve slides into your desperate and horny asshole and Anne takes Jeff for the next round

wanker-Jim | Jun 23, 2025
I am exhausted after Christi rode my ass, but having Eve behibd ne, I feel ree reenergized now. I never imagined being in a butt-fucking comtest with my sister, especially with us both in the posirions we are in here.It seems even weirder that we are doing this together in our parents’ living room. I glance back at Eve before this round gets going abd seeing her on me like this makes my boner even harder. It seems odd, but I am actually looking forward for this round to begin.

nervousken | Jun 23, 2025
Precum dribbles from your cock as Eve fucks your ass. You don't know if it's the technique or the fact that it's Eve that has you actually enjoying this butt fuxking. Jeff, on the otherbhand is strugglimg with Anne's cock and quickly uses his safeword to stop. Anne and Eve pull out and are visibly disappointed they didn't get to go longer. "SlaveJimmy, who would you like next" Anne asks

wanker-Jim | Jun 23, 2025
“Next?” I ask, “I … I thought it was best two out of three?” SeeinghowAnne smiled, I knew I was mistaken. Ilookat Anne,thenAmy and Beth, the three that hadn’t had their strap-on inside my ass, yet. “Umm, I guess I/ll umm take Beth. I don’t think she has been with anybody yet.” I look into mysister’s eyes, and then at her strap-on. I should have known that my sister would want to fuck my ass.”I umm,I was hoping IO could save YOU for last, Anne?” … This is wild, I just got butt fucked by my wonderful new girlfriend, and now I’m going to get pegged by my ex-girlfriend. And later by my SISTER

nervousken | Jun 23, 2025
Tara laughs "Don't forget that I am the one that took your anal vorginity" she says. Beth is getting in behind you while Christi kneels behind Jeff. As they gently workninto the two slaves Anne says "You know, maybe we do need a contest for the women, too" she teases

wanker-Jim | Jun 23, 2025
I look at Tara and I blush as I tell her, “I remember, Tara ,I won’t forget that.” and Itry to keep from smiling. Taking my attention from Tara back to Anne, I ask her, “Umm what kind of contest are you thinking offor you ladies, Anne?” … As Beth positions herself on me, my phone dings with an incoming text. Eve stands up and walks past me as she announces”I’ll get that,as she walks by me, she announces, “I’ll getthat.” Without even gcving me a chance to respond, I watvh her walk into my bedroom t oget my phone.

nervousken | Jun 24, 2025
Beth is nowhete near as skilled as Christi and Jeff quickly fulls his shotglass with precum. Anne smiles at you as she strokes her cock. It's the same one she had in your mouth, but you swear it's doublednin size now thatnyou know it's goingninto your ass. Amy moves to take Jeff as Anne rubs her cock on your asshole. She leans down and whispers "Don't you fucking dare chicken out" she growls. Part of you is terrified at her tone, butnyou trustbher completely anf know she simply wants everyone to emjoybthism Just as she is aboutntonslide into you, Tara comes in withnyour phone. "Whontexted him, Tara?" Anne asks

wanker-Jim | Jun 24, 2025
I whimper as I feel my suster pressing her fake cock againsy ,y asshole, siing it up. Then Tara smiles and tells everyone, “It was Jasmine’s new favorite lady hriend, from the club. She said she is free all Wednesday night,and she wants to know if Jasmine wants to come and play for a few hours. Eve answered as slavejimmy andsaid he’d love to play with her again And she asked if he could bring his new girlfriend wuth hin too.” Tara laughs, “If she says that Eve can come with you, will you ask if I can come too?” Tara laughs again and blush, “I really think it is so hot watching her play with you like that.” Before I can give an answer to Tara, Anne leans forward and kisses my neck, “You seem very popular Jasmine, but right now your ass is mine.” Anne presses and wedges her fake cock into my asshole, making me moan loudly. Then when she gets full penetration into my ass I let out a loud high pitched moan, almost like a squeal. Anne holds my hips to comfort me and ho;d me steadly as I gasp for air. Within seconds I am somply whimpering try to get used to my assho;e being so stretched so wide open. Ar rhwe same time I brace myself for this next round to begin.

nervousken | Jun 24, 2025
Anne moves slowly, making sure the pleasure outweighs the discomfort. You are shocked to find that despite everything, you are enjoying this. The shame of enjoying being buttfucked burns your face and ears, but your aching cock and dribbling precum betrays you. You want to stop, but you don't want to disappoint Anne. You close your eyes and focus. You begin to buck back against Anne's cock gyrating your hips to increase yournown pleasure. She responds by shifting her thrusts to mirror your hips and the pleasure fills your body more than Anne's cock. You moan, she slaps your ass and digs her nails into your hips. You gasp and she holds her cock deep inside you. You biry your face in a pillow and whimper in submission and you feel a wetness on your ass. Your eyes pop open thibking what happened and then you feelnit. Anne's whole body is shaking as she tries to maintain her pace of fucking you. She is cumming! While fucking you! And she is cumming HARD! The realization hits and triggers your own orgasm.

wanker-Jim | Jun 24, 2025
I My whole body trembles from from all the sexual exckitement and energy shared between Anne and myself. as I cu m so hard all over the floor and on my dress, much of my cum overshooting the shot glass. I can’t stop moaning as my sister keeps fucking my ass even harder and deeper than ever. Glancing to my side I see Eve and Tara, as they watch in amazement. Anne keeps clutching my hips and fucking my ass as she moans. Anne delivers a series of hard thrusts into my ass as she moans loudly. This generates another powerful orgasm in me and I cum hard before collapsing onto the floor into my puddle of cum, with mysister collapsing o ntop of me.

nervousken | Jun 24, 2025
"Fuck... what a slut" Eve says in quiet amazement.

wanker-Jim | Jun 24, 2025
Still laying on my stomach, jn the puddle that I made I wonder if Eve is talking about me, or Anne ;;; probably me. Zzzzzzzi start to feel humiliation from what we just did, but man, that was a hell of a ride. I reach behind me and gently touch my sister on her shoulder, and Igive her a gentle squeeze. After Anne getsup off me, I get up on my hands and knees, and now I feel the embarrassment. My dress and mj stomach are cum soaked. Even my balls are coated with Anne’s oussy juices which ran down onto them. Blushung, I turn to mysister and ask her, “May I take a shower now Anne? And get a change of clothing? Please? … That was WILD!!” I say and smile a little bit. As I get up, everybody id standing in a circle around us, and the embarrassment really hits me. They may have all been watching us for a while.

nervousken | Jun 24, 2025
"Not yet, Jasmine. We have one more thing for you to do..." Anne says, collecting her composure

wanker-Jim | Jun 24, 2025
Ohh Shit, I’m already humiliated like this, what more could they want me to do … something more, before I can even shower? As I get more nervous, wheb I realize that Anne calls me Jasmine, rather than slavejimmy. I still ask ny sister as politely as I can right now, ‘yes Anne, what else can I do for you?” Looking at my sister, I find calmness, and I know there are very few things that I wouldn’t do for her. Out of nervous habit, I adjust my breats and my br aas I wait for he r reply.

nervousken | Jun 24, 2025
All of the women stop and watch. Even Jeff looks on nervously. It's apparent that this is what the women have wanted to see all day. Even Anne seems a little saying it outloud. "Jasmine, remember when we talked about limits and obedience and all? Would you agree that we have respected your limits? And, more than that, when we.pushed you past your comfort zone, woukd you saybthat you enjoyed the experience far more than you had expected younwould?"

wanker-Jim | Jun 24, 2025
Seeing that things seem to have turned more serious makes me more nefv0us. But, I have to agree with most all of what Anne has sald, so I answer, “Yes Anne, you all have respected and enforced my limits, sofar. And I appreciate and respect you all for that,Thank you. And umm umm ou have had me do some things that I would never do if you ladies hadn’t encouraged or insisted that I do, so yes, out of my comfort zone. There have been difficult times, but yes, ,they have turned I into mostly enjhoyable experiences. … Some have turned out to be very enhoyable experoances,” I smile at my suster, and I look at all of the ladues as I smile, especially at Eve.

nervousken | Jun 25, 2025
"Jasmine... SlaveJimmy... before we go to bed, there is something you have to do." Eve smiles and squeezes your hand as Anne speaks. "You will give Jeff a blowjob." Eve looks into your eyes and nods

wanker-Jim | Jun 25, 2025
That single word sends a chill through my body, and for a moment I stare blanking into Eve/s eyes. I try to comprejind why the two most wonderful ladies in my life exoect me to give my nest friend a blowjob. I start to release Eve’s hand, but she firms up her grip,I vpmtpnue hplding her hand for emotional support. I realize the fact that I didb;tinstantly leave told me how badly I want to obey Anne, Eve, and all the ladieshere. I look at Jeff’s cock, and I try to convince myself that it isn’t much different thsn duckinga strap-om dildo, simce this is obeying an order. I finally break eye contact with Eve and I find myself looking into Amy’s eyes, and she gives me a big smile. Feeling too humiliated to even look at my didter , I look into Eve’swonderful eyes again. Itry to speak, “I … zI’ve never given a blowhob before, umm umm could I umm May I have somevody to umm assist me, like Beth umm like Beth helped Amy?” … My eyes immediately drop to look at the floor, as I blush heavily.

nervousken | Jun 25, 2025
Christi speaks up "Would ot be easier if you were tiednup so younwill feel morenlike a slave?" Beth adds "Or, someone can peg you while you suck his cocm"

wanker-Jim | Jun 25, 2025
I am kind of shocked by the suggestions, but I know I should suck Jeff’s cock, and, maybe wuth their help, I will. So, at the end, Iam looking at Beth as I say, “Those are both very good suggeations too.” I look at Anne, she still seems amused, but she may loose her patience soon. , ladies. “ Then I look at Anne, she seems to still be amused, but she may loose patience soon. So I ask, “Umm Would one of you be willing to help?” AfterwhichI.zi find myself looking at Eve and Tara..

nervousken | Jun 25, 2025
Jeff gets up and walks to the couch. Christi and Anne sit next to him and beginnmaking out with him and running theirnhamds overbhis body, but conspicuously avoiding touching his cock. The other ladies sit om chairs facing Jeff, but turn their heads to watch you. The room is silent except for a quiet, muffled moan as Jeff's fingers find Christi's nipples.

wanker-Jim | Jun 25, 2025
I look over at the ladies and wonder if someone is willing to help me, s it was suggested Being locked in a chastity cage, or a blowjob coach, or something would help me take this step. Again I look at Tara and Evem maybe one of them will come help? I do manage to get on my knees in front of Jeff on my own. Staring at his erection, I even manage to touch it. Finally I get the courage to cautiously stroke his cock, but here, my courage fails me. I stroke his cock a little more, but that is as far as I can go. I look over at Eve, Tarra, Beth and Amy, each individually ,pleading with my eyes that at least one of them will help ne get over this mental barrier of mine.

