A sissy in her early 20s begins a relationship with a Master that leads to living out her deepest fantasies
09/24/2024
It started innocuously enough with what seemed like a harmless exchange of private messages on a friends- based porn site. A person identifying as a male sent a note to a young sissy whose profile expressed some fantasies about being made into a full-time sissy, perhaps involving some forced feminization and even surgical “enhancements.” The young sissy, April, responded openly and eagerly, and the conversation developed into one in which more and more of the sissy’s fantasies were spelled out in graphic detail.
Every day April would log on, sometimes multiple times a day, to see if Sir had sent any messages. She was careful not to appear too eager, although it was always very frustrating if she logged in and found no new messages. It was all she could do not to write to Sir anyway, telling him something new that had occurred to her during one of her frequent daydreams at work. She had a menial job that barely let her make ends meet, and it afforded her little by way of extra money to spend on her real interests – girly shoes, clothes and lingerie. She had some make-up, and her hair was growing out nicely, even though it wasn’t really long enough to put in a ponytail (yet), so she was thankful she didn’t need to spend money on a wig.
At work she would often dream of some handsome stud sweeping into her life and taking her away to be his girlfriend, lover, even – in her wildest dreams – his sissy wife. She never cared for being a man, and her small cock seemed to reflect that feeling. Still, she enjoyed masturbating nightly, and playing with herself for hours on weekends, keeping herself aroused and erect, loving the feeling of being on edge. At those times she would fantasize about being locked in chastity and unable to cum, and the thought of not being allowed release was terribly exciting. “If only…” she often thought.
Forced chastity was a huge turn-on to her, as was the thought of being exposed publicly as a chastised sissy. She would often dream of being paraded in front of a crowd of strangers, ordered to lift her skirt and show herself to them, front and rear, her pathetic little cock dangling securely in its cage while they laughed, pointed and made crude humiliating remarks.
Keeping her cock locked was exciting enough that she didn’t dare think about not having one, of looking like and being taken for a real girl. No, she loved the idea of having a little boi clit that was never allowed to be a real man’s cock, there but not allowed to function except in a humiliating, frustrating way, indicating to all that she was nothing but a pathetic sissy.
Her messages back and forth with Sir went on for about a month, and one day she logged on after work and saw a brief private message – “I’m coming for you. Be ready.” She had long ago given him her real address, but she also knew he lived almost 3000 miles away, so she didn’t think he would ever really come to her home, but there it was. The message was about 3 hours old, and her sissy heart raced at the thought of what this might mean. He would see her, see her rather miserable and shabby apartment. He would talk to her directly. He would *gasp* touch her. He might even kiss her and fondle her.
This last thought almost made her pass out from the rush and the anxiety, but when she had collected herself, she began to go over what they had only talked about “hypothetically,” or so she thought. What if he wanted her to leave with him? What did he mean by “…coming for you?” She absently began packing a few things, girly things, into a small suitcase and changed from her daytime male-boyish appearance into her usual girly evening/weekend wear – this time a pink thong, a short pink dress with white polka dots and white thigh-high stockings with little Mary Jane high heels. Very fem. It was her newest dress, and she wanted to look nice. She did her make-up and her nails, and waited.
The knock on her door startled her, and she jumped up to answer it before realizing how she was dressed. Normally she would have pretended not to be home or would have asked the person to wait while she camouflaged her girly appearance, but suddenly she was at the door and opening it, and Sir was there. He was about 6 feet tall with an athletic build, good shoulders and slim hips, dark hair and eyes that seemed to look through her into her soul. “Slut,” he said, by way of a greeting as he stepped in without being asked, as if he owned the place.
“I’m glad you’re already dressed. You have 10 minutes to get what you need, and we’re leaving.” He remained standing, walking slowly around her small place, checking out her possessions while he watched her scurry around to grab what else she thought she would need. She didn’t even ask him where they were going or if there were certain things she should bring. She had simply swallowed hard and said, “Yes, Sir,” meekly, in response to his order.
That was several months ago. Sir had taken her aboard a commercial flight, dressed as a girl, to his home on the east coast. He had sent her the note en route, and he was only about two hours from her apartment when she read it. At first she was almost petrified to leave the apartment dressed as a girl. This was only something she had done in her dreams, never in reality, but Sir practically dragged her sissy ass out to the cab and into the airport.
She was certain that most people looking at her knew she was cross-dressed, and the humiliation made her little clitty swell causing a noticeable bump in the front of her dress, but Sir didn’t seem to care. The trip had gone quickly (a red-eye, so most people were sleeping), and April’s clit kept getting hard during the flight, especially when Sir would put his hand on her thigh.
They arrived at Sir’s home by mid-morning the next day. It was a large house in the suburbs, and April had been shown to her room by a housekeeper whose name was Nora. She had been allowed to keep her personal things at first, but gradually they had been replaced by other clothes and personal effects of Sir’s choosing, more and more feminine than her old things. The first order of business had been the contract.
