Why did I keep making bets like that, was the only thing I could think
of while in line. Why did I keep making bets I was destined to loose,
and then have outcomes like...well, this. I was standing in line to go
to a cosplay convention, and was in full costume, but of the wrong
gender. I was dressed up as one of those Vocaloids, with knee length
blue pigtails, A black skirt that was barely at my knees, a set of black
and blue boots that went up to my thighs, a sleeveless vest like shirt,
a weird belt thing, weird glove-like sleeves (that left my armpits and
upper arms open for the whole world to see), and all lipstick, nail
makeup, waxing, and skin lightener that went with it. In all honesty, I
think the most embarrassing part of this whole outfit was the blue
striped bra and panties as, why the bra couldn't be seen, all it would
take was walking up the stairs for anyone to see the panties, and my
secret. Unfortunately, the bet was that I had to wear this all day,
while attending certain events, and I honestly don't think that-
"Why hello there!" A voice almost sang from behind.
"Calmly" turning around, I saw a sight that made my heart instantly
drop: an ex-girlfriend. Not only that, but she had her two friends with
her, and all three of them were dressed in the same outfit as I was.
"I didn't know you were into this!" She exclaimed, as her two friends circled closely around me.
"I-" I tried to explain, before she shoved a finger near my mouth.
"Don't talk," One of her friends smiled, as I found myself cornered against a wall.
"You wouldn't want anyone to know what you are doing, right?" The other
friend asked, as she pulled something out from her purse.
"That's right," my ex nodded, as her free hand went under my skirt. "Unless...you want the world to see this."
Quickly, she grabbed my cock, and almost immediately chuckled.
"Wow, I'm glad I never did you," she laughed. "Something this small doesn't deserve to be used."
Not wanting anyone else to notice us, I simply held my voice in, as she
continued to tease both me, and my cock. Her friends weren't helping
much either, as they were also feeling under my skirt, and adding their
own comments. Looking back on it, I don't know if the people around us
didn't actually notice, as they weren't exactly talking quietly, but the
people around us did move slower. Eventually, I felt the pressure
build up from their continued assault on my cock, and I tried with all
my might to hold my orgasm in. It was futile, as their movements just
kept piling on and on, until I finally-
"Now," My ex smiled.
Immediately, all three of them had stopped touching my cock, the girl
behind me slipped on a cock cage, the other friend put a lock on it, and
my ex grabbed hold of my panties.
"Did you actually think we'd let you cum like a man?" My ex teased wickedly.
"It would have been an insult," the friend behind me agreed.
"Only real semen should stain a skirt like that," the other agreed.
"And besides," my ex continued, "we're just getting started."
"But-" I tried protesting.
"If you don't come with us," my ex ignored, "not only will we not unlock you, but, we'll also take your panties away!"
"What kind of perv dresses like a girl with no panties?" The behind friend quipped.
"The same perv who does it with a cock-cage!" The other answered.
"This is-" I again began.
"Only men are allowed to talk," my ex stated bluntly, as she began to
pull on my panties. "Now either nod your head and follow us, like a good
little girl, or these panties are finished."
Without any options, I meekly nodded, eliciting laughter from all three of them.
"Good girl!" my ex praised. "Now stay between us."
Quietly, I followed them, as they lead me on the most roundabout way
back to their room. The whole time, they didn't stop making fun of me,
even if we were going through thick crowds. Once or twice, she even
stopped to hit on another man, and, without fail, would always point me
out to them. The worst part was when we went through the yaoi section,
as not only did she reveal my secret to some random guy, but he also
agreed to come with them. I don't remember how long it took to get to
the room, but the moment we did, they began their work.
"We'll be right back," my ex smiled, as she and her friends went into the bathroom.
Before I could even ask her what she was doing, the man had me planted
firmly on my knees, as he whipped out his cock. It wasn't the first cock
I've seen, owing to the aforementioned bets, but it was definitely the
longest, at about a foot long. Without saying anything, the man had
opened my mouth, and shoved his cock in. Gagging, I tried getting him
out, but his grasp was too firm, not to mention, his dick was so clean.
And tasty...and smooth...and-
"I knew it!" My ex cheered, as she watched me work his cock. "I knew you weren't a man."