nervousken | Jun 25, 2025
Eve silently nods while holding your gaze. She is smiling and she silently mouth "Do it"

wanker-Jim | Jun 25, 2025
Eve’s encouragement was apparently just enough motivation for me to cross that line. Ut felt like my entire body is quivering as I lean forward with my mouth slightly. When my lips touch the head of Jeff’s cock, I want to pull my head away. Fighting everything that comes natural to me, I slide my lips over his cock head, and now they rest on his foreskin. This really creaps me out, and again I keep myself from pulling away. After a btief pause, I force my head down garther with my lips sliding slowly down his cock shaft. I look up at Anne, and she is now watching;, ooking g down at ey. Just when Anne and I make eye contact my tongue touches the tip of Jeff’s cock. I feel Heff’s body jump a little which causes Anne to show a big smile and … and suddenly I feel myslfe begin to relax a little.

nervousken | Jun 25, 2025
The tension in the room disappears as your lips slide down Jeff's cock

wanker-Jim | Jun 25, 2025
I feel now that I have Jeffa cock in my mouth, all the ladies have seen it, and expect me to complete my furst clowjob. I slowly slide his cock into my mouth as far as it is comfortable. Then I suck on his cock as I work my way up. I panic a little again. What the hall an I doing? And WHY the hell an I doing this. Then at that moment I feel a xmallish hand rest on my head, I think it must be a woman’s hand, maybe Aner’s? Somehow I find comfort in her touch, just when I needed it. Very soon I realize I need to get going, I don’t want to suck his cokl any langer than I need to. I start bobbing my head up and down at a fater pace, and soon I am using my tongue much more too. Ihear Jeff let out a moan, and my siter sofyly says, “That’s a good girl, Jasmine,” as encouragement to me. Then I think I hear my sister moan a little too. This encoutages me even more. After sucking his cock for WAY roo long, it seems, he starts moaning more frequently and louder. Anne almost moans, “Oh yes Jimmy . I mean Jasmine,” in a quiet but excied way. Jeff’s hip start sgifting, and I hear the ladies mumbling softly, and I think some of the ladies are starting to shidt or move around. Jeff’s breathing get heavier, and now I’m getting much more scared.

nervousken | Jun 25, 2025
From the sound of the room and everyone's breathjng, more than one woman must be playing with herself

wanker-Jim | Jun 25, 2025
Holy shit, this is crazy. I wish t I could be getting these ladies off, or at least be watching them. This is fucking hot. now I’m gettimg excited too. ButI guess they are getting so excited because of me, and getting me to suck Jzeef’z cock. … But shit, zzzzzzzzzzzzzzzzzi’ve got to get this over with, this is going on way too l onv. I start suckimg his cock faster and a little harder, and using my tongur more. I wish my tongue was un these ladies pussy zthen I hear Jeff moning even louder and more desperately…. z\\zzi feel his cock throbbing in my mouth.

nervousken | Jun 25, 2025
You feel Jeff tense up and you begon to wonder if they want it in your mouth or... he erupts into your mouth as his hand grabs your head and holds you deep on his cock. As the second spurt leaves his cck, you feel a cock slide into your ass and fuck you hard and powerfully. Between Jeff bucking in your throat and the cock in your ass, you quickly blow another load yourself. As it all calms down, you slump to the floor, a slutty mess in a wrecked dress, running makr up, missing wig... cum in your throat, cum on the floor and Chrosti sliding out of your ass. "Thank us, bitch" Christi whispers

wanker-Jim | Jun 25, 2025
This is easily the most humiliated I have ever felt. I want to run to my bedroobm curl up in a ball and cry, like a little girl. Trying to keep some dignity, I refuse to do that though. Afteramoment tocollect myself I look up at Jeff, ?thank … thank youfor letting me suck your cock, and … andcumming in mymouth.” Nearly in tears, I look at Christi, “Thank you for fucking my ass while Jeff ejaculated in my mouth, Shristi,” I am soangry andhumiliated I just stare at my sister. This was the only time that I could NOT tell her that I love her. She set this all up, and she is responsible for what happens here. After I get up, I stare at my sister again, ashamedandangry Iask her, “Can I FUCKING go shower now?” Without looking at anybody else even if I walk past them I go and lean against the hall doorway, staring at my sister again.

nervousken | Jun 26, 2025
"SlaveJimmy, get back here" she calls authoritatively. You are mad, but you stop and wait for a second, debating on whether to comtinue or return obedoently. After a moment, you come back to her. "SlaveJimmy, if you hadn't stormed off, we wpuld be having more fun.... but you know you can't speak to me disrespectfully like that." She gestures fpr you to lay acrpss her lap. "Please lay down so I can spank you"

wanker-Jim | Jun 26, 2025
I My stare now xhages to Jeff, as I think anout taking off m ycum soaked dress and throwing in the son of a bitch’s face .Deciding that would just cause more troublr for everyone I leave my dress on and slowly make my way to Anne. I lay across my sister’s lap, feeling the slickness on the cum on the dress. I continue staring at Jeff almost this entire time,making it obcious who I am so angry about. I didn’t really want to smear my cummy dress all over my sister’s lap and legs, but this is what she told me to do.

wanker-Jim | Jun 26, 2025
“I … Ye s,Ma’am,”” I answer surprised, and embarrassed, wondering if our guest knows about what my special place , yet. AsI go to the closet, U am nervous, but already getting excited. I really wanted to see this Blond nsked asnd playing with my lady friends. I chose the blond for somewhat selfish reasons, but I am SURE the ladies will enjoying her too. I strap the vibrator on my balls and turn it on, on it’s usual setting. I already start feeling the effects of the vibrator as I lock my hands in place. Againm I start getting more embarrassed as I wonder if the ladies will expose me this way to the blond, before or after the ladies all play.

nervousken | Jun 26, 2025
Anne spanks you for being disrespectful and cussing at her until your bottom is warm and pink. It wasn't painful, but it was embarassing and your shame for how you behaved grows as the spanking continues. Then she has you stand up and remove the dress. She lets you wipe the cum off of yourself before continuing. "SlaveJimmy, you did an amazing thing here. Nobody, and I mean NOBODY here thinks you are gay or want to go around giving blow jobs. But you gave an amazing one. Jeff, wpuld you agree?" Jeff immedoately agrees and tells you it was one of the best he's had. "What you are doing here is proving to me... to Eve... to everyone is that you aren't some selfish person that only cares about your own pleasure. You dod something youndidnt want to because it gave pleasure to others. That is a rare gift and I can't thank you enough." Anne looks around at the women. "Ladies, has SlaveJimmy earned our respect?" Everyone smiles and agrees. It's clear that they genuinely appreciate you and what yo do to please them. "If you wpuld like to go shower, you may.... but you are also welcome to stay here and enjoy simply being withbus as a loved and reapected person." Anne pauses. "Christi, Eve, I think that if Jim stays here that he is ready for the next step. Do you agree?" Apparently, this was verybunexpected because everyone is surprised. Eve reaponds "I.. I think he is, but I thought we weren't dping this until Sunday. Are you sute?" Anne and Christi nod at Eve. Tara, Beth and Amy all look nervous at ghis turn of events, but they all agree with Anne. Anne smiles warmly. "Jim, it's up to you. Shower and go to bed... or can we do one more thing and then shower and bed... I promise"

wanker-Jim | Jun 26, 2025
As I look at the ladies I wonder ehat in the world could they be so nervous about? And why would doing it tonight be so different than tomorrow? Feeling that it must be some kind of reward or something? Ny curiosity is peaked, so I answer, “Okay, yes I’ll wait t0 tdke my shower, I love being with you ladies anyway. Umm can I at least take off this dress and towel off quick first, please?” I [upull my sticy dress away from my stomach snd chest.

nervousken | Jun 26, 2025
"Please go wipe off and put on the clothes I set on your bed, then come back here." You do, putting on a pair of jeans, button down shirt and shoes. Surprisingly, there was no underwear for you... not even panties. Back in the living room, you are shocked at what you see. Jeff, Beth and Amy have left. Christi, Eve, Anne and Tara remain. But.... every woman is naked, kneeling, hands locked behind her back in steel cuffs, a leather collar locked on each woman's neck and every one is blindfolded. Each woman has a leash attached to her collar and the handle of the leash is in her mouth. They are waiting for you. There is an envelope hanging from clothespins on Christi's nipples labelled "Master James" You read the letter inside. "Master James, thank ypi so much for the past few days. Your trust in us and willingness to please tpuches us deeply and we cannot express our grattitude. Your reward for beong such a perfect slave... us. You now own us. We agree to no limits but we humbly ask that you not allow us to be harmed. I know this is a lot to take in, so each pf us has written five scenarios of things you may enjoy. You maybuse these as inspiration or come up with your own activities."

wanker-Jim | Jun 26, 2025
“Wow/” I say unde rmy breath as I finish Pick a lady first? Or read their scenareos? I’ve neverdone anything like this before.”: Looking atthese three amazing ;adies I feel prideful, and humble that they would do thid for me, especially on our first gay. I am also grateful and hhappy, and horny.

mom3nt looking aT the three sexiest and wonderful I have ever known, and fantasized bout. Fee;ing almost overwhelmed.because I wasn’t expecting anything like this tonight. So, I stio forward Christi and I whisper, “What do I do now?
Pick a lady first? Or read their scenareos? I’ve neverdone anything like this before.”: Looking atthese three amazing ;adies I feel prideful, and humble that they would do thid for me, especially on our first gay. I am also gratefuland hhappy, and horny.

nervousken | Jun 26, 2025
The ladies remain silent and motionless. You can see they are all a combination of nervous and aroused. You notice that each woman has earplugs in so she can't hear you. The scenarios are all written on cards on the table with no indication who wrote each one. You flip through them briefly. There seems to be a wide variety of ideas there. Everything from taking all four to bed to pimping the ladies out to pay off your car to going to the mall woth them naked to... it suddenly hits you. All four of these women are your slave until Monday morning. It's Friday evening. You have all weekend with these beautoful and willing women.

wanker-Jim | Jun 26, 2025
The first thing I decide to do is ro bring them into Anne’s bedroom, since ir is more feminine and they might be more comfortable in there. I have thenm all take out there ear plugs, I want them to hear me and each other. “The first thing I want is to watch you al warm up by l pleasuring each other. While I watch. I take a chair and enjoy the show, while I try to decide what else to do. After abou ten minutes I take Anne’s leashand I tel l her, “Come shower with me, Anne.” After we shower each other, pating extra attention to our special parts, I tall her to jet on her knees. “Okay you had bragged about being able to deep throat my cockm do your best, slave Anne.”