Sir had her read it and sign it as soon as they had arrived at his home. It stated that she was to be his property, to obey his every wish and order without question, to allow herself to be transformed as he saw fit, for a period of one year, the extension of which would be negotiated at the end of that time. Sir would maintain her previous life’s meager business activities (rent, bank account, charge cards, etc.) so that she might return to her previous life if she so chose at the end of the first year, but otherwise she would be his for that period of time.
She signed without a second thought. She was so excited to be really living some of her fantasies that she didn’t even think about the implications. Her life, her body, her soul, her future were his.
The second order of business was her diet and hormone treatments. Sir wanted her slim but rounded, so he had Nora put her on a strict diet and began giving her hormones the first day. Within two months April had noticed that her hips were rounder and smoother, her boyish bubble butt looked even nicer and softer, and her little breasts were starting to bud and show. She was very proud of that.
Her original hair color was brown, but Sir had had it dyed blonde, and it had grown long enough to be worn in two little ponytails, often with pink ribbons on them. Sir called it the blonde-baby-bimbo look. Her body hair, which had always been minimal, was almost non-existent now. Sir insisted she carefully shave every day so that her skin was smooth and completely hairless.
Her embarrassingly small cock had been fitted with a chastity device that first day as well, and Sir told her it would only come off when he wanted it to. She was not to touch herself or try to masturbate or she would be severely punished. Finally, that first day, Sir had shown her a lovely stainless steel butt plug with a very large bulb on one end and a beautiful pink jewel at the other end.
“Do you like to have your sissy pussy stuffed, slut?” he asked.
“Yes, Sir,” she had answered quietly.
“Have you ever taken one this big before?” Sir asked.
“N-n-no, Sir,” April had stammered.
“Well you’ll have to earn it, bitch,” Sir went on. “You will eventually wear this one all the time, except when you’re being fucked. But for now, you will train with this black rubber one. It’s a bit smaller, as you can see, but you will wear it constantly, and you will treat it with respect. Think of it as a surrogate for my cock. That means every time you have to remove it to shit or if I or anyone else wants to use your pussy, you will lick it clean, no matter what’s on it, and you will insert it again as soon as you’re done. Do a good job wearing it, without any faces or whining, and you’ll get the pretty jeweled one in a month. Do you understand, sissy girl?”
“Yes, Sir,” April replied. She was both excited and a bit alarmed that she would have to wear a butt plug 24/7. She liked wearing one when she lived alone, but it was usually only for a few hours at most. This would be a challenge, but she was determined to show Sir that she deserved the pretty steel one and couldn’t wait to feel it being pushed inside her. Aside from the cock cage and the butt plug, April wore nothing around the house except a collar, a solid pink leather one that was locked around her neck with a heart-shaped padlock.
The name “Sissikins” was spelled out on the collar in little rhinestone letters. Sir had decided that April sounded too much like a real girl’s name. He wanted her called something that would clearly identify her as something different, that would remind her and others that she was a full-time sissy.
Sir called her to him as he did each morning after breakfast. She crawled from her place in the corner to his chair and looked up at him. “Kneel up, slut,” he said quietly. As she did the chain that was attached to the ring on the wall moved noisily with her.
She was always tethered somehow in the house, either with a long chain or a shorter leash, depending on the situation. She knelt there, her hands behind her head as she had been trained, while Sir fondled the little cage that encased her sissy clit. It left her smooth sack free, and his warm hand cradled her little balls, squeezing them more and more firmly with each grasp. She flinched, and he squeezed them hard enough to make her bend over in pain. With that he slapped her hard across the face. “Bad form, you little bitch!” he said angrily. “Let’s try that again.” And he went back to gently squeezing her balls, increasing his pressure on them with each squeeze.
This time she forced herself not to flinch as the pain increased. “Do you like it when I fondle you, fuck doll?” Sir asked. Sissikins simply nodded and bit her lower lip. “Then tell me, cunt!” Sir insisted.
“Please, Sir. I like it when you touch me and squeeze my little jewels, Sir. It makes me want to cum, Sir.”
“Good girl,” Sir responded. “Let’s see what we can do about that.”
It was a little game he played with her almost every morning, and it was both pleasurable and painful. He would remove her chastity cage, as he was doing now, fondle her little cock and squeeze her soft little sack until she came into a glass he was holding. He would time her. The shorter the time it took her to cum, the less painful her punishment would be. He was training her to cum almost on command from a combination of pain and pleasure, with very little stimulation except the pressure of promised punishment if she were too slow.
Today she felt herself on the edge almost as soon as he removed the cage and she felt her little cock in his big hand. “Please, Sir! May I cum, Sir?” she whimpered. “So soon, slut? OK, now, you little twat! Fill this glass!” Her little cock spurted what seemed to be an enormous amount of semen into the wine glass Sir was holding. It was this way almost every time, at least in terms of the amount of cum.