"Well, at least she seems happy," A friend shrugged.
"What kind of girl wouldn't be with a dick like that in her mouth?" The other asked
"No matter," my ex smiled, as she stuck a hand in my pussy, "she'll make a fine slut."
As my head bounced back against her crotch, I couldn't help but notice
that there seemed to be something...hard there. After a signal I had
missed, the man let me go, and I was turned around to face a blue
strapon of equal length to his dick. Mindlessly, I began working, on it,
as my ex simply chuckled, and petted me.
"You know," she smiled, as her other friends came in, equally armed, "we
were originally going to use these on a hapless girl in a cosplay like
ours but-oh wait, that's exactly what's happening."
Chuckling, laughing, and insulting me, I continued to pleasure the
girls' cocks. Slowly, and I'm still not sure how slowly, they managed to
get me onto all fours, while still sucking cock, and completely
oblivious to the world around me. So much so, in fact, that I completely
missed all the preparatory steps to the man penetrating my pussy. The
instant he entered me, I screamed in an orgasm, eliciting more laughter,
as my clit and pussy began to leak.
"She totally is a girl!" The friend on the right laughed.
"I wonder if she's taken cock like this all the time?" The one on the right asked.
"I'm sure she has," my ex said coyly. "I keep 'convincing' her friends
into making bets like, well, crossdressing, and, from what I've heard,
every time ends something like this."
"No way, really?" The right friend asked in disbelief.
"It's true," my ex nodded, as she she cradled my blank head in her crotch. "And tonight, I think we should just break her."
"What do you mean?" The friend on the left asked.
"Well, it's a three day convention," my ex explained, "and I have the
number of many guys and girls willing to do a slut like her, let's say,
about the whole length of the convention."
"That sounds awesome," the friend on the right smiled, as I screamed out another orgasm.
"Look at her," The left friend criticized. "She's already squirted twice, and none of us have even cum once."
"Well, we do have about two hours before anyone else said they could
come," my ex smiled, as the man pulled me onto him for his first (and my
third) orgasm. "Let's get started then."
There really wasn't any planning to what had happened. Earlier that
weekend, I had just felt this strange urge, so I decided to check online
for something different to do that was new. Of course, I had done parts
of this before, but most of them were separate in their operation. I
had never done anything sexual with anyone, though I had posed, and the
only time I had gone out as this was to see if I would be recognized.
Maybe that was what convinced me to except his offer, as I somehow felt
that I wouldn't be recognized by anyone locally.
So I had agreed to meet with a man at 8pm in a rather nice hotel nearby
for something new. Of course, I had to shave, clean up, do my makeup,
and (oddly enough) wear my dress there, but I did it anyway. Of course, I
had to take a cab, and I was oddly excited when I caught the trying to
stare up my outfit the whole ride. Though, I was in an ankle length
Black and Red Chinese Dress that had a slit up to my thighs, with 3"
black platform heels, a bunned up black wig with a red stripe in it, a
matching set of black stocking, panties, and bra, and a set of black,
silk gloves that practically reached to my shoulders. Humoring him a
little, I would occasionally recross my legs too fast for him to get any
good details, but slow enough to make him think he had a chance. He
must have liked my performance, as when we finally arrived at the hotel,
he simply said thank you and drove away.
More confident than ever, I went through the lobby (resulting in a fair
number of second looks) and quickly found myself at the right floor.
Granted, it was kind of hard to resist the urge of taking off the heels
during the trip, but I managed, and soon found myself at the room's
door. Cautiously, I raised my hand and, after a second of hesitation,
knocked at the door. Inside, I could have sworn that I heard several
voices talking in hushed terms, before finally opening the door.
"Hello," I smiled, recognizing the man who answered the door as the one from online, "how are you-"
Rather than let me finish my sentence, the man grabbed me by my arm,
pulled me in, fiddled with something in his free hand, then quickly
locked the door behind me.
"What was that-" I began, before getting a good look around the room.
At first, I couldn't believe what I was seeing, and had to blink in
order to confirm it's existence: his friends. Inside, the man had
invited over a good half dozen other men, who were all naked and
"patiently" waiting for me. Of course, my shock at them wasn't enough to
stop the man at the door from pushing me towards them, while still
feeling my ass.