nervousken | Jun 26, 2025
Anne kneels, her hands still locked behind her, between you legs and licks you cock from balls to tip for several minutes to warm you up before taking it fully into her mouth. She expertly slides all the way down ontp yourncock, her tongue teasing your balls for several seconds before pulling her mouthnoff of your cock. She gasps for air before saying "Thank you, Master. I exist to please yoir cock" and thruating her mouth backmdownnyour cock and repeating. The other women watch Anne worship her Master's cocm from their knees as well

wanker-Jim | Jun 26, 2025
After Anne finifhes her blowjob, I help her stand up and I give her a long soft kiss. “Yhank you Anne, that was wonderful. You are wonderful.” Agter we all go back to the bedroom, “Since we have had a big day, we should go to bed. Tonight, I wan slavet Eve anslave d Anne sleeplng beside me. Tomorrow night, we will sleep differently.” As we are getting into bed I say, “ Slave Tara, I want you to sleep between my lehs. You mat use ,y thigh as your pillow. In the morning, I want you to wake me up giving me a blowjob, slave Tara>”

nervousken | Jun 26, 2025
Eve and Anne look at you hopefully. "Master, does this mean you are claiming my virginity tonight?" she asks. Shenlays on her back, pulls her knees up and spreads them, exposing her vorgin pussy to her BrotherMaster. He hands are still locked behind her back. Eve getsnon her knees and leans forward, exposing her athletic ass and pussy. 'Master, nothing would make me happier than for you to lose your virginity in my tight, perfect pussy" she begs. Christi smiles "Master, I know I am your least favorote of your four slaves. I will lick the taste of any of these beautoful women off of your cock"

wanker-Jim | Jun 27, 2025
I smile at Christi, “Slave Christi, I will fuck you AND Slave Tara tomorrow, at least once. Slave Christi, will you please get the keys to the handcuffs for all of you ladies? … Now, I havetomake my decision. Eve and Anne BOTH have perfect pussies. “Tonight I will fuck both Slave Anne AND Sl ave Eve.” Holy shit, this is a mullyin tunes better than an dan=-sy fantasy. “Slave Anne, I love you so much. I … WE promised eagh other that we wouldgive our virginity to each other, so you will be my first time.” I turn to Eve,andher ass is the closest part to me, so I kiss her butt. :Eve ,Slave Eve, I love you. I want you so badly. I will fuck you tonight too.”

nervousken | Jun 27, 2025
Anne smiles as Christinunlocks her hands but leaves Eve handcuffed. Eve kneels next to the bed. "Please, Master, please give mebyour virginity. I swear that I will do everytjing you ever dreamed of. I will be your sex slave girlfriend. I will be ypir free use fucktoy. You will never have yo.masturbate again. Imwill give you anything"

wanker-Jim | Jun 27, 2025
Laying in bed I look sround at the ladies. My sister is laying there with her legssoread open, eve is begging ME for sex, Christi and Tara seem just as willing. I sit up in bed, “Okay time out TIME OUT: I sat louder. I get our of bed next to E. This isn’t what I want.ve. “Will somebody please unlockEve’s hands" With a full erection, I step away fRom the bed and grab my deakchaur. “Ladies, please sit on the bed, facing me.” I look at my sister, Anne, this isn’t the way I want you, I don’t want any woman this way. I don’t want a sex slave. U want somebody to care about and love, not just a oussy I CAN HAVE ANYTIME I CHOOSE.” Then I pause and thinl. ‘BUT …’ I look at the four beautiful naked ladies sitting ob ny bed. “I’m sorry ladies, I;ve disrespected you ALL too much. I’ve always fantasized about you all too much. When I’ve fantasized about you, I jmagine what I want, not what you want, or what you are willing to do. I’m wrong… I’m very sorry.ladies. Anne is on the end of the bed nearest to me, and I rightfully go to her first. “I’m sorry Snne. You are almost the perfect sister, I love you so much. I love you for who YOU are. I am so proud of you, I admire you, I respect you so much. I love you for who you really are … not for how “I” want you to be, or how I fantasize about you. I don’t want you to be how I ‘ve fantasizws about you, I love you for who you ARE.” Then I go to Tara, to Christi, and to Eve, and I appoligise to each of these wonderful ladies … these beautiful proplrin the same way. After I make these apologies I tell them, “Ladies, I’m not wanting a sex slave or fantasie … , I want REAL, wonderful people like you to love.

nervousken | Jun 27, 2025
Anne stands up and walks to you. She looks down, kisses you and then sits in your lap. Staring deeply into your eyes, she slides her pussy down your cock. "James, don't feel bad. Don't be mad at yourself. Enjoy where you are NOW." She looks over at Eve and smiles "James, in case you didn't realize it... I LIKE being handcuffed. If I didn't, I wouldn't have put them on" Eve explained. Anne continues. "None ofnus are unwilling. Amy and Beth didn't wqnt this, they left. We, the four of us, we WANT to make your fanrasies real. Don't you see this?" Anne begins gyrating her hips and her pussy grabs your cock mpre firmly than you had ever imagined her pussy could. She leans down and kisses you "God tjis feels so much better than I had imagined... do I geel good to you?"

wanker-Jim | Jun 27, 2025
I am so excited I am nearly shaking, Oh god YES, Anne, you feel PERFECT! Evenmore perect than any fantasy. God I lovr you do much. I kiss her again and again, “Fuck, I’ve wanted you SO badly and for so long. We … we should go to the bed. God, I ant to fuck you wild.”

nervousken | Jun 27, 2025
Anne gets up and Eve immediately stands up and straddles your lap. It's more challenging for her because her hands are still cuffed but she slides her pussy ontonyour cock and kisses you. "May I be your girlfriend.... even if I am kinky?" she asks seriously

wanker-Jim | Jun 27, 2025
I hug and e and Igive Eve a passionate kiss, “Ohh fuck yes, Eve I’ d love for you to be my girlfriend.. Fuck, Youve been driving me crazy, umm I’m crazy about you. … and I love how crazy and how much fun you are.” I squirm thunking about the two perfect pussues that have been aroudf my cock tonight. Then thinking out koud, for all of the ladies to hear, I say, “If the others have left, and don’t expect us to be with them tomorrow, we could go all night tonight.” So then I smile at Christi and Tara andI smile and wink xt Anne.

nervousken | Jun 27, 2025
Eve hops off and lays on the bed, fave down with her face in Anne's pussy. Tara quietly slides her pussy down onto your cock. "I am sorry I teased you, Jimmy"

wanker-Jim | Jun 27, 2025
I nearly moan when I feel my cock penetrate Tara’s wwarm wet pussy. Her’s is the third perfect pussy that has thrilled my cock. I kiss Tara and tell her, “That’s okay sweetie, damn, I love fantasizing about you.: C Then the temptation is too great, and I lean in and start suck on one of her adorable little tits. ‘You saw how excited I get in my fantasies, last night.” I blush a little and gently squeeze her butt cheek. “Was that you’re idea to do that, or Anne’s?”

nervousken | Jun 27, 2025
Tara blushes. "I have wanted to flash you... to let you see my body... all of it for a while. Anne thought teasing you with tiny glimpses was sexier..."

wanker-Jim | Jun 27, 2025
So, you always tried to get me horny? You AND Anne? I I didn’t stand a chance, did I? LI look into Tara’s eyes. “ I think you two are sexy as hell. … And who’s idea was it that you umm visit me in my bedroom last night?” I blush asking Tara this. I look at my sister and I have to smile when I see Eve still pleauring her. Still smiling I look at Christi and I wonder if she is going to sit on my cock, too.

nervousken | Jun 28, 2025
"Last night... I..." Tara turns beet red. "Master James, I am sorry. That was my fault. I told Anne I wanted to... I wanted to have sex with you. She wqnted you to wait until you "earned" it. The cage was to keep me from doing this" Tara's eyes follow yours. "Please... I want you to enjoy this. I know you want to feel Christi. She is so beautiful and I swear I wamt you to feel her from yhe inside..." Tara climbs off and kisses Christi as she walks up.

wanker-Jim | Jun 28, 2025
I smile watch Tara’s ass, remembering last night , as she walks away. When Christi walks in front of me, I look up at her, and again I come close to moaning when she sits with her pussy around my cock. Right away I 0I can feel that ass is firmer and fuller thsn the other ladies asses. “I’m sorry that I acted badly when Umm earlier, Christi, that wasn’t because of you.” I blush even bringing the invedent up. Her breasts are against my chest when I lean forward to kiss her, “I’m glad that you didn’t go home with Jeff.”

nervousken | Jun 28, 2025
Christi puts a finger on your lips and smiles. "shhh... feel this..." She begins to tighten her abdomen and holy shit withouy any visible movement of any mart of her, her pussy is massaging your cock. Yoi gasp and your eyes open wide. "Do you like that?"

wanker-Jim | Jun 28, 2025
I laugh lightly, Hell Yes. That awesome, Christi.” I Eveb with Christi on my lapI still squirm a little. I look down to see how she does that, but all I see is her boobs. }Jeff must be VERY happy with you.” I laugh. J start to get a little intimidate by Christi muscle control, but then I think to myself … Just fucking ENJOY it, idiot. Then looking at christiI can tell that she is happy to share this talent.

nervousken | Jun 28, 2025
"Ypu, my dear Master, need to relax. You are so uptight and worried about thibgs that you can't control" She smiles. "By the way, whatnyou did for Jeff was so fucking hot." She feels you start to react and puts a hand in your chest "Relax, I am complimenting you" She leans in and kisses you "Is it hot to watch two beautoful women mess around? Of course itnis. It doean't make them gay, ot means they want to make others happy. That was no doffetent. Well, it was a thousand times hotter because you did such am amazing job" she smiles. "Anyways. When this is all said and done, I have an offer for you. Ten tomes per year, for the rest of our lives, you can call me to spend the night and I will come amd spend the evening doing THIS" *her pussy clamps HARD on yoir cock and milks you three times* and anything else you can think of."

wanker-Jim | Jun 29, 2025
I gasp the first time she tightens he rpoussy, it was so unexpected. The second and third times almost make me moan. It is incredible how she doesthis,and applies pressure just where it almost hurts. “Holy shit , Chridti” I exclaim afterwards,as my cock continues to throb. Still shocked I have to ask her, “All evening? What do I have to do to get that? … I umm I’d have to ask Eve if it is okay, first.” … Shit, I sound like Ebe and I are almoty married already.

nervousken | Jun 29, 2025
Christi pulls your ha ds up to het breasts. The weight and firmness is still a surprise to you. "Pinch them" you gently obey "harder" she commands, emphasizong her order with a thruat of her hips "as hard as you can... and dont let go until I say 'pineapple'" she gasps and wiggles as you pi ch her nipples as hard as you can, twisting and cruahing them. She bites her lips and you feel her pussy get wetter and hotter as she clamps onto your cock "Pineapple" she whispers after several minutes. She is gasping and she rides your cock with a smile. "What do you have to do to have this body? To fuck me all nigbt?" she leqns forward and smiles "Simply ask.... and thisnoffer never, ever expires"

wanker-Jim | Jun 29, 2025
“Wow,” I say softly in astonished at Christi/s offer … and at what I just experienced with her. “Bot… butwehat about Jeff, isn’t he your boyfriend?” I ask. The way my cock feels, and as hard as it is, I don’t think I really care about her boyfriend.

nervousken | Jun 29, 2025
"Jeff and I have a complicated relationship. Yes, he is my boyfriend, yes Inlove him... But afterbhe came in your mouth, I lockedbhim in chastity abd he has to earn his release."

wanker-Jim | Jun 29, 2025
“But, umm never mind” I finish my sentence softly. Then I look into the eyes of this incredible, powerful sensual woman. “I might take you up on your offer,Christi. And it never expires?” I chuckle a little. I am very aware that my cock has stayed extremely hard the even after Christi stopped squeezing it.And somehow, Chrisri has even made me feel a little bit better about sucking Jeff’s cock in front od all the ladues,and how he mademeswallowhiscum.

nervousken | Jun 29, 2025
Christi stand up, your cock throbs in need once it's back in the air. "Jeff has to suck ten cocks to get unlocked... he may ask you. Don't feel.pressurrd to saybyes. Anne sits up and takes yourbhand. "Are you rrady to make me yoirs all night? she asks as Christi and Tara pile pillows up on the floor to form a makeshift bed

wanker-Jim | Jun 29, 2025
“O h hell yes, Anne. I;ve wanted 708 for so long.It is even more special that this is the first time for both of us ,too. Umm do we go to my bedroom? Or stay in here?” My cock is so damn hard as I look into ,y beautiful sister’s eyes.Then I lean toward my sister and give her a long passionate kiss.

nervousken | Jun 29, 2025
"Do you want it to be just the two of us, Master, or can we have a yhreesome with your girlfriend Eve?"

wanker-Jim | Jun 29, 2025
I look ove rat, and then I look back at Anne, “ Think we ,houkd be alone tonight, Anne. Unlass You want ve to join us later in the nighU Ithis to be a soecial night for you and me.” Then I lean down and give my sister a juss.

nervousken | Jun 29, 2025
Anne smiles and gets up. "OK, you go shower in our bathroom, I'll shower in the other and I will meet you in our parents bedroom" You are surprised, but figure she has a plan you will like. As you shower, Eve kneels outsode the shower, still handcuffed and naked. She smiles at you and isn't upset. As you are pulling on a pair of black boxers to go meet Anne, Eve asks "Master, don't stop getting ready and don't take this as anything other than my asking because I want to serve you better... why did you pick Anne over me for tonight?"

wanker-Jim | Jun 29, 2025
When I see Eve mysimple heart melts, and I go and I give her a hug. “Eve, Honey, I didn’y pick Anne overyou. Anne and I had promised each other that we wouldwould sleep with each other first. I’m so crazy about you Eve, you’re the beat girlfriend I could hope to have.” I kiss her, “I think … P tjoml that could fall in love with you very easily..” I hug her as I think for a second,, “Eve, would you like to join Anne and me, in the bedroom tonight? Anne asked me if I wanted us three together, I can tell her I changed my mind. But Eve, I will be having sex with Anne first. I didn’t want to leave you tonight, I made a bad choice., I’m sorry. Would you like to come to the bedroom with me and Annw? … Tomorrow we’ll be together all day too, and tomomorrow night with all the other too ladies.”

nervousken | Jun 29, 2025
"I would like that very much... I will shower and make myselfnup as beautoful and sexy as I can while you and Anne enjoy younalone time before I join you" She smiles up at you "There is something wild I have famtasized about for a long time.. and I'd like to do it now before Inlose my nerve." She takes a deep breath, her cuffed handa make her chest even sexier as it heaves. "Master, I want you to place your cock on my lips... and pee in my mouth." Eve almost pauses, but keeps going "... and pause to tell me to swallow before refilling my.mouth. I want your entire bladder... will you do this for me?"

wanker-Jim | Jun 30, 2025
It takes ne a second to comprehend this idea. Ihave heard about slaves drinking pee, but I’ve never ever been around this, or other stuff we had all done today. First, Ilower myselfdown and kiss Eve on her mouth. “If it … Yes, Eve, I will do this for you.” This seems important to Eve, so I agee to pee in her mouth, then I will return to Anne. Seeimg Eve pm jer knees this way .Ican’t say it arouses me, but it stirs something inside me.

nervousken | Jun 30, 2025
Eve kisses you bqck "Thank you." As you stand up and pull your cock put she nervpusly stares at it. Then she tiltsbher head back and moves herself so het open mpuyh is inches from your cock. Her eyes are locked ontonyours and she nods imperceptibly

wanker-Jim | Jun 30, 2025
As this happens, this nearly freaks me out. I don’t really want to, but Eve seems to really want me to pee in her mouth. I struggle a litt;e, but soon I am peeing in this beautifyl young woman’s mouth. As it starts to get full, I interuct my pee stream, to let her dwallow. I’m stillkind if freaked out as I watch her.

nervousken | Jun 30, 2025
She struggles to swallow, her eyes water.. but watching her throat... her chest as she swallows is so sexy. The first mouthful swallowed, her mouth is open wide and her tongue is out to serve as a cushion to rest your cock on.

wanker-Jim | Jun 30, 2025
This woman is mazing, I think as starting my second stream of pee is easier than the first time was. AWee, she told me that she was kinky, so I guess I should EXPECY more enexpected things beung with her. As I look down at Eve, and she still looks as hot as ever, as I stop peeingm to let her swallow again. Watching Eve, I start thinking about the kinky things I’ve done th pasy couple fays. Yje one that sticks in my brain at this moment is last night, licking my cum off of Tara’s ass. Hmm even like Eve havinf handcuffs onm my cock was locked up too. … My bladder is empty on my third stram, and I look down at this sexy lady, as my cock dribbles the last of my pee into her mouth.

nervousken | Jun 30, 2025
Eve licks your cock clean before you tuck it back intonyour shorts. She takes a deep breath and then looks up at you with a look of deep satisfaction. "Thank you... that was more difficult than I had expected but also... it makes me feel so much closer to you... so submissive... it's incredible" She smiles "Please, go enjoy your sister. I will clean up and come in after I hear her orgasm a few times"

wanker-Jim | Jun 30, 2025
I help Eve stand and I give her a hug and a kiss on her forehead “You are a little on the kinky side aren’t you?” I laugh and kiss her forehead again. I love you, Evve, or at least I love being your boyfriend, andI am so thrilled that you are my girlfriend,Eve. Thank you for understanding umm about Anne and me. … Should I unhandcuff you so you can shower? Or should I ask Tara or Christi to help you? I would help. ? I smile ?But Anne is waiting for me.” I give Eve another kiss on her forehead. So, I go to out parent’s bedroom, I figure that Anne is already in there, afyer my brief delay with Eve.

nervousken | Jun 30, 2025
Anne is waiting for you, sitting in a chair next to the bed. She is in a black silk and white lace lingerie set with robe. She sees you walk in and amiles. She stands up and you notoce she is in high heels and thigh highs, too. Her haor and make up are done almost like she is going on a hot date. She wraps her arms around your neck and kisses you. "Making me wait... how deliciously evil. I have been on edge wondering what you wanted..." She smiles and places your hand on her ass. "Don't be shy, I want this to be perfect for you"

wanker-Jim | Jun 30, 2025
When we meet together, I hig and kiss my sister. You are pretty perfect, Anne, and you look wonderful. I’m sorry it took so long, I ran into Eve on the way. Since you had mentioned having a threeway with her, I invitrd her to come here later, afteryou and I had a chance to be alone together.” I hold Anne’s habd, and walk over to the bed. “I didn’t know that you were going to dress up so much, bit you do really look hot.” I look upand smile at my suster, waiting for her to sit beside me.

nervousken | Jun 30, 2025
"Do you want to take pictures or make videos? You have my permission to do both"

nervousken | Jun 30, 2025
"Do you wqnt to take my picture or make videos? You have my permission to do both!"

wanker-Jim | Jun 30, 2025
I look at my sister wide eyed in surprise, “Wow Anne, that os wold. I never thought we/d do something like that. Umm doyou want a video to remember tonight? U dudn’t bring my phone or anything? Umm umm Maybe we ciyld ask one of the ladies to run the camera?” My little suster is way kinkier than I expected too.

nervousken | Jul 1, 2025
Anne calls them and soon Christi and Tara are wearing thigh high stockimgs, high heels and each holding a camera, ready to film. "James, are you ready?"

wanker-Jim | Jul 1, 2025
T I look at my sister, almost in disbelief, “Really? You’d like … allow video or pictures of us having sex? Wow, you are a kinky lady, too. Umm umm I didn’t bring my phone here or anything, should I go get it?

wanker-Jim | Jul 1, 2025
T I look at my sister, almost in disbelief, “Really? You’d like … allow video or pictures of us having sex? Wow, you are a kinky lady, too. Umm umm I didn’t bring my phone here or anything, should I go get it?

nervousken | Jul 1, 2025
Anne calls them in and soon Tara and Christi are holding cameras wearinh skimpy lingeries and high heels. "Are you ready?" Anne asks. I want to remember this forever!"

nervousken | Jul 1, 2025
.

wanker-Jim | Jul 1, 2025
I get a little more nervous, and excited. I’ve never had sex before, and here I am with my sister and an audience. Then I remember Eve, so I loudly gay, Eve, you might as well come in here with us, too.” Then I give Anne a hug anf a kiss and I whisper to her, “You’re SURE that you want to do this like this?, sweetie”? Then I kiss her on her cheek.

nervousken | Jul 1, 2025
Eve comes in, wearing an identical putfit to Anne's. "How do you wqnt to do this...?" Eve asks. "If you like, Christi can give us directions. She enjoys being bossy" Anne chuckles as she gently brushes the hair away from Eve's fave and kisses her deeply and passionately.

wanker-Jim | Jul 1, 2025
Now I am totally confused, I not sure of anything that’s happening. SoI ask to the groups of ladies, mostly ro Anne, “What … What is going on? I know that I haven’t done this before, but this isn’t at all what I expected.” I laugh, because I know that sounded dumb. ?J can see that you all put a lot of time and effert for this, and I DO really appreciate it. But honestly I don’t knowwhat is going on here.” Then I turn to Christi and half- jokingly say, “Maybe I DO need directions.”

nervousken | Jul 1, 2025
"James, reach over and pull bothnof them tonyou and kiss each one in turn. Ladies, reqch down and play with his cock. Stroke it gently and massage his balls" Christi says quietly as her and Tara film from different angles. "Perfect... now, Anne, push Eve to her knees while you kiss James. Eve, kiss it... now lick.. perfect, can you deep throat him? James, don't thrust into her mouth... perfect"

wanker-Jim | Jul 1, 2025
This seems almost like a ritual, or a ceremony that the ladies have r2oformed this before. Christi must be the most familiar with it, or else it’s just because she likes to be bossy. Eve is doung a wonderful job of getting my cock so hard, and I am so glad that my new girlfriend id taking such an active role in this tonight. The thoughts of f9nally having sex with Anne, and us both being virgins gets me so excited. Eve doing her magic to my cock gets my erection so hard, as I squirm un front of Tara and Christi.

nervousken | Jul 1, 2025
Anne lays back on the bed and Eve climbs onto the bed between her legs. Eve's ass and pussy are perfectly on display as she gemtly pulls Anne's panties aside and licks her pussy. She reaches back between her legs and plays with her pussy over her panties as you watch. "James, get in there and eat Eve's pussy" Christi says

wanker-Jim | Jul 1, 2025
At first I am a little startled by Christi’s command. It’s not that I wasn’t wanting to lick Eve this way, I just didn’t know that I’d be expected to be invp;ved this way. Islide my head between Eve’s legs, with my legs hanging off the bed. I position my mouth to Eve’s wet pussy, am I am so horny, I eagerly licj her sexy pussy. Almost instintuvely my hands grab at both of Eve’s firm butt cheeks,and I moan gently as I pressnmy mouth tighter into her pussy. I feel my haed cock begin to throb as I sence Eve is getting close to orgasm.

nervousken | Jul 2, 2025
As Eve comes, she rolls off of Anne, then kisses you. "Thank you, Baby. I didn't make Anne cum because I know you noth wanted her first orgasm of this to be from you." She lays off to the side and watches as you look up at Anne and place your face between her welcoming thighs.

