My first attempt at a story. A fantasy I have had going through my mind in one form or another for a long time. Hope you enjoy- tell me what you think. This work is exclusively to be read here on storysite. All rights reserved. No part of this story may be copied without the permission of the author. Thanks for your cooperation.

 

How to Break the Girl

by Pantied Pamela

 

This time, I had gotten as far as the perimeter fence, when I was shot with the stunner. When I awoke in my mistresses dungeon, I realized I had been recaptured. I knew this to be disastrous, as Mistress only marginally tolerated minimal infractions- attempting to escape was a major offense.

I had been strapped down to the punishment table, but when I strained my neck to look down, I realized something horrifying- I was dressed in a total body sensory suit. These devices were originally designed for military training purposes, but some Mistresses had obtained them for the purpose of brainwashing their slaves. By interacting with every sensory nerve in the body, it could be utilized to simulate any reality the programmer chose. That Mistress dressed me in the suit could only mean that she had some awful punishment devised. The suit would allow her to subject me to any of the physical torments she could think of, without actually damaging my body. "So, you've finally woken up.", I heard Mistress say in a soft voice. "It would seem that you still haven't accepted your servitude. I think some major rethinking is in order. Since you haven't learned to obey in spite of all of the punishment you've received, maybe it's time we made you into someone else."

"Please Mistress- I can learn to obey!"

"You will- I promise. I just need to take a few more measurements before I activate the programming. Stephanie, please come in here for a moment." Stephanie, Mistress' personal maid came into the room. She was about 5 foot 3, with straight, light brown shoulder length hair. Her body was perfect. She stood before my bound body and looked down at me, almost pitifully.

Mistress commanded "Take him into your mouth, and give him the best blowjob you have ever given, but under no circumstances allow her to come." Stephanie was well known amongst the mistresses for being extraordinary at giving oral pleasure. Did she just refer to me as her'?

Stephanie took me into her mouth and proceeded to give me unbelievable amounts of pleasure. I couldn't believe that I didn't come instantaneously. As she continued, I realized that her reputation did her no justice at all- her mouth was hot and wet, and she squeezed her lips and tongue around my penis in ways which made me absolutely crazy. Just when I felt I could take no more, Mistress instructed her to stop. Stephanie was lead over to the corner of the room, where she was attached to a leash hanging from the ceiling, with her arms bound behind her back. She was gagged and blindfolded before Mistress turned her attention to me.

"Now, as for you. I have all of the measurements I need to make you into the obedient little slave girl I want you to be." This was worse than I thought- she intended to supplant my entire personality, and I knew that if she intended to break me, she was going to use very extreme torture techniques.

She came over to the side of the bench and began to put the sensory mouthpiece in my mouth, which was secured with a strap around the back of my head. I began to cry. She looked down on my tear streaked face and said "Don't cry, Pamela, all of this will be a distant memory in just a little while. Incidentally, while you are in the suit and the program is running, your sense of time will cease to function- what is only a few hours to me on the outside may seem like weeks to you while you wear the suit. So, I was to be brainwashed into becoming her slave girl Pamela- I knew there was no point fighting it. Mistress pulled the sensory hood over my head, completely sealing me inside the suit.

Seconds later, the blackness which surrounded me was replaced by a bright blue glow, and I found myself standing in the midst of an endless, seamless blue void. From all around I heard Mistress' voice- "Pamela, these are the only instructions you are going to receive- so listen carefully, or you will suffer more than you could possibly imagine. You are going to meet several people in your virtual world. You are to take any instructions you receive from them as if they came from me. Your training will involve many scenarios whose direction should be clear to you- when you realize what your punishment or humiliation is going to be, you will ask for it, in earnest, from the person administering it to you. Please understand, I am connected to every nerve in your body, so when you don't behave like a good girl, I will bring suffering to you like you have never known. I am almost sorry to do this to you, but I want you to know what will happen to you when you do not follow your instructions." At that moment, I felt a searing pain over my entire body, the outsides, the insides- everywhere, as though every cell in my body was being burned from within- and as fast as the pain started, it then stopped.

"That was 1/1000^th of a second." I heard Mistress explain. "Imagine what a whole second, or minute would be like" "I'll be a good slave" I explained, speaking as though there were no gag in my mouth within Mistress' world.

Just then, the pain returned, and stopped just as it had before. "You will be a good girl!I" I heard her exclaim.

"I will be a good girl.", I replied.

"I know you will."