"What are they here for?" I demanded, as I suddenly found myself f***ed to kneel on the floor.
Instantly, my face was surrounded by the six mens' cocks and, while none
of them tried to f***e me to suck on them or grab them, they were
masturbating inches away from my face. I honestly didn't know how to
react, seeing six dicks in my face, being jacked off by men who,
apparently, thought I was sexy, who were imagining their cum dripping on
my face at the minimum, and dripping out of me at the most, who all
wanted me to satisfy them, who's cocks were all so delicious looking.
Before I even knew what I was doing, I had the largest of the cocks in
my mouth, and was slowly working away at the two cocks at my farthest
left and right. In no time at all, I was slobbering, licking, sucking,
and rubbing all of their cocks as fast as I could, switching around
positions and partners seemingly at random. After a blissful eternity of
this, the first of the cocks (and also the shortest) came on my face,
and was quickly followed by the others.
Greedily lost in the moment, I dragged my right hand across the cum in
my face, and began directing it towards my mouth: savoring the taste,
and oblivious to the disappearance of one of the men. I only noticed his
return when I was suddenly lifted face down onto the bed, and had my
panties removed. Not even giving me a chance to look at him, I felt his
dick slide right up my ass-hole as one of his friends rested his cock in
front of me. Crying out at the loss of my virginity, my cries were
quickly turned to the muffled moans of pleasure as the man from before
entered my other hole and began pumping. Caught between two dicks, I
could do little more than to go along with them, slowly matching their
rhythm as my unwatched boi-clit began leaking.
Embarrassingly, I came before either one of the men did, staining the
front strip of my dress as they both pumped away, seemingly indifferent
to my plight. In fact, the man who took my boi-pussy were so indifferent
that they didn't even bother to wear a condom, a fact I found out soon
after my orgasm. I felt him give me one final thrust before a warm
feeling spread into my bowels, causing me to arch my back. As soon as he
had finished, he pulled out of me, and my boi-pussy was immediately
filled with another cock. The same thing went for my mouth pussy, with
both sides having the occasional variance of the man cumming outside,
them changing my position, or even attempting, and eventually
succeeding, at putting two dicks into one of my holes.This continued for
the whole night, an endless barrage of dicks and cum, continuing even
after I passed out.
Yeah, not one of my prouder things, but I did pass out at one time,
awakening to find that none of the men were left. Taking stock of the
room, I realized that, had I been a real girl, I would have been
pregnant, as the thick puddle of cum leaking out my ass and staining the
bed and my dress could attest. In fact, I had a hard time finding a
part of me that hadn't been stained in cum, as the thick globs in my
wig, on all my (now partially torn) undergarments, running my makeup,
and the white stains on my dress could attest. Just as I was leaving, I
realized that there was a DVD by the side of the bed reading "play me",
so I curiously put it in the room's DVD player.
What I was greeted with was the raw, unedited footage that the man at
the door had taken of the night, and a message telling me to do this
with them every weekend, least I wanted this footage to be online. Well,
they eventually posted it anyway, but I did at least find something
different to do.
Nervously, I knelt on the ground, and wait for Mistress to return. The
whole day, I had spent cleaning her house, wearing my maid outfit,
always making sure that everything on it was in order. It was difficult
to keep the white stockings and gloves clean, but I had managed to do
so, all while in 5" black heels, a lace-like maid outfit, and of course,
a plug, collar, and cage to keep me from playing early. So I had
finished my tasks, re applied my make-up, combed my short black, hair
and had been on my knees for almost an hour: all as instructed. As it
drew closer and closer to seven o'clock, I grew more and more anxious,
until finally, the door opened.
"Welcome home, mistress," I bowed, as she walked in.
"I can't believe he didn't want to come here," Mistress raged to
herself, as I continued bowing. "It's almost like he doesn't like me."
Without a word or glance, I remove Mistress' work heels as she continues
ranting on about another guy from the office who turned her down for a
date. When finished, she walked over to the living room, still not
acknowledging me, as I followed after her. In the living room, Mistress
plopped down in her chair, and continued ranting, as I fixed her a
drink.