wanker-Jim | Jul 2, 2025
I slowly lick upand down on her oussy lios with my wet tongue, teasingly, then I slidemy tongue into her wanting pussy. Knowing that Eve already has her close to orgasm, I stimulate my sister’s clit with my tongue. Feel Ane’s hands rest on the back of my head unites us even mpre. As I feel Anne’s body quivering, I hold her hips in my Hnds as I feel her body convoles into orgasm.

nervousken | Jul 2, 2025
Anne gently pulls on your hair, teying to get you to slide up her body and kiss her... Everyone is silently watching.

wanker-Jim | Jul 2, 2025
I raise my head, at Anne’s prompting. I gently start kissing her stomach and chestas I crawl up her body. My cock is so stiff and aching for her as I am poised above my sister’s body. I lower my head and I kiss her deeply, as I feel hand guiding my cock to her welcoming oussy.

nervousken | Jul 2, 2025
Anne positions your cock at her pussy, then gently rests her hands on your hips. "Take me, James..." she whispers between kisses. "Make me yours"

wanker-Jim | Jul 2, 2025
I gasp when my cock head actually feels her warm moist pussy. Imoan lightly as I push my cock in, all the way deep into her . I soon get into a rhythm sliding my cock into her. This feels so wonderful with my sister’s warm wet pussy wrapped around my cock. I feel so good, Iwish this could go on all night. Then I feel Anne’s fingernails press sharply into my ass. I thust hard into her pussy, deeply, as our bodies slam togrther. Shocked and alarmed, O look down at my sister’s face, yo see if dhe is okay.

nervousken | Jul 2, 2025
Anne moans in pleasure, you feel her pussy get warmer and wetter as you go. "Fuck me harder"

wanker-Jim | Jul 2, 2025
Hply shit, is this real? I reposition myself to get betterleverage,and I thrust my cock into her pusyy again and again. What bgan as what I thought was romantic sex has now turned into animal lust, as I fuck my sister’s oussy hard. I moan as our bodies collide and we both want each other more. As my my cock tries to go deeper into her with every thrust, I moan louder. The desire on Anne’sface and the lust in her moans keep me driving my cock into her hard. The pressure in my balls becomes unbearable, and I have a tremendous orgasm deep in my sister’s pussy.

nervousken | Jul 2, 2025
Anne jumps up after you cum and immediately wraps her mouth on yoir cock, sucking and licking to keep youbhard

wanker-Jim | Jul 2, 2025
“Ohhh Anne, Fuck” l I moan loudly, as she stimulates my sensitive cock. I place my hands on her shoulders, but I don’t push her away. I am nearly trembling as I watch Anne. In a shaky voice I half way moan”Oh shit, Sweetie, you drive me crazy.” Idon’t stop her, I don’t want to stop her … bit U din;t know what my sister is aoing to me. DOES Does she want to fuck again already? Didn’t I make HER cum?

nervousken | Jul 2, 2025
She keeps you hard as she pushes you onto your back. She climbs on you and rides your cock. This time, she is wildly gyrating and screaming lpudly

wanker-Jim | Jul 2, 2025
I reach up and place my hands on Anne’s sides, to help her maineain her balance. Fuck I neverimagined that my little sister would be THIS wild. I watch her pretty dace and her sexy little tit bounce and sway, as Anne goes crazy on my cock. I try to thrust my cock up into her pussy in rhythm with her body. This is the sexiest thing I have ever seen or felt. I want so badly to cum in my sister’s pussy again.

nervousken | Jul 2, 2025
Eve straddles your face and rides your face to orgasm as Anne orgasms on your cock

wanker-Jim | Jul 3, 2025
Eve having her orgasm on my face really turns me on. Then feeling Anne having her orgasm on my cock totally sets me off. I thust my hips up onto Anne, and I cum deep in my sister’spussy ahain. I’m shaking from so much excitement as I lick Eve’s pussy and inner thighs clean/ exhausted and still extremely excited, I lay my head back down on my parents bed.

nervousken | Jul 3, 2025
Eve geta up, Anne leans down and kisses you, tasting Eve on your face... "James, can I sit on your face while Eve fucks you?"

wanker-Jim | Jul 3, 2025
“but Anne I ,,,” I am very aware thant I just came in my sister twice. And watching Eve in tipoff me would be fun to see. But after what Anne and all of the ladies are diubg for me this weekend, U answer my sister. “Yes Anne, it would be very hotif you want to sit on my face,” U lean up and I kiss my sister again.

nervousken | Jul 4, 2025
Eve slides down onto you cock and grinds while Anne positions herself on your face. You lick her as Eve fucks your cock

wanker-Jim | Jul 4, 2025
I moan when I feel Eve’s warm wet pussy slide sown on my cock. At almost the same moment am]nne’s pussy touches my lips. I lick the cum and juices that are leKINGFROM ,Y SISTER’S PUSSY FIRST. Then when my rongue slides into her, I feel and taste my spetm mixed with her pussy juice as they flow into my mouth. I hear Tara right by my ear telling Anne to raise up a little, sp sshe can get a better shot. Oh god, Tahis is going on the video too. Eve makes it harde rfor me to swallow Anne’s and my cum, by bouncing hard on my cock. I feel almost overwhelm by all of this sex, as I Ffirmly grab my sister’s ass cheeks. But I am loving every second of this amazing night, as I lick my cu, from my wonderful sister;s just fucked pussy Ming new girlfriend is riding my cock, hard.

nervousken | Jul 4, 2025
Anne lifts up so she is just an inch out of your tongues reach and you watch herpussy twitch for a few seconds before you see a large blob of thick, white sperm start to come out

wanker-Jim | Jul 4, 2025
Oh shit, I am astonished at the amount of cum, and at how much control Anne hss of her pussy. Quickly I open my mouth wide open and stick out my tongue to guide the sperm into my mouth. Someone has a gentle grasp of my hair tp encoursge me not tomove my head, which I do not resist. As the sperm slides down my tongue and coats my mouth I quickly swallow, not sure how much more is coming. Whqb she releases my Hirm I raise my head to lick the last few drops of sperm fron ny sister’s pussy. Anne then lowers back down to my lips, so I can ;ick piy her pussy. Just then I feel Eve drind her pussy grinf fown hard on my cock as she starts to moan louder. Then I hear Tara whisoer in my ear, in a sexy, turned on voice“Yes, that is perfect.” Then I bury my tongue into my sister’s amazing pussy again.

nervousken | Jul 4, 2025
"fuuuuuck" you hear Christi whisper. "That was the sexiest thing I have seen in my life"

wanker-Jim | Jul 4, 2025
Eve Iis riding my cock extraordinarily , making me feel greater than I could even imagine she could. Although extremely embarrassed at how willingly I took my sperm in my mouth from my sister;s pussy, I look up at Anne and Ialmost laugh, when I hear Christi’s reaction. I try to focis on my sister’s pussy, and to tongue her orgasm again. I feel that Anne’a pussy is much more receptive and active than the other times that I licked it.

nervousken | Jul 5, 2025
As Anne and Eve cum on your face and cock... you realize they are KISSING. Making pit passionatwly as they share your body!

wanker-Jim | Jul 5, 2025
WOW This is almost like the porn sites … I think. We are all getting twice the sex. Being pretty sure that I have licked most of my sper, from her pussy now, I am more passionate about bringing mysister pleasure. I moan as I also thust my hips up to meet Eve as she comes down on my cock, fucking her very hard. This is wild. As I startfeeling My sister’s pussy start to quiver in orgasm, my cock erupts in orgasm in my girlfriend’s hotlittle pussy, too. … Oh FUCK, this is so great. I wish we could do this every night … I think.

nervousken | Jul 6, 2025
After a few more position changes, the three of you lay exhausted in bed. You in the middle, Anne and Eve rest their sweaty heads on your chest. "Are you satisfied, James?" Anne asks quietly

wanker-Jim | Jul 6, 2025
“Oh god, YES,” I reply. I hug both ladies gently and I kiss Anne and Eve on the top of her head.” You two … You two are perfect. I couldn’t have dreamed of a more wonderful night. I love you both so much . … My amazing sister,” i kiss Ane on her head again. “And my amazing girlfriend.” I kiss Eve on her head. Then I raise my head up and look around to see if Tara and Christi are still here, or if they had left.

nervousken | Jul 6, 2025
Tara and Christi are laying on the pillow and blanket bwd on the floor making out.

wanker-Jim | Jul 6, 2025
I smile, then chuckle seeing them keeping each other happy. Tonorrow nught I will be qurg rgiaw two, I think? Tara and Christi could be really hot, but I don’t think they could outdo Anne and Eve. Rhen I wonder our loud, “ Are Beth and Amy going to come back here tomorrow?” And then I add, “I know they aren’t interested in being sex slaves or anything, but it could be fun with them here, at least during the day.”

nervousken | Jul 6, 2025
The next morning, you wake upbto make breakfast for you and the five beauties still asleep. Christi is the first to get up. She walksnout wearing a slik nightie "I found this in your mother's lingerie drawer" she explains as youbpourbher coffee. "Jimmy, I never got a chance to talk to you about Jeff yesterday. I'm sorry, I know all of that was a huge shock." sheblooks down at her coffee "Thank you for being so cool about it. Do you have any queations or anything?"

wanker-Jim | Jul 6, 2025
“Well, it’s just that he knew that was humiliating and I was very uncomfortable sucking his cock. But what really pissed me pff was that he forced my head down when he came in my mouth. That was more than I was willing to do. And of couse you had your strap-on fucking my ass, so I couldn’t get away.” I blush, but I smile a little, thinking what a sight that must have been. “But it’s okay Christi, I’m pretty much over it mow. I guess everybody was turned on, except me. I really am sorry I reacted that way, Christi.” I look down look up and down her body again, You look really hot in that nightie, Christi.” … Then before I return to maling breakfast, I softly ask her, “Umm Christi? Umm has Have you ever been spanked by Anne?” I twist and blush.

nervousken | Jul 7, 2025
"Well, here is an idea to think about. I can ask him to suck your dick and you can cum on his face or whatever... it's just an idea, don't even thibk about it right now." she trails off and looks down. "Spanked by Anne.... yes, once. At a party playing truthbor dare and I got a bent over her knee, skirt lifted up to show my pantoes spanking.... but to be honest, I much prefer GIVING the spankings"

wanker-Jim | Jul 7, 2025
“It’s okay, Christi. Anne said she likes spankingg women.” I reach over and rub her gutt through her nightie, since I am still cooking breakfast. “She warned me that she was going to spank me, because she had neverspanked a man before. She spanked me twice already, yesterday. It umm it wasn’t the worst thing in the world.” I blush. … Just as I finish preparing out breakfast, I askChristi, “So are Jeff amd Brth, and Amy coming backtoday? I know originally this was plammed for the who;e weekend. … I guess we should call the other ladies in, to eat now. … umm Christi, you look much hotter in that nightie than my Mom ever has.”

nervousken | Jul 7, 2025
"Do you check your mother out often? Maybe I should spank you while wearing Mommy's clothes to punish you for being such a naughty perv!"

wanker-Jim | Jul 7, 2025
I blush and I chuckle a bit nervously, “No, not really. I’ve just seen her in her nightie occasionally. I can’t help but notice, but I wouldn’t say that I’m checking my Mom out.”

nervousken | Jul 7, 2025
"We will explore this more later, you naughty boy." she teases. "Jeff, Beth and Amy will be here in about an hour. I'll go get the others while you set the table"

wanker-Jim | Jul 7, 2025
I admire Christi’s ass as she walks away. I see that she isn’t wearing panties, and I start to get a boner. I set the table and dish up the food and place it on the table. I start washing the pans I used for cooking this morning, and when the ladies come, I’ll join them at the table. Thinking about Beth and Amy coming back makes me smile, I don’t want them to miss out on the fun today. I’m not as happy about Jeff coming back, I’m not sure I even want HIM to give me a blowjob.

nervousken | Jul 7, 2025
All of the ladies are wearing lingerie as they sit at the table and they call you to join them. Tara asks you to stay standing so they can thank you for cooking breakfast. Instantly, your cock hardens, you are certain that they want to suck your cock. As Tara slides her mouth down your cock, Eve makes a suggestion. "Whoever makes you cum will be in charge of today's activities. You smile, knowing that if you can hold off and cum in Eve's mouth, today will be relaxing and sexy. Christi and Anne smile, knowing they can make your BJ crazy hot and take control. Even Tara hears Eve and immediately goes from a slow, sensual blowjob to an aggressive "GIVE ME YOUR CUM" style. After two minutes, Tara stops and Anne starts. Like Tara, she is sucking you off like she is possessed. After two minutes, it is Eve's turn and, surprisingly, her BJ is calm and loving. It's like she knew what your cock needed and you are close to cumming almost immediately. But time ran out and it was Christi's turn. Seeing Eve's technique and the beads of sweat on your forehead, she continues the slow, wprshipful blowjob for a short time before deep throating you and taking your balls into her mouth. The shock worked and you pumped a heavy load down Christi's throat. The girls cheered and you held onto Eve's chair as the blood slowly came back to your head. Christi smiled and kissed you on the cheek. "You will enjoy today, I promise. If not... you can punish me tonight"

wanker-Jim | Jul 7, 2025
What a wonderful way to start the day. Since everything is already set on the table, I take a seat next to Eve, and Christi ists next to me on my right. I am aware that I am the only one naked, but after yesterday I don’t really uncomfortable about it. The ladies are ralking and laughing as we eat, mostly discussing what they want to do today. Hearing their sexy ideas, it doesn’t take long before I am turned on again. Before we finivh eating, I feel Christi’s hand rub my thigh, and this gets my cocp fully erect. Then under the table Christi alarms me by grabs my cock very firmly, but not uncortably. I quickly look at Christi, but realizing the isn’t posing a threat I relax, and my eyes naturally lower and I wind up staring at her cleavage. Then Christi squeezes my cock a little harder, then she leans over and whispers tp me, “I see you have a habit of looking down your mother’s nighty.” You naughty, naughty boy. ”I blush and I laugh a little.

nervousken | Jul 7, 2025
After breakfast, Christi has everyone take showers amd get dressed. She insists that you shower and dress alone, telling you that she'll have your clothes laid out on your bed. When you get out of the shower, you find a pair of light grey slacks and black button down shirt on your bed. And a pair of bright red lacynpanties and the chastity cage. You sigh when you see the cage....

wanker-Jim | Jul 7, 2025
I am feeling kind of disappointed when I lock the chastity cage on my cock. I thought maybe we’d get to run around naked. The red panties didn’t surprise me a lot, they have had me dress like a girl all weekend. At leat I getto wear male clothes, so we must be going somewhere? So I have my shirt and pants on now . and I go to the living room to meet up with the ladies. … I figure Amy, Beth, and Jeff should be here, or will be soon. My mood jumps up as I wonder what fun we might have today. Christi … she xan be creative, so it could be an adventure today.

nervousken | Jul 7, 2025
The ladies all come out wearing sundresses. To your surprise, everyone one of them has a key on a necklace. Before you can think about what that means, the doorbell rings. Jeff has brought Beth and Amy with him. Jeff is dressed 'normally' but you know he is in a chastoty cage and probably in pantoes too. Beth and Amy are also in sundresses and Christi gives them each a key and necklace. As the girls talk among themselves, Jeff approaches you. "Hey" he says nervously, shufflng his feet and looking scared of how you may treat him. "Are we cool?"

wanker-Jim | Jul 7, 2025
“Yeah,” I I answer him. Then I explain, “I was just pissed off because you forced my head down on your cock when you came in my mouth. That’s fucked up,man. But it’s okay, I;m over it now.” Then I look at the ladies and smile, and I say to Heff, “These women are crazy, arem’t they?”

nervousken | Jul 7, 2025
"Yeah... especially Anne and Tara. Those two are kinky as fuck" Jeff smiles "But you don't need me to tell you about that" he jokes

wanker-Jim | Jul 7, 2025
“Christi has been the kinkiest this weekend,, I think.” I smile as I tell Jeff. Anne has been wild, and kind of kinky, and except for Thursday night, Tara seems kind of mellow, compared to many of the other ladies so far this weekend. ,,, Then to Jeff I ask hin, “Do you have any idea where we are going this morning? The ladies look like they ALL want to show off their chastity keyholder keys. I suppose you have your chastity cage locked on too?

nervousken | Jul 7, 2025
"I am locked until I make five guys cum in my mouth...." Jeff admits. "Insuppose I'll knowbhownyou felt yeaterday...." he says quietly

wanker-Jim | Jul 7, 2025
“You suppose you w?” I ask him. “You havn’t had that happen to you? Fuck, you have to remember, you this was the first time I’ve ever given a blowjob. I couldn’t even get away with Christi fucking me in my ass with her strap-on too. … ut I DID kind of ask her to do that. … Yesterday was a real wild day, and last night too.” I smile thinking about all the wild sex with my sister and my girlfriend.

nervousken | Jul 7, 2025
"Jim... will you tell me the truth... other than me being an asshole and holding your head and choking you... how was it?" Jeff asks quietly. "Please... no judgement"

wanker-Jim | Jul 7, 2025
I look ay Jeff in disbelief, “How was it? It was humiliating, it was scary, it was something that I never wanted to do. If the ladies hadn’t depended om ,e obeying for them, I never would have sucked your cock. … Why? How did you feel after you sucked your first cock?”

nervousken | Jul 8, 2025
"I was hoping it cpuld be you" he says. The look on his face is pure fear of your reaction

wanker-Jim | Jul 8, 2025
Stunned, I ask him, “You … You’ve never given a blowjob before? I thought you and Christy … I mean I thought Christi has had you in a chastity cage for months? And you haven’t u,, given ONE blowjob yet?” … Holy shit, how could I have sucked his cock so easily?

nervousken | Jul 8, 2025
"Jim... I have been begging her for permission, she just wouldn't let me.. until this weekend."

wanker-Jim | Jul 8, 2025
Unsure of what he is telling me I ask him, “Begging her for 0ermission to suck a cock? MY Cock? … Or for permission to be released from your chastity cage?”

nervousken | Jul 8, 2025
"Jim, are you OK with this?" he asks nervously

wanker-Jim | Jul 8, 2025
?I … I don’t know, man. CanI think it over? I’ll let you know later this weekend, this is so different to me. Umm Jeff, can I ask you … How long had it been since you were allowed to cum, before yesterday?”

nervousken | Jul 8, 2025
"Three months ago.... Christi forced me to cum over and over again until it hurt to cum."

wanker-Jim | Jul 8, 2025
My eyes widen when Jeff tells me this, “Oh, no wonder you were so desperate to cum yesterday. I understand now, but why did she choose ME to make you orgasm? … I … I know that Christi is fucking sexy. Umm she gave me a brief samole of what she can do. I umm I’m suppose to spend tonight with Christi and Tara, I thought you should know. … Umm I’ll think about the blowjob, I’ll let you know today, or tomorrow, okay?”

nervousken | Jul 8, 2025
"You will love being with Christi. She told me that you have been inside her pussy... How was it?"

wanker-Jim | Jul 8, 2025
Since HE asked, I smile at Jeff, and eagerly share what Iexperiancws with Christi. “Oh shit, it was amazing. Shehas so much muscle control, she is so strong. It umm it was like she had control of my cock. I mean, it was like we were fucking, while she was just sitting on my cock. She really likes taking complete control of your cock, doesn’t she? It is amazing how she is so powerful and has complete control, but she knows just how to make it geel so wonderful, doesn’t she? I can see how you fell so hard for her, Jeff. Christi is amasing. Her pissy grips my cock tighter and more skillfully than I ever can, I can ubderstnd why you give her so much control. She umm dhe even said that Ican call her, if I want her to do that with her pussy again/ I umm, I’m sure I will if it is okay with Eve … and you, Jeff. Christi is INCREDIBLY sexy, Nd her pussy is AMAZING, isn’t it?” I say to Jeff, enthusiastically and a little envious.

nervousken | Jul 8, 2025
"Once she learns what you really like.... it gets even better!" he says excitedly. "Just make sure she cums!"

wanker-Jim | Jul 8, 2025
I get more excited when Jeff encourages me to have sex with Christi. “Oh HELL YES, Jeff, I LOVE it when the woman cums. That’s almost as exciting as cumming myself. I’ll do everything I can to make Christi cum, I bet that could be incredible I umm YOU don’t mind if I have sex with your girlfriend, maybe even fuck her tonight?” I start squirming as we talk abiut Christi like this. “What does Christi really like? I mean what brings her to orgasm the most? Damn, I want to make her happy so much now, I can’t believe how fucking SEXY Christi us.” Suddenly I realize that this is Jeff’s girlfriend that we are talking about, and how he must grrl. … “i/sorry man, I know she is your girlfriend, and you areiin a chastity cage. … You really don’t mind me having sex with your girlfriend? And umm What IS the best way to make Christi really cum the most?”

nervousken | Jul 8, 2025
Jeff blushes. "She has me eat her pussy... like ALL THE TIME..."

wanker-Jim | Jul 8, 2025
I smile, :Okay, I love eating pussy … I think. I haven’t had a chance to lick many pussies, so far. But damn, I love feeling her orgasm when she cums. I bet it is really hot eating Christi’s pussy too, with her amazing muscle control.” I squirm harder, and I look over at the lasies to make sure none of them notice me squirm. “Fuck Jeff, I hope you don’t mind me getting so excited about being with your girlfriend tonight, I just didn’t realize how fucking sexy Christi is, until this weekend.”

nervousken | Jul 8, 2025
Christi comes over "Gentlemen, are you ready?" You both nod and Chrosti leads everyone out to the cars. Jeff drives three women and Jim drives the othet three. Christi directs you to a mini golf place. "OK, boys, the rules are simple. We will play teams. Jim and Jeff are team captains. Jeff will pick first. The prize... the winning team gets to take one key from the other team. The lady who is in last place gives her key to the other team" It was simple enough and there were no questions. Jeff picked Christi. Jim picked Eve. The teams wpund up Jeff, Christi, Anne and Amy vs Jim, Eve, Tara and Beth. Checking in, everyone was in really high spirits. On your first stroke on the first hole... you realized that the women were playing for real. Lining up your shot you were shocked to see Anne standing behind the hole, bent over with her dress hiked up.

wanker-Jim | Jul 8, 2025
At first I laughed when I saw Anne bent over, but damn, it was hard to focis and my putt was right of the whole and way too hard. I realized that this is more challenging than I expected. I putt out two strokes over par on the first hole .But, we have three very sexy secret weapons on our team too.

nervousken | Jul 8, 2025
After 18 holes, Jim's team wins and you collect the key from Amy. You sneak a kiss as you collect. Christi is smiling from ear to ear. "For the next contest... Another round of mini golf or something else?"

wanker-Jim | Jul 8, 2025
I gather our team together to decide what todo. Afterour mini meeting, I tell Christi, “We already beat your ass in mini golf, so we decided to beat you in something else.” I laughand I give Christi a little hug nd then tell her, “The mini golf was a lot of fun, but we want to see what else you might come up with next.”

nervousken | Jul 8, 2025
"Pool it is!" Christi says before walking inside. Christi explains this time we are doing pairs. Jeff and Eve vs Amy and Tara on one table, while you and Christ play Beth and Anne on the other table. When Jim or Jeff is eliminated, the other male can collect a key from one of the first teams that lost. Again, the ladies are very aggressive with flashing and distracting the men. However, both men win their forst round. Jeff and Eve do beat Jim and Christi. Jeff takes the key from Anne. Christi smiles. "Darts for the next game?" and you realize that Christi plans on playing games until all of the keys have been collected from the women

wanker-Jim | Jul 8, 2025
As Jeff and I each have a key I start to figure that the more keys I win, the better my chances of unlocking my chastity cage. Now I get more competitive, while still having great fun with the ladies at the same time. … Darts isn’t my best game though, so I hope I get a good teamates.

nervousken | Jul 9, 2025
Jeff, Tara, Eve and Amy against Jim, Anna, Beth and Christi. Jeff's team won easily and collects Beth's key. "Well, Jim. Half the keys are collected. How are you feeling? One of these keys unlocks you and the other Jeff... and four keys open nothing. Nobody knows which."

wanker-Jim | Jul 9, 2025
I try to be optimistic as I say, “Well hopefully Amy’s key unlocks my chastity cage since her’s is the only one that I’ve won so far.” I look at Amy and we smile at each other. “And I have three more chances to win more keys. I jist need to do better, despite all these destractions all around me.” I smile at Anne and Amy, since they seem to be trying to dpgtract me the most. Then Iask, “What happens afterward, if we do, or pf we do not win the key that unlocks our chastity cage?” … I’m hoping for a blowjobor something if I win the right key.

nervousken | Jul 9, 2025
Christi pouts "I meant the next game, SlaveJimmy, not what yournlittle pervert mind is fixated on" She looks around "I say we do minigolf again" everyone agrees and the teams are Jeff, Beth, Anne and Amy against Jim, Christi, Eve and Tara. The ladies are merciless with their dostraction.

wanker-Jim | Jul 9, 2025
Right from the start of the game Amy and Anne turn up their flirting and flashing game on me. Beth is damn good job, too. By the third hole I am squirming and I can’t focus, or putt straight. At one point Tara even flashes her sexy little tits at me, and she’s on MY team. … I’m having great fun, and I enjoy the wonderful show, but I think I’m going to hate to see what the final score is. And unfortunately, mini golf is the only game that I’ve won a key at, so far.

nervousken | Jul 9, 2025
At the end of the game, you win and go to collect... but none of the ladies on Jeff's team have keys. Christi smiles "You need to pick teams better, Jim" As a consolation prize, Anne removes her bra and panties and agrees to wear her aundress wothout underwear until you get home.. The next game is another round of mini golf. This time, you team up with Anne, Christi and Tara so both men have a chance of winning a key

wanker-Jim | Jul 9, 2025
Dammit, I think. The ladies on our team come through and won for me, but because of poor selecti ons by me, I still didn’t get another key. Christi is a sweetheart for going without her underwear for me. Christi sundress isn’t quite see-through, but you can see every shape of her body, you can easily see her niooles poking out, and how shapely her ass is. The three ladies on Jeff’s team put on quite a show. Eve is especially noticable each time I line up to pitt. On top of that I have Christi’s body showing through, and I keep peaking up in case Tara flashes her tits again, or if Anne does too. How am I suppose to concentrate at all when I am so damn horny? These ladies are all so much fun as we laugh and flirt through the whole game. But again, my putting suffered in this game. I hope my team can win this challenge again for me.

nervousken | Jul 9, 2025
Just as you are about to sink the winning putt, you overhear Jeff and Christi talking. "Jeff, even if you win your key, you aren't getting unlocked. You should know better than to ask" You force your mind to clear before taking the shot. You try to ignore Eve and Amy making out...

wanker-Jim | Jul 9, 2025
I kind of feel sorry for Jeff, but Christi keeping his chastity cage reassures me that I won’t have to suck Hiscock again. Then I line up my putt with more confidence, and I take a deep breath and let it out. Don’t putt and run past the hole, I tell myself, if it comes up short at least I have an easier putt for a tie. I pull my putter back solely and stroke the ball. It feelslike I putted it short, but I let out a sigh of relief, as I watch the ball fall into the hole. Anne and Tara ruch over to celebrate our vicrtory with me. I hug and give them both a big kiss on the mouth. Then I realize that this is the first time that this is the first time that I have kissed my sister so passionately like this in public.

nervousken | Jul 9, 2025
Eve walks up and kisses you. "Do you want my key... or my underwear?" she asks with a mischevious smile and holds her dress just right to show her white lace covered breasts

wanker-Jim | Jul 9, 2025
“Mmm I can’t have both, Honey?” I ask her as Isquirm. “Damn, Baby, you drive me crazy. Where would I put your underwear?: I ask and chuckle nervously, so turned on by my wonderful girlfriend. Thinking about how hot Christi looks in just her sundress, I ask Eve, “And you’ll go without your underwear for the rest of the day? … How long would I be in this chastity cage, if I don’t get the right key?” I kiss Eveagain, and rub her ass as Ihug her.

nervousken | Jul 9, 2025
Eve kisses you back, deep woth tongue. "That, my dear, is aomething youbwill have to find out.... I am a little wprried about how see through this dress might be. I am pretty sure my bushbwill be visible. I know my nipples will be"

wanker-Jim | Jul 9, 2025
“Ohhh Honey,” I half-way moan. “You turn me on SO focking much. You are so sexy, Baby, you have nothing toworry about. If anybody notices, they will just admire you for how confident you are. …. But I have to have this chastity cage off tonight, Baby, Tara and Christi are my sex slaves, and I hope that YOU are again too. If you promise me that I won’t be in thid chastity cage tonight, I’ll let you keep the key.” I smile at Eve, and give her a long, soft kiss.

nervousken | Jul 9, 2025
Eve reaches down, lifts the hem of her dress and playfully pulls on the sode of her panties, her entire thigh exposed to you and everyone. In her other hand, thw key. "Pick one or lose them both" she teased. "You have five seconds... four.... three...."

wanker-Jim | Jul 9, 2025
I quickly step in front of Eve and I huf her close, her body pressed against mine. I kiss her softly and passionately, stopping her from counting. But by now, I know I have no choice as I reach down and take her panties in my hand. And I softly whisper to her, “Oh god, I love you so much Eve, you drive my crazy, Baby. Why do you do these things to me?”

nervousken | Jul 10, 2025
Eve smiles and first slips her panties off, then her bra... all in full publoc voew. "Pool anyone?" Christi asks.

wanker-Jim | Jul 10, 2025
Standing in front of Eve I smile at her, while holding her bra and oanties n my hands. “Fuck, you are so sexy, Baby. Now what am I suppose to do with these?” I ask still holding her bra. and starting to put her panties in my pocket.” … “I’m, in a minute, Christi

nervousken | Jul 10, 2025
Eve laughs, she has such a beautiful laugh.. "Baby, you should have tjoight of that befpre you took my underwear" At the pool table, Christi takes you and Jeff aside. "Gentlemen, there are three keys left. I will play against Jim and Eve will play against Jeff. If the guy wins, he gets the key AND he can finger the other guy's girlfriend. And yes... you can both win"

wanker-Jim | Jul 10, 2025
I have Eve’s panties in one pocket and her bra in my other front pocket, as I rack the balls for my game against Christi. I think I got the tougher opponent, but I don’t make the rules, but I DO have more incentive to win. Jeff knows he doesn’t get his chastity cage off anyway. Both of the ladies not wearing underwear makes the game hotter for all. Even though their dress aren’t as see through as out in the sun, I can’t forget that Christi is naked except for her thin dress, and her nipples keep reminding me of that.Christi goes on a run sinking three balls, then I make two to shrink her lead.

nervousken | Jul 10, 2025
Christi decides to make it more interesting. "Jim, if you win AND you get unlocked tonight, you can fuck me in the ass" she says after you take a shot. Hearing that caused Jeff to wildly miss his shot. Seeing this, you are reminded to completelynignore Jeff and Eve's game. Anne come up and whispers in your ear "You can tease Christi, too" she says helpfully as Christi starts to line up her next shoy

wanker-Jim | Jul 10, 2025
Knowing that Anne is on MY side gives me great encouragement. And despirately wanting to fuck Christi AND Tara tonight Icome up with a plan. As a destraction, and maybe a little bribe, I tell cbefore she takes her next shot, I whisper to Christi, “Hell Chrisii, if I win and Iget the key and unlock my chastity cage, I’ll lrtyou frip my cum from your pussy into my mout h, like Anne did last night.” ,Iblush, and then I add “One time.”

nervousken | Jul 10, 2025
Christi sinks the shot with ease. "You would do that anyways, Jim." She walks over to line up the next shot. "Make me a real offer..."

wanker-Jim | Jul 10, 2025
I blush and squirm at the idea that Christi EXPECTED me to do that for HER tonight, too. Before her next shot I tell her, “If I don’t have a chastity cage on tonight, zi’ll lick your pessy for at least anhour … if my mouth and tongue will last that long, Christi.” I tell her from half across the table,andI realize everyone, including Jeffcould hear. Then I look over at Jeff and Eve’s pool table, to see how either of them might react.

nervousken | Jul 10, 2025
Jeff smiles and gives you a thumbs up. Eve is focused on the game. Christi misses her shot and smiles. She walks upnto you, smiles and kisses you, then shebslides a finger into your mouth. "That finger was in my pussy while we kissed" she teased

wanker-Jim | Jul 10, 2025
F I squirm as I suck on and lick Christi’s finger . “Mmm … now how am I going to be able to concentrate enough to make a shot?” I laugh. I look over and smile at my sister, for giving me such good advise. Eventhough she is my opponent, I give Christi a kiss. Then I step up to the pool table, now I have to make a few shots. …And with Eve taking her game serious, I might get a chance to win her key too. Even if I might need to make a deal with her, too.

nervousken | Jul 10, 2025
Eve does beat Jeff and after several more turns, you manage to barely beat Christi.

wanker-Jim | Jul 10, 2025
I am happy that Eve won her poo; game, and I goover to congratulate her while Christi and I are still playing our game. “Congratulations, Haney. Is there anything that you don’t doso good? And you are so damn sexy too.” I give her a kiss. I am aldo glad that I might have a chance of winning Eve’s key, again, too. Then after our game, I give Christi a hug and a kiss, as she gives me her key. I whisper to Christi, “You probably would have beat me, if we didn’t have our deal, wouldn’t you?” And then I say, “Well Christi, it looks like BOTH of our deals are still alive. If I have the right key. So … what do you have planned for us next, Christi?” When everyone is gathering to see what Christi wants to do now, I go over to Anne. … “Thank you Anne, for giving me the idea, to help me win,” And zi give my sister a long, grown-up kiss on her mouth.

nervousken | Jul 10, 2025
"Two more keys" Christi says.... "Tara and Eve. What game wpuld uou like yo play next?"

wanker-Jim | Jul 10, 2025
I smile and say, “We should play strip poker, now that Christi and Eve aren’t wearing underwear.” I laugh, “I even have a bra and an extra pair of panties from Eve, to help me win. … How abot playing sand volleyball?” I smile at Eve and Christi again.

nervousken | Jul 10, 2025
Christi thinks and then smiles. "You and Jim can play in yourboxers... Tara in her bra and panties.... Eve buck naked" Christi smiles at you

wanker-Jim | Jul 10, 2025
Christi with a big smile, is she the only one that knows I’m wearing her little red panties? And Jeff id in boxers? “I umm umm were are we going to play, Christi?” I ask. I blush and I’m so embarrassed before Ieven take my shirt and pants off. It terrifies me, but seeing Christi’s smile … It kind of turns me on that Christi wants me running around in hust my little red psnties,for her. And my chastity cage will obvious in these tight, red girly apnties, too.

nervousken | Jul 10, 2025
"Jim... I am joking!" she says, stopping you.

wanker-Jim | Jul 10, 2025
Blushing, I look into Christi’s eyes and I am stunned that I was almost willing to do rhat for her. I laugh a little and tell her, “Oh thank you, because you know I’m wearing your panties, not boxers.” I blush, now that all the ladies know. Then I ask Christi, “What will we play next then?” Eve is standing next to me so I look at her key, then I find myself staring down her sundress.

nervousken | Jul 12, 2025
Anne comes back "The shop next door has bathing suits. I picked up bikinis and trunks for the guys" and hands them out. Eve slips her bikini on under her sundress, Tara does the same, only slipping off her lingeroe forst. Jeff smiles at you and slips his pants/panties down and quickly pulls his shorts up, then takes off his shirt.

wanker-Jim | Jul 12, 2025
“Oh shit, we can’t even go to the restroom to change?” I ask. With everybody else already changed, I knew the answer was NO. Ifelt brave talking about playing in my panties, but this is real. I stumble getting out of my pants, but I catch myself, then step into the trucks that Anne bought and quickly pull them on. I put my red panties in my pants pocket with Eve’spanties. I take a deep breath of relief after that is over, and I takeoff my sjirt. I admire how sexy BOTH Tara and Eve look and I say, “Okay it looks like we are all ready, so who decides the teams?” I look at Christi, since she is in charge today. … I am a little taller than Jeff, so I figure Ihave a but of an advantage.

nervousken | Jul 12, 2025
"You and Eve vs Tara and Jeff" Over at the beach volleyball courts, there are a lot more people, so there wont be nearly as much flashing

wanker-Jim | Jul 12, 2025
I smile and give Eve a kiss, since we are on the same team. As we get on the volleyball court I look across the net as Tara, she is a distracionto me, without even trying. But I also have mysecret weapon in Eve, she is a great distraction too. As we start the game my competitive spirit kicks in, and the incentive of winning another key, from Tara, is very much on my mind too.

nervousken | Jul 12, 2025
It doesn't take long before Tara walks to the net, kisses you and you collect her key. During the game, the other ladies had gone and changed into bikinis as well. Chrosti come up, her insanely toned body and bikini drawong all of the attention. "One more game for the last key?"

wanker-Jim | Jul 12, 2025
Seeing Tara and kissing her just gets me horny. then I kiss Eve for teaming up with me for our victory. Wnen I see all these beautiful ladies, now I’m horny as hell. The one that keeps drawing my eyes to her though, is Christi. I smile frommy victory and my view of the lovely ladies, so I askher, “Okay Christi, what will we do now?”

nervousken | Jul 13, 2025
"Well, since Eve's key is the only one left, we'll let her decide" Christi says. Eve thinks for a moment and realizes how easily you beat Jeff in volleyball... "Another game of volleyball wpuld be great" everyone nods. "Jeff, Jim, sit down and have a drink. We're going to play a game to decide who plays in the final game... plus, I know you two pervs will really enjoy the show" Beth plays Anne first, going to six points and changing sides ofbthe court after three so you get a full view of each player. Anne won. Next was Christi and Tara. As muxh as you lust after Tara, you couldn't keep your eyes off of Chrosti's body as she defeated Tara easily. Finally, Eve and Amy. They actually wound up in a tie. "OK, we have two winners, two losers and two tied..." Christi looks around "Damn, there are just too mNy people here to have any fun... I really want to tie Eve abd Amy to tge posts to celebrate their tie..." Everyone chuckled "Anne and I will join Jim and Jeff for the final round" Anne came ip and kissed your cheek and Christ kissed Jeff before going out to the court. Playing to fifteen points, it was clear that while Jeff isn't as good of a player as you and Christi is defijitely shprter, her athleticiam put you at a significant dosadvantage. Plus, even without trying to tease, that body of hers as she jumped to block or dove for a save was just insane. It was a close game, but Chrosti and Jeff won. Abne was ipset ahe coukdbt win for you

wanker-Jim | Jul 13, 2025
Seeing how Anne is so upset breaks my heart. I go to her right after the game and give her a hug, “It’s okay, Sweetie, we trued oyr best.” Then I kiss my sister cheek, and another kiss on her mouth. “I have three keys, maybe one of them is my MAGIC key.” I smile as I look into her eyes. “If not, maybe I’ll have another chace to unlock it when we get home?” Then Anne and I go to congratulate Jeff and Christi, and I hug Eve, too, after she gives the key to Jeff.

nervousken | Jul 13, 2025
Christi smiles and takes the keys from Jeff and teases "These won't donyou anygood anyways" Jeff chuckles and jokes "I was going to offer a wager to Jim. All or none, one game." Christi's eyes light up. "Intereating.." she says, clearly verybpleased with Jeff. "Jim, would you be interested in a wager likebthat? If you win, you get all the keys. If you lose, none of them? Do you trust yourself to win it all?"

wanker-Jim | Jul 13, 2025
I chuckle and shake my head slowly, while Christi holds the keys. “That depends area few things, Christi. How long would I have my chastity cage locked, if I lose? What kind of competition would it be? Would it be me vs. Heff or teams? … Can I chrat to win? I smile. .. Besides, what if I have the right key now? Besides it sounds like Jeff has NOTHING to really lose, but I DO.” And then to get a little more leverage I remind her, “Qnd Christi, when we were playing pool, I said that I would lick your pussy for an hour if I won the key AND my chastity cage was unlocked tonight. Everybody heard me say that.”

nervousken | Jul 13, 2025
"So, that is a no" Chrosti says. "It's OK"

wanker-Jim | Jul 13, 2025
“I don’t know.” I say half laughing. It depends on your answers. … And Christi, I’ll eat your pussy if you want me to. I don’t know if my tongue can go a full hour though, how about forty minutes, two times?” I smile at Christi, knowing that I never should have pressed the issue. … “As long as I don’t have to wear the chastity cage tonight, I think,I might do it.”

nervousken | Jul 14, 2025
The ladies are all pulling sundresses over their bikinis and you and Jeff pull on shirts. Then you head to the patio restaurant across the street to get some lunch. At lunch, the teasing is merciless, but absolutely wonderful. The ladies keep shifting so you and Jeff are constantly sotting next to new women who kiss and touch you. Somehow, they are all without their bikini bottoms and you have had your fingers inside every single.one of them throughoit the meal

wanker-Jim | Jul 14, 2025
I almost choke on my food a couple times from laughing, or being startled by something one of the ladies do. People at the restaurant must think Jeff and I are studs, having six beautiful ladies giving us so much attention. I squirm and laugh and kiss them as we try to eat. By the end of lunch, I am so horny and turned on, I can barely swallow my last bites of food. When I slide my chair back away from the table to get up, Christi quickly sits on my lap and starts shifting her hips.

nervousken | Jul 14, 2025
"Are you ready to find out if you have the key?" she teases as she pulls yourbhands up to feel her firm breasts

wanker-Jim | Jul 14, 2025
“Oh fuck yes Christi. I … YES.” As I looking into her eyes, I find it irresistible, and I lean forward ansd kiss her on her mouth. … “Umm Christi? Do I still get a chance to win the keys that Jeff has too?” Even with Christi on my lap I squirm hard, thinking about tonight … and the fun we can still have today. As I look beyond Christi, I notice Amy and Tara with big smiles as they watch us.

nervousken | Jul 14, 2025
Christ gets up and everyone heads to the cars. Christi directs you to drive to a secluded park.

wanker-Jim | Jul 14, 2025
I smile at Christi and I ask, “What are we doing here?” I figure we might play nude volleyball or something like that, like Christi had suggested before. As I park my car where Christi instructs me I ask, “Do the other ladies and Jeff know that we came here?” Knowing that this park is so secluded keeps me comfortable and relaxed as I sit with Christi and the other two ladies in my car.

nervousken | Jul 14, 2025
Everyone gets out of the cars and Christi smiles. "OK, James. Last chance. Donyou want to play all or none with the keys? You don't get any more information than whatbyou alteady have..."

wanker-Jim | Jul 14, 2025
I look at Christi, and I think, this is so FCKED UP. This is like being toldto signa contract, without reading anything in it. Then I think about Anne, and how close we came to winning the key and how she was so disappointed we didn’t win. I’m moredetermined than ever to not let Anne or myself down. … I look Christi in her eyes and I trust that she’ll be fair, so I tell her, “Okay, I’ll do it.” Then I immediately look at my sister, and at Eve.

nervousken | Jul 14, 2025
Christi smiles "OK, it's a relay race. Down this trail is a wooden bridge. Each team of one guy and two girls races from here to there and back. You run down there, take off all of your clothes and run back naked. Once everyone is back, the relay repeats, only getting dressed at the far end and running back clothed. Sound good?" Seeing the smiles, she continues. The teams are who has who's key. This means Jeff has Beth, Eve and Anne on his team. Jim, you have Tara, Christi and Amy. Each team selects the woman who will sit out on the other team. One of the excluded ladoes will be at the far end and the other will be here to make sure there isn't any cheating" Christi smiles at you. "Any questions or concerns?"

wanker-Jim | Jul 14, 2025
I smile and shake my head and ask Christi, “Why isit that the time that you’re on MY team, Yoou make a rule so that YOU don’t participate?” … Looking at my other team mates, Tara is pretty active and could be in good shape, and Amy looks very athletic, so they could both be good.

nervousken | Jul 14, 2025
"I am always on your team, Jimmy!" Christi teases. "Besides, how dobyou know they'll pick me to be excluded? I am curious, who would you exclide if you could choose from your team?"

wanker-Jim | Jul 14, 2025
“You are the most athletic woman here, nd you are a runner. so, yeah, they’d be foolish not to pick you to sit out. … Umm I don’t know right off hand who I might choose to exclude, but that isn’t my choice anyway, is it? But the only way that you wouldn’t be an advantage on either team is if you dogged it, to let Jeff win, and I don’t believe that you would do that. Why couldn’t all four people on each team compete in this race?”

nervousken | May 1, 2025
Thank you!