The blue universe which enveloped me changed into a well appointed bedroom- clearly decorated in such a way that its inhabitant was female. I looked around- a large bed with pink bedspread, and large fluffy pillows. A large bureau on one side, and a bondage bench like the one in Mistress' dungeon on the other. There was thick white carpeting, and a large picture window which faced a beautifully landscaped yard. As I was soaking it in, I was startled by the sound of the door opening, but was even more startled when I saw who walked in- Stacy, the girl I had a crush on all through high school, and even into college. Even though I was now 30, she appeared exactly as she had when we were both seniors in High school. She was wearing a short pleated miniskirt with white tights, and a white blouse through which you could just faintly see the outline of her white satin bra.

She looked at me with a wicked smile and said "You know, you had such twisted fantasies about me when we went to school- I cannot wait to punish you. Your mistress sent me to oversee your brainwashing- in between your punishment session, me and some other familiar faces will be around to humiliate you out of existence, and turn you into the sweet girl I know you should be."

Mistress was using my own memories against me. If she was able to see this deeply into my mind, and my past, how was I ever to resist her brainwashing techniques. "You are going to need a good night sleep if you are going to perform well tomorrow, so I think we should get you ready for bed. Take off your clothes- now." I began to take off my clothing, and could not prevent the erection which began to form as I stood in front of the 18 year old girl I had fantasized about for so long. "Lie down on the bed." She commanded.

As I lied on the bed, I felt my arms being spread apart, as to wide leather wrist restraints appeared on my arms. I was now bound to the bed. Although I had no such restraints on my legs, I found that I could not move them at all. A large penis gag with a long breathing tube materialized in my mouth, followed by a clear thick latex hood, with a ring which secured my head to the top of the bed as well. Stacy returned to the bedside with several items, which she then placed on the mattress next to my naked body.

"Your humiliations are designed to get right at the roots of your personality, Pamela. While you may think some of the things I do to you feel good at first, know that this place will soon become hell for you."

She took one of the items and came to the foot of the bed, and lifted my legs, effortlessly. She then began to methodically diaper me, using a diaper which looked a lot like the disposables babies use. As she powdered me, and closed the diaper over my now rock solid cock, she explained "Your bodily functions are stopped right now- these diapers aren't for you to actually use. Having your diaper changed by girls you have had nasty thoughts about will go a long way towards breaking you." She continued-"When you are not gagged, you will politely ask to be diapered, or to have your diaper changed whenever someone approaches holding a fresh diaper. If you don't comply, remember the punishment which you will receive."

She then pulled a pair of thick pink, lacy rhumba panties up my legs and over the diaper. It was then I noticed the cuffs appearing on my legs, and then being secured to the foot of the bed.

Stacy gently caressed the front of my diaper while she told me about how she knew about all of the lewd fantasies I had had about her. She also told me that they were tame compared to what was in store for me.

"You won't be able to come while you are here" she said "I could take you in my mouth and suck you for a whole day, and you still wouldn't come. Your cock would never get soft, and the sensation would continue, but you would never, ever come. That will actually be part of your torture."

She then climbed up to the head of the bed, and proceeded to straddle my latex enclosed head. Her tights and panties pressed hard against my face, I realized the only reason I could breath was due to the tube coming out of my penis gag. She began to grind against my face. I remembered fantasizing about eating her out years ago, Now I was her helpless prisoner as her vagina lingered millimeters away from my face. I wanted nothing more than to escape. This went on for about twenty minutes. "I hope you enjoyed that, cos that's as close to sex with me you're ever going to get" She climbed off the bed, grabbed my cock through the front of my diaper and said "Sweet dreams Pamela- you are going to receive more severe training than you ever imagined" As she finished the sentence, by clear latex hood turned to non-transparent pink, and I was sealed in darkness. As I contemplated any chance of escape, I slowly drifted off to sleep.

I was unsure of how long I was asleep, when I was awaken by a strangely familiar voice. As the hood, and gag slowly vanished, my eyes focused upon another girl from my past- Jessica, a gymnast whose body was the subject of numerous personal masturbation sessions.

"Good evening Pamela" she said- I couldn't believe it was still the same night "Guess why I am here!"

Jessica was wearing a white leotard. Her hair was in a ponytail on the top of her head, and her face was angelic as it ever was. I then noticed in her left hand she held a diaper. I remembered the punishment sampling I had received the day before and quickly replied "Jessica, would you please change my diaper?"