"What kind of guy wouldn't want to be with me?" Mistress continued, as
she took off her office coat, and flung it across the room. "Heck, what
girl wouldn't want someone like me? I'm perfect at fucking anyone!"
Quietly, I handed Mistress her drink, picked up the coat, and returned
it to the closet in her room. When I came back, Mistress had calmed down
some, and was simply holding her drink in a precarious fashion.
Experience taught me what to do, as I walked in and began to massage her
shoulders. While Mistress did not respond to me immediately, she did
show clear signs as to her enjoyment.
"That's it," Mistress smiled, "I needed this after a long day at work."
"Thank you, Mistress," I replied.
Several minutes later, when Mistress was fully satisfied with her massage, she looked at her glass, and asked:
"Did my girl go all her chores today?"
"Yes, Mistress," I replied.
"Do you get your uniform dirty?"
"No Mistress."
"Did you wait for me on your knees?"
"Yes, Mistress."
"Do I have to check the videos?"
"No Mistress."
After several seconds, Mistress shrugged, and grabbed my hands.
"I'm feeling frustrated, fetch me the black one," Mistress ordered.
"Yes Mistress!" I bowed eagerly, as I went off to her room.
When I came back, I was holding a black box in my hands, and Mistress
was still in the same place she was before. Working quickly, I removed
her panties, skirt, blouse, and bra, before opening the box. Reverently,
I took out and attached her blue and black latex corset and gloves,
while sliding on her boots. After I applied her makeup, I let loose her
Auburn hair, went into the box again, and pulled out her 10" strapon,
and quickly slid it into place. After finishing, I began cleaning off
her strapon, before she stopped me.
"Not today," Mistress sighed. "I just need to fuck something."
"Yes Mistress," I agreed, as I bent over.
Immediately, Mistress lifted my skirt, and removed my panties, before
slowly fiddling around with my butt plug. Several seconds later,
Mistress removed it, and, after some fiddling around, it found it's way
back into my mouth in a gag.
"I don't want to hear your screams today," Mistress said, before unceremoniously shoving the full 12" up my boi-pussy.
Not even giving me time to acclimate, Mistress was already pounding full
away, as my moans were blocked by the gag. In no time at all, a thin
stream of pre-cum was leaking from my boi-clit, while Mistress
carelessly hammered away at me. The only marks over Mistress' enjoyment
were very subtle, and something only someone who had seen her make them
before would know. As I was nearing an orgasm, Mistress suddenly stopped
thrusting, and leaned her full weight onto me, inconspicuously in an
orgasm of her own. Satisfied, Mistress pulled out, and walked away from
me.
"I'm having company over at nine," Mistress called out. "He's a client
I'm 'entertaining', so be sure to stay like that for when they come
over. The door's unlocked, and I'll be waiting for them in my room.
Understand, maid?"
"Yes Mistress," I accept, before I patiently wait until nine.
Well, I have managed to gain (as of this writing) 202 fans. Coincidentally, I have a new gallery out, and, I may just have to start doing a new gallery every 100 fans or so. Either way, thank you for being my fans, and please enjoy a project that took me four months to complete:
I finally got the last part of the next crossplay (finally), and now just have to find the time to pose for the camera. In the meantime, are there any pose suggestions I should be aware of?
Also, thank you to my 178 fans for having the patience to wait this long for it.
A master I was trying to interest was so impressed by my images for him that he ordered me to put them online for others to enjoy. So, for your amusement, here are the photos I took for Master (P.S., I don't just lay around this time):
I'm very happy to announce to the world that one hundred (plus one) people have honored me by becoming fans of my works. I'm sorry I haven't posted in a while (the outfit I had panned is taking longer to get together then I thought), so, is their any outfit you want me to revist for the commemorative mark, or should I just wait for the whole thing to come together? Please, feel free to let me know, and I look forward to your suggestions.
would anyone be willing to do captions of some of my pictures?
I'm very curious just to see what would come up. You are able to use any of the pictures that I posted, but, I'll post the link to my gallery here to save time:
Well, after going through some of my clothes, I realized that I actually had enough of the right parts to do a quick gallery for Tabitha from The Familiar of Zero:
To anyone interested in this sort of thing, and I hope that there are at least a couple of you out there, I created a new gallery of me possing as a maid:
