The Bag – chastity BDSM

It all really started in March this year.  I arrived home from work to find my wife extremely upset and angry, unusual, as she is normally even-tempered and easy going. It turns out that she had found my bag, just an old kit bag, but inside were all my dirty little secrets.

I had thought our love life, when it was happening was really good but extremely vanilla, but with the fact that my wife worked away regularly combined with practicing natural birth control, sometimes it was weeks or months before the planets aligned and we had sex.

 My sex drive has always been much, much higher than hers; in general, I think that most men’s are. Anyway, after spending the first couple of years trying different approaches to try and increase the frequency of our love making– romance – sexy clothes – toys – gifts – you name it, I came to the conclusion that I was wasting my time and stopped chasing her, and in my defense I had thought that the situation had improved as I wasn’t pressurizing her to do something she didn’t want to.

I didn’t go out chasing other woman, I just basically used to masturbate and fantasize regularly on my own, eventually over the years I had ended up with several toys ranging from penis pumps to butt plugs, even things I had made, just to spice things up for me – anyway – it was this bag that she had found.

It had completely freaked her out, at first she just thought it was a bag of tools, but as she emptied it out and found the ball stretchers and dildos etc. she figured it out.  She was understandably angry and upset – she felt I had betrayed her, she didn’t know how I could hide such things from her – it went on and on. I was enormously embarrassed and defensive; I apologized over and over but to no avail. Eventually as I became more defensive, it ended up in a real row and me sleeping in the spare room.

I dreaded facing her the next day but when I awoke, she was sitting on my bed, cup of coffee in hand, kit bag at her feet. She said that she was sorry she had over reacted and that she wanted to understand my situation more. I was stunned but hugely relieved, then she said she wanted me to explain what all the things in the bag were and show her how they worked. Now I was less relieved and hugely embarrassed, I said not to worry and that I would just throw that old bag away.

She said – with a bit of steel in her voice – that

“No – you WILL show me what these are all for!”

What could I do, I spent the next couple of hours going through the whole bag like a demonstrator at an Anne Summers party. Alternating between embarrassment and a raging hard on. She was particularly fascinated by the penis pump, and made me show her several times how it worked, I had also made a ball sack vacuum pump, essentially a large coffee jar with a hole cut for the tube which led to a hand pump. After the third demo she said,

“So the longer and harder you pump your cock – the larger it gets?”

I explained that it wasn’t like a balloon, it wouldn’t just get bigger and bigger, and that it took quite a long time for any effect at all.

“How long have YOU done it for?”

Maybe a couple of hours I said.

“And how big did it get?”

I showed her on the tube – about 7 inches.

“Pity it doesn’t stay that big when it’s out!”

she said a bit cruelly, I laughed uneasily and we moved on to the other items.

I’m not quite sure exactly how I expected her to react, but she sat and watched and asked questions until I had gone through them all. Then she was quiet for quite a while, and then she said,

“So sometimes you don’t mind a little bit of pain?”

I said that no, sometimes it could be quite exciting and could help to delay orgasm.

“So you actually want to delay your orgasm?”

I said, well it was all about getting the balance right.

She looked across the bed where all the toys were spread out and picked up the humbler.

“Put this one back on”

I explained that I needed to go to work soon and obviously couldn’t spend the day with my balls pulled back between my legs.

“Oh I called in sick for you first thing, you have gastric flu – so you won’t be in for at least a week or two – PUT IT ON!”

I put it on, stretching my balls back between my legs.

“Now stand up!”

I tried but of course could only manage to crouch.

“Now walk up and down!”

I tried but could only shuffle along, as I turned around I could she was smiling and starting to giggle,

“Hey monkey boy!”

I was about to reply but saw the funny side and laughed too.

“That’s better, this is supposed to be fun for you”

Then she picked up my inflatable but plug and told me to put it in, I lubed it up and inserted it, she picked up the hand pump and vibrator, and switched it on. Instantly my already hard cock started to bob and jig to the rhythm, and within 30 seconds, pre cum started to appear at the end of my cock, as the vibrator buzzed against my prostate, she began to squeeze the hand pump, I groaned at about 5 pumps and she laughed quickly squeezing it 5 more times – it was now the size of a grapefruit, it filled my ass and despite my bodies attempts to eject it, increased the pressure on my prostate.

I dropped to my hands and knees and she crouched next to me, watching the effect on my cock, which was now constantly dripping pre cum.

“Gosh! It’s just like having a remote control toy, so much fun. Can you follow me to your workshop monkey boy?”

I nodded and shuffled after her, the mixture of pleasure and embarrassment making me completely docile.

“Well you clearly like DIY, I want you to drill a 2 holes through the humbler.”

I did as I was asked very carefully drilling through the humbler, as I was still in it.