"That's a good girl Pamela!" She then sat down on the bottom of the bed. The ankle cuffs disappeared and she removed the panties and my still dry diaper. "For someone being punished, you really don't look uncomfortable enough- maybe I can fix that."

She went to a small drawer on the dresser, and returned with a long piece of thin nylon rope. She looped a length of rope around the base of my balls, and then around each testicle individually. She pulled these loops tight, and then put a loop around the base of my cock. She then wound the rope tightly up the entire length of my member, just beneath the head, where she tied it into a tight knot. She then took a small dab of icy heat' and dabbed it onto the head.

Almost immediately, I felt the burning begin, and I was in no position to do anything about it. She then inserted an inflatable vibrating plug into my ass, and inflated it to a size larger than anything Mistress had ever subjected me to. She then pulled up the front of my new diaper, and pulled up the panties. Again, magically, the cuffs reappeared and I was secured to the bed. The diaper and panties sealed in the heat from the icy hot, making my suffering unbearable.

"That's how a bad girl should be punished. I'm not going to play on your face like Stacy did-but don't think I'm going to ignore your little face." She inserted a gag into my mouth, which also began to inflate. When it had reached it's maximum size, she hooked it to a nozzle on the end of an IV bottle. "The liquid you will now be drinking is the virtual reality metaphor for the hormones Mistress is depositing into your bloodstream in the real world, so that when you are done your training, you won't forget that the old you no longer exists." I felt a slow steady stream of liquid dripping into my mouth, at a rate I could manage, but which did not allow me to stop swallowing as long as it continued. Needless to say, sleep was not an issue, but since I had no concept of actual time- it really didn't matter.

After what seemed like several hours, I went instantaneously from my bound position on the bed to a standing position right at the foot of the bed. All of my bindings, the diaper, everything- was gone.

Just then Stacy and Jessica came into the room, each wearing their high school cheerleading outfits. My cock stiffened even further.

"I told you she'd like these outfits." Stacy then told Jessica. They walked over to the dresser and pulled out a pink satin underwire bra, and a pair of pink satin panties with lace panels on either side of the crotch, then walked over to where I was standing, unable to move a muscle at the end of the bed. Jessica proceeded to pass my arms through the bra straps, and connect the ends of the bra behind me. As the ends of the bra attached, I noticed small, A-cup breasts materialize underneath the smooth cups.

"If you think that's something, wait until you try these on Pamela." Stacy remarked when she noticed my fascination with my newly acquired breasts. She slowly slid the panties up my thighs, and as her fingers let the waist band snap around my waist, I suddenly felt the most incredible sensation on my cock and balls- the same sensation I felt when Stephanie was sucking me before I went into this virtual world. That was the measurement Mistress was taking!! "Don't get too excited Pamela." Jessica said "Like we told you- you will feel all of these sensations, but you will never be able to come- it may feel good to you now, but it will be maddening after a while."

"The sensation you are feeling will only be brought about by pink panties- not white, not blue, only a nice humiliating shade of pink."

She stepped in front of me, and pulled the waistband away from my front, and like a lightswitch, the pleasure stopped, and as she snapped it back over my throbbing cock, the sensations started all over again.

Stacy attached a collar to my neck and fastened a leash to it. I was lead over to the bondage table next to the bed. My arms were fastened together using a long leather armbinder. I was leaned over the table, and straps fastened my chest, face down to the table. A cable was lowered from the ceiling which was connected to the end of the armbinder, and my arms were hoisted forcefully up behind me, pushing my chest hard into the table. Each of my ankles were fastened with cuffs to the legs of the table spreading my legs far apart.

My two high school crushes then came to the other side of my now immobilized body, and raised up the hems of their cheerleading skirts, to reveal strap-on dildos. The stood their silently for a few seconds when I realized what I was to do. "Please take me." I muttered.

"Good girl!" Stacy said gleefully.

She approached my mouth, while Jessica walked behind me, pulling down my panties and stopping the sucking sensation I was still feeling. They each slowly inserted their false cocks into my mouth and ass, and began to slowly fuck me. I tried not to think about what was going on too much. That's what Mistress wanted me to do- but being bound to a table, being double penetrated by to girls I had had major crushes on, after having been diapered by them the night before, was too much to handle. I felt something in my mind snap- I knew I would never escape- and that I would become what Mistress wanted- and obedient slave girl.