“Now bend over, I have a present for you.”

I bent forward over my workbench.

“Wow! Your ass has really stretched trying to push out the butt plug, it must be 4cm across!”

She ran her finger around my now stretched anus, causing me to groan again.

I felt her move the humbler and then I jumped as I felt her slide the cock pump back on to me, and pump the air out until it pulled itself down hard at the base of my shaft. Despite the embarrassment I was feeling, I was so stimulated by her manipulation of me that I felt about to cum – I told her so and then screamed, collapsing on the floor!

She had kicked me hard in my shiny red stretched bollocks! I was instantly completely winded and nearly sick at the same time! Tears were running down my face as I fought for breath. I felt her release the pressure on the cock pump and slide it off, at the same time releasing the pressure on the butt plug, which now popped out of my soft stretched ass.

“Turn over!”

I didn’t move, curled into a ball trying to cradle my bollocks which were still stretched behind me.

“Turn over and open your legs now you fucking selfish loser or I swear I will stamp on your balls until they burst!”

I rolled over and she crouched down quickly between my legs, I felt her undo the humbler and then slide something cold around my ball sack, and then she slid my now flaccid cock into a metal tube, which she connected to the ring around my balls.

“You were right, pain definitely stops you cumming, now stand up!”

I stood up and saw through my tears that she had fitted a chastity device on to me.

“Now listen to me you selfish bastard, maybe you didn’t consider the fact that reason we didn’t have sex much is because you are crap at it, you need to learn that sex doesn’t stop when you orgasm, you didn’t appreciate how considerate I was being letting you fuck me at all, or how hard I was working while you were sitting here wanking all day, God! What an idiot I’ve been. Well, all that stops today, you’ve shown me what an inconsiderate shit you are, well now you can have a taste of my medicine. This device stays on till I say it comes off, if you upset me then the humbler will be added to the chastity device for punishment, now it’s drilled it will be padlocked on, if you talk back to me then you will be wearing your ball gag as well and if you really upset me then this butt plug will be pumped up twice as big for twice as long. You will address me as Mistress if you need to talk to me at all. Do you understand?”

I started to reply but she stopped me quite succinctly by kicking me in the balls again.

“You forgot to say mistress! Say ‘yes mistress’ now!”

“Yes mistress!” I half whispered, half groaned.

“There you see you can be a good boy can’t you, now up on your hands and knees for me, come on chop chop!”

I struggled into position, aware that I was in no fit state to argue, stunned by her anger and spite.

“Keep still!”

she warned as she slid first two then three fingers up my still very loose ass.

“You know with a bit of practice I could get my whole hand up here”

she said almost to herself, then –

“Are here it is!”

With that she began to vigorously rub my prostate with her three fingers, cum gushed out of my now encased cock in a torrent of pain and pleasure.

I cried out her name and instantly realized my mistake as her other hand grabbed my now swollen balls, and squeezed them like juicing a lemon, my world disappeared to a tiny dot in the distance as waves of pain ran through me, while she continued to squeeze and press my balls, forcing the cum out of me through the chastity tube. The gush reduced to the odd drip as she ‘massaged’ my prostate for a full 10 minutes. Eventually she said

“Well I think we’ve got all of that nasty stuff out of you now, when you’re ready, clean this mess up then come in and shower – then I want to talk to you,”

She started to increase the pressure on my balls again so I quickly gasped out

“Yes mistress!”

When I had finished showering, I found her sitting in the lounge, surfing the net on my laptop

“Interesting browsing history,”

she said without looking up, I started to talk but she made shushing noises and gestured me to stand in front of her. Without warning she sank a right uppercut into my exposed balls again.

I dropped to the floor like a sack of shit.

“You must have the shortest memory of any living creature! I told you that I wanted to talk to you, not the other way around, and in any case, anything that comes out of your mouth should start with please Mistress!”

As she was talking she reached down and placed the ball gag in my mouth and belted it tightly around my head.

 “Now, you have two choices, my way or the highway, you can leave now, with what you can carry, engage the services of a cheap little lawyer with your little salary and your little cock and I will happily divorce you, I have just cancelled the credit card that you use – so best of luck. Or you can stay under my terms, until I can think of something useful for you to do to make everything up to me, see if you can be useful at all really. The device stays on till I say otherwise, I may let you come every now and then for good behavior or I may not, but whatever I decide, you will abide by my rules or you will pay the price. So tell me monkey boy are you staying or going, one nod to stay, two to leave – your choice.”

She leaned forward on the settee and looked at me, a gentle smile on her lips, as she gently reached down and began to rub my nipples through my shirt. I had no choice, I had nowhere to go and she new it, so I nodded once.

Since then, the chastity device has not come off once until the beginning of May, I have been chastised for misbehavior many times, repeated pumping of the cock and balls, only to have them forced back into the chastity device after extreme pain or the application of ice. I spent two weeks in the humbler after she caught me trying to file off the padlock to the chastity device; my balls are nearly always swollen and hang about two inches lower.

My milking as she now calls it happens every two weeks, last week she was delighted as after much stretching of my anus, she was finally able to insert her whole hand, which she says makes the prostate massage so much easier, also by just clenching her hand around my prostate she can empty me in just a few minutes if she wishes. A butt plug of some sort is now a permanent fixture as my anus is given no time to recover between extreme stretching sessions. The original plug burst one day causing her to howl with laughter as my ass was gaping like a fish out of water she said. Now it’s been replaced with a much larger, sturdier model.

We sleep separately now, even when she is at home. If she is at home I wake up before her each day and prepare breakfast, work at my chores till I prepare lunch, then work at my chores until I prepare dinner. Then we have a ritual humiliation session for me in the evening, this will normally involve any number of toys from the bag, essentially it is tease and denial for me using pain to prevent orgasm, I have to perform while my wife takes notes. Her favorite, she tells me, is the humbler chastity device combination, anal dildo inflated to the max, with a tens device attached to various body parts but always the metal chastity device.

Depending on the placement and settings it can be stimulating or excruciating, I have pulled muscles in my glutes and groin as testimony to her cruelty. I feel that I have betrayed myself because I am not strong enough to leave, I justify it by saying I need money and some preparation, but really it is because I am weak, and mostly if I behave and obey without question, it is not too bad. I have become a combination of the “monkey boy” shuffling around the house doing chores and a dog that craves affection.

My cock betrays me all the time, between milkings it is nearly always producing precum in a state of excitement that does not dwindle because there is never a proper orgasm. I was sacked from work eventually for non-attendance so I have no reason to leave the house. If only I had hidden that bloody bag better.

My mistress told me today that to clear my system out she required me to cum; she needed me to be completely drained so she could start a new experiment. I was so excited, the first time in 10 weeks. She took my cage off and my cock rapidly expanded to shiny hardness, she told me to insert a large dildo up my ass, and to massage my prostate, it was two weeks since the last milking so the cum fairly poured out of me, she made me massage until I was sure I was completely empty, by which time I had produced about 1cm deep in the bottom of a cup.

 My cock was of course still rock hard, she then lubed my cock and started to wank me slowly, slapping my cock hard now and again, very soon I asked if I could cum, she said yes and sped up, at the very last second, she let go off my cock, I spurted more cum into the cup, but my orgasm was ruined, and my cock was still throbbing.

Then I couldn’t believe my eyes, my mistress then stripped in front of me, and started to rub her ass against my cock, (my favorite tease!) After a few minutes she said

“You may thrust into my cunt now!”

I began to pump my cock in and out, faster and faster, my mistress came in no time, and she triggered me to cum again, but she slid off me, and again caught my cum in the cup. But at last I felt satiated and my hard on began to droop, and for the first time in months I lay back in a euphoric trance, while my mistress toyed idly with my now limp cock.

“I want you to cum again” I heard her say,

“But mistress!” I said in a panic, “I've done it three times!”

“Don't worry I'll help you” she said.

She slid a new cock pump over my now limp member, and began to pump the air out, the sensations were unreal, my super sensitive cock had no option, but to get rock hard again, agony and ecstasy, she carried on pumping until my cock filled the tube and pressed firmly against the internal vibrator. Then she turned it on. It made me spasm, jerking around like a fish out of water, she was still laughing 10 minutes later when I reached orgasm and came with a dry prostate, all the cum had been drained from me, my cock was burning and harder than an over pumped balloon.

“Now listen well you sad fucker, you will now stay pumped and erect in this tube until I'm good and ready, you will always be rock hard and ready to pleasure me at any time if I want it, you can take off the pipe and piss out the hole, but the tube stays on, and you had better keep the vacuum up.” 

She attached the cock pump to the steel ring from the chastity device, still tight behind my balls.

This is now the fifth day that I have remained pumped for mistress. Each day during the humiliation session she has removed the tube to check on progress. My cock is now a smooth tube shape, the shaft the same thickness as the head, which is a smooth dome shape. Each day mistress waited to see how long I stay hard without the tube, today it was over six hours. It is quite comfortable now I am used to it. Mistress has ordered a new longer tube with an internal battery powered pump to maintain the vacuum, she thinks that after a month pumped in the tube, and the effects will be almost permanent.

While the tube was off today, she told me to masturbate to her ass, when I was excited my cock was no bigger and when I came, it did not shrink back, my mistress was very pleased and excited, she then bent over in front of me, and told me to thrust fast and hard, she came and then came again, then I came again.

She was not happy. I started to apologize but she shushed me and pointed at the floor, I am sorry to say that tears of fear were already running down my face and I fell to my hands and knees, she walked slowly behind me and pushed my knees further apart with her foot, then crouched down.

“We will have to stop you squirting that nasty stuff inside me, now because of you I will have to take a morning after pill!”

As she talked she had reached between my legs and was slowly stroking my still hard cock.

“And you KNOW HOW ANGRY THAT MAKES ME!”

With each word she punched my swollen tight balls again and again! I rolled into a ball retching and gasping for breath. I dread to think what she will do next to stop me cumming. I remain in the tube, pumped and hard, ready to pleasure her.

Mistress came in this morning looking very pleased with her self.

"I've been to the plumbers, and they were very helpful, one of them has a huge cock and it’s always stiff when I’m in there, look what I bought."

 She tipped up the bag on the bed,

“Take your tube off."

My cock stood up, stiff as ever, my balls started squirming and scrunching up in anticipation. Mistress had bought a length of clear rubber tube, about 8mm in diameter, and what looked like pipe inserts, short hard plastic tubes.

 She forced one end of the tube over one insert, lubed it up and started to push it up my rigid penis.

"Tell me when I hit your prostate"

After a minute the spasm hit me

"Now mistress!"

I gasped, she pulled the tube out half an inch, then shoved it in harder, I gasped again, pleasure and pain as she laughed. She then pulled the tube right out, followed by a blob of precum and cum,

"This is what I'm talking about," she said.

She cut the tube and then forced a larger pipe insert into the other end, about 12mm, she then slid the smaller end back up my hard dripping cock, the larger insert started to stretch my piss hole, I squirmed.

"Keep still!”

She pushed the tube in as far as she could, my piss hole felt like it was tearing.

"Keep still or I'll chop the fucking thing off!"

I kept still, she reached behind her and picked up a fat biro, and rested it in the tube sticking out of my cock, and then holding my cock steady slammed the biro down with the other hand.

I screamed doubled up and crossed my legs, it felt like my cock had been torn in two.

"There, there baby, it's over now, let me kiss it better"

I looked down and to my surprise, the large pipe insert had been pushed into my cock, stretching the hole really wide, a little blood rimmed the hole, she tenderly licked it of and said

"Good, good baby, that will heal up soon, now you won't feel anything in your cock when you cum or piss, as it will all come down the tube, all your orgasms ruined now forever, and when I want to use your cock, I won't have to feel it either".

She then produced a rubber plug, and pushed it firmly into the tube, now firmly embedded in my hard pumped cock. She then replaced the vacuum tube, and increased the pressure.

I have now been wearing the new vacuum/chastity tube for three days. It is the same diameter as the old one, but three inches longer. Mistress says she hopes that one-day, if we work hard, that I will fill it. The only other difference is that because the vacuum pump maintains a constant pressure night and day, there is a actually a noticeable increase in the length of my cock, the tube also has a drain plug to allow excess fluids out, without removing the pump or the tube at all.

Yesterday Mistress completed the plug test, to ensure that the plug stayed in firmly. I had to drink two pints of water followed by 3 pints of beer. Mistress then removed the tube, and put in the plug. I was excited and a little worried. My cock was bobbing a bit although now it doesn't change size.

"Tell me when you want to urinate"

Mistress commanded. After half an hour or so, the beer had done its work and I needed to pee so I told her.

"Start to pee"

I tried to let it out a dribble at a time, but soon my plugged cock was full to bursting, but now I couldn't stop peeing, I told her it felt like it would burst.

"That’s good! Now your prostate is fully open, so now"

She grasped my cock near the head with finger and thumb-

"When I slide my hand down your cock, it pushes urine back into your bladder like this."

She slid her hand down, and I felt the pressure in my bladder increase, then she released my cock, and the urine rushed back into my plugged cock, then she started to squeeze my cock faster and faster, the urine was rushing backwards and forwards through my prostate, and it began to stimulate me.

Mistress realized, and began to rub my cock just under the head, I groaned and cried out as a weird burning sensation spread through my cock, then suddenly I came, I could feel the pressure it my cock build with every squirt, then my bladder as mistress continued to force the fluid back through my now throbbing prostate, mistress was laughing the whole time and slapping my ass in time to her jerking, when she eventually finished mistress walked me to the shower, stepped in with me and from behind, held my cock with one hand, and removed the plug with the other.

The urine/cum gushed out of me like a geyser with enormous pleasure and relief.

"Thank you Mistress" I gasped.

"You have been very good, so you deserved this treat. Shower and replace your new tube and let’s see how big we can make your cock grow"

 ;-)