I heard two mechanical snaps come from in front of my face, and from behind. Somehow, Stacy and Jessica has disconnected themselves from the strap ons, and were standing in front of me- but the dildos continued to thrust in and out of my mouth and ass. Jessica took a leather bondage hood from one of the drawers and tightly laced it over my head, securing the automated dildo into my mouth. Stacy disconnected the rope from the ceiling, allowing my arms to come back down behind my back. I was released from the table, and when I stood up, my panties were replaced, restarting the sucking sensation I felt before. Stacy then came over to me with a second pair of pink panties, and slowly pulled them up my legs. She stood in front of me, one finger holding the waist band off my body.

"Get ready for this." She said, as she released the waist band onto my groin. Immediately, the sucking sensations doubled. I needed to come, desperately. I did not know what to do, the frustration was horrible. What would ordinarily be an amazingly wonderful sensation had become a living nightmare. I was continually on the verge of coming, with no possibility of release.

Jessica then said "I think it's time to begin your training." You mean none of this was my training? I couldn't imagine more suffering and humiliation than I had already suffered.

"We'll spend the rest of the day in the punishment room, and then bring you back here for your diapering at bedtime- who knows who might show up to tuck you in'?" She began to laugh. I wished I had never tried to escape from Mistress. The blindfold was lowered on the hood, and I was immersed in darkness, still being penetrated at both ends. A leash attached to my collar was used to lead me down several hallways until we stopped in a cold room with a hard cold floor. My blindfold was lifted and I saw the most elaborately decorated dungeon I had ever seen. Black marble floors, purple walls, and complicated bondage devices in every coner, all tooled from brushed stainless steel. In the center of the room was a device unlike anything I had ever seen before.

"Wondering what that is Pamela? I think we'll start there, break you quickly." I was lead over to a long bench with a Y' shaped end. And was lead up to a step and forced to lay with my body across the long portion of the y. My panties were removed, and my legs were secured to the downbent arms of the y. Straps were put around my chest and thighs, and my armbinder was reconnected to a cable coming from the ceiling. The bench had an opening which appeared right beneath my cock and balls, which allowed them through the hole, which then closed like an iris around them, locking what was left of my manhood inside the device. A steel block, with a protruding dildo was slid up the y, and up to my face.

"Open wide Pamela." Laughed Jessica.

I took the dildo into my mouth as instructed, as tight leather straps locked the front of this block to my face. A second block was slid onto the device which forced a second dildo into my ass. Again I was being double penetrated, and unable to move. "You should be glad we warmed you up back in your bedroom Pamela. Now let me explain how this machine works. When I activate it, you will have to begin sucking the dildo in your mouth- HARD. If you suction goes below a certain level, you will receive punishment in you clitty, which is imprisoned inside the device. The dildo has been programmed with realistic physiologic properties- you will have a limited time to make it come in your mouth- if you take longer than the allotted time, the dildo fucking your ass will increase in size, alternating between length and girth. Needless to say, if you do not keep it up, things will get quite uncomfortable for you. Since none of this is real, you can be subjected to much greater size than you would otherwise- all of the sensation, none of the damage."

The dildo in my ass began pumping, and suddenly I felt a sharp pain in my groin.

"Better start sucking Pamela- the shocks get stronger each time." I began to suck the dildo in my mouth, as hard as I could. I was being distracted by the one in my mouth, and by the site of the two cheerleaders I had so long ago fantasized about. Finally, the dildo ejaculated in my mouth, but as in real life, the second time took longer, and the ass-ramming dildo expanded. After three such cycles, the dildo in my ass was huge, and I was crying in agony while trying to keep up with the sucking as to not get shocked again. This went on for what seemed like eternity.I had tried to focus on sucking, when Stacy said, matter of factly "Oh, I forgot something", she walked over, slid down each of my bra cups, and attached a nipple clamp to my sensitive nipples. This was too much! I lost track of the sucking when I let out a scream, the dildo doubled in size, and I received a shock which essentially knocked me out. The next thing I knew, I was hooded again, wearing the pink panties (I knew due to the sensations coming from my groin), and a bra.

"I think she's had enough today." I heard one of the girls say "Besides, there's someone else waiting for her in her bedroom."

The leash was reattached to my collar, as I was lead, presumably, back to my bedroom. When we arrived, my blindfold was again lifted. Now Stacy and Jessica were each wearing smooth, satin bustiers, with black satin panties, and black seamed garter stocking, I was staring at them when I heard another voice from my past. I looked over to the bed, and saw Kristy sitting on the bed, in the same outfit as the other girls. "My my, look at you Pamela. It would seem you've been a really naughty girl. I remember some of the fantasies you had about me when we were in highs school- very naughty. Very, very naughty."

She took the leash from Stacy's hand and pulled me toward her on the bed, and across her lap. Stacy came in front of me, and reinserted the self-thrusting dildo gag into the mouth opening of my hood. Jessica, slid down the back of my panties, and inserted the butt plug, pulled my panties up, and patronizingly patted my behind. "You know what happens to naughty girls?" Kristy asked.

With that comment, she began spanking my pink-pantied ass. Not sensually. Brutally. She must have spanked me a hundred times. In the real world, this would have almost certainly left welts, or even made me bleed, but here, she simply stopped, and began to stroke my unbruised ass.

"Let's get her ready for bed" She said.

I was turned over, my bra removed, but then replaced with another. I was not clear why they were replacing it until they closed it in back. First of all, this bra was several sized too small for my chest, so its straps dug painfully into my skin. Secondly, the cups of this bra caused a similar sucking sensation on my nipples, that the panties were doing to my crotch. I was laid down on my back, and my arms were again fastened spread eagled to corners of the bed. The pink panties were removed, and I felt a diaper being slid under my ass. I was then powdered and the diaper was closed. Cuffs reappeared on my ankles, and I was again unable to move.

"See you in a while Pamela." I heard Jessica say "I'm sure someone will be in to check on you later."

I was immersed in darkness. Dildos ramming my mouth and ass. A painfully restrictive bra torturing my nipples, while diapered. I don't know how long passed before I sensed someone coming into the room.

"I hope your providing pleasure to those two dildos Pamela."

It was Kristine.

"I was sent her to push you over the edge. To break your mind. Mistress wants a slave girl. You will be her slave girl. The others will be in to join me in a moment, so I need to prepare you before they get in here."

She raised the blindfold, and I could see up above the bed there was a mirror.

"What do you see Pamela?"

I thought I saw myself, but upon closer examination, I noticed that things were subtly changed. My hips seemed narrower, my body somehow smaller. In fact, the bra which seemed way to small before, now only felt a little snug. My body hair was gone, and my skin looked softer. I still looked male, but overall, more effeminate. "See, the brainwashing has already affected you- see how you perceive yourself. I am now going to push you way beyond anything you ever thought you could take. I think I may even break some of the rules of the program you are now in." She walked over to the dresser, and pulled several items out of the drawers. When she returned to the bed, she first put nipple clamps back on my nipples. Next, she pulled down the rhumba panties, and removed my diaper. First, she retied my cock as Jessica had the night before, but then she added a second layer of tightly tied rope which made it even tighter an more uncomfortable. Next, she attached a small device to the end of the dildo in my ass, flicked a switch, and then smiled down at me as I realized what was happening- This device made the dildo vibrate- not a little mind you, but as though there was a giant engine on the other end making it resonate against my insides at a furious rate. She then slid a pair of pink panties up my legs. Then another. Then another. The sensations were maddening. She then replaced the diaper with a fresh one, and then the rhumba panties.

Just then the door opened, and the other two girls joined her, again wearing their cheerleading outfits.

"Is she ready?" Stacy inquired.

"I believe she is." Replied Kristy.

Just then Stacy, again straddled my hooded face, and began to grind against my hooded face. Her bloomers and panties widening the barrier between my face and her womanhood. Jessica straddled my crotch, and began to grind against my already tortured cock. Kristy straddled my chest and gently caressed my nipples through my bra. Between all of the sensations I was experiencing; the vibrating dildo, the cock in my mouth, a triple layer of pink panties under my diaper, and the humiliation of having these punishments administered by the three most beloved fantasy girls of my past, was too much for me to take.

"Are you a girl?" Stacy asked.

"A good little slave girl?" Jessica added.

"Thrilled to serve Mistress?" Kristy asked.

Although I could not answer, the hours of frustration, humiliation, and pain, were too much to bear. Again, I felt something in my mind snap. In my mind I heard a voice saying "I am a girl- a good little slave girl." When my body simply couldn't take anymore, I lost consciousness.

As I slowly dress in my French Maid dress, I look into the mirror. I see a girl's body about 19 years old, capped by a heavy, leather hood. I have not seen my face in, well, a long time. I can sense that maybe this isn't who I have always been, but it is certainly who I am now. Today I will serve some of Mistress' guests. I have been told I am gifted at pleasuring both women and men. I love the feeling I get when I please Mistress. I slide my pink panties up over my ass, and finish getting dressed for my day as Mistress' slave girl.

  

  

  

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