Sissikins lived an existence of nearly constant stimulation and denial, where multiple times a day she was close to the edge of orgasm but never allowed to cum except for this little morning ritual of Sir’s, and sometimes he would forego it, leaving her miserably horny and with no hope of release until the next morning – if then. “You know the rule, cunt.” Sir said, handing her the wine glass, “every drop.”
Sissikins raised the glass and sipped her cum from it hungrily. She had not eaten anything since the night before – that was on purpose also. Her first taste of anything each morning was usually her own cum, or if Sir didn’t play the game with her, she might be allowed to suck his magnificent 8″ cock until he came in her mouth.
Once in a while Sir would provide her with a condom filled with some stranger’s cum instead, dangling it in front of her like a person would a treat for a dog while she knelt and begged, then watch as she sucked it clean. It didn’t matter. Her breakfast was cum, every day, and often it would be all she would eat until much later. Sir liked to see her hungry, licking and sucking the semen like a starving girl – which she nearly was. As she licked the inside of the glass clean, Sir once again grabbed her soft little sack.
“Enjoy it, little girl,” Sir said. “I might want to have these taken off someday. You won’t really need them eventually, and they’ll just keep getting smaller and more useless as your hormone therapy continues. Maybe I’ll have them preserved in a little glass jar on the mantle. They’d be a great conversation piece. And you could show anyone who asked all that’s left – your tiny little clit. We might not even need the cage anymore, but there would have to be some kind of little decoration on it. Maybe a little silver tube to hold it out and let everyone know you still have a cock, just nothing else.”
Sissikins tried hard not to gasp too loudly. She was both mortified and strangely excited. Her little cock twitched in Sir’s hand as she thought about the very real possibility of being castrated. Sir laughed at her reaction and pinched her cock hard.
“You like that idea, don’t you, sissy? You’ve thought about it before, haven’t you? Did you secretly hope I’d do that to you? What a fucking little pervert you are! But that’s why you’re here, isn’t it?”
Sissikins blushed and lowered her gaze to the floor. Sir always knew what she was thinking. It was like he could read her sissy-bimbo mind and tap into her deepest thoughts and fantasies.
He would often fuck her for hours, stopping before he came in her, coming back to her again and again after a short break during which he enjoyed whipping or spanking her ass and telling her what a pathetic little cum dump she was, calling her a cock whore and promising someday to give her to a kennel where she would get fucked like the bitch she was by a pack of horny dogs.
His verbal abuse never failed to push her over the edge, and her little clit would spurt several times during the course of being fucked by Sir. Of course she was always whipped for those forbidden ejaculations until her ass was covered with bright pink welts, and she would have to lick up her mess while being punished. She loved being whipped almost as much as she loved feeling herself cum.
One afternoon, Nora came to the corner where Sissikins was curled up on a dog bed napping and woke her with a toe to the chastity cage. “Up, slut, ” she said brusquely. When Sissikins got to her knees as she was trained to do, Nora unlocked the chain and clipped a leash to her collar. Sissikins crawled quickly after Nora down the hall to Sissikins’ bedroom, a very frilly, girly affair with ruffles everywhere and a pink comforter and pillows on the bed.
“Stand up,” Nora ordered, and began to dress Sissikins in a very frilly outfit with several petticoats that simply shrieked “SISSY!” to the world. Sissikins figured she was about to go out, not knowing where, and as always the thought of being seen for the sissy she was turned her on. Her little cock strained against its cage, and Nora chuckled as she noticed Sissikins’ reaction to the feel of the petticoat ruffles.
“You love this, don’t you, Sissikins? You love being dressed up and looking like a little girl? Well, today you’re gonna get a special treat. Sir is going to take you for some big girl tits. What do you think about that?”
Sissikins felt her knees weaken, and her mouth got very dry. “OMG!” she thought, “can it really be happening?” She had dreamed of having breasts since she hit puberty and all her girlfriends had started to develop. She was so envious, but as a boy she could only look at them with what others thought was teenage lust. Little did they know she was totally jealous of the girls whose tits had blossomed first. She wanted them, dreamt about them, pretended she had them, and now she finally would! There was no doubt in her mind that she had made the right choice to come live with Sir and belong to him.
The drive to the medical center didn’t take long, and Sissikins followed Sir meekly into the offices and sat in the waiting room while Sir filled out the necessary paperwork. While she sat there, two young women on the other side of the room began whispering back and forth and looking at her with raised eyebrows. Finally they started giggling, and one of them said “My girlfriend and I have a bet. She thinks you’re a real girl and I think you’ve a faggot. Who wins?”
Sissikins blushed and pointed to the girl who asked the question. “Told ya!” the one girl laughed and both got up out of their seats. They walked over to Sissikins and sat down on either side of her. “Show us,” the first girl said, looking around the waiting room to make sure no one else was there to see.
Sissikins slowly pulled up her ruffled petticoats high enough to reveal her little cage and held them there so the women could see her tiny dangling excuse for a cock locked away. The two women snickered and stared at the tiny captured organ. The first woman boldly reached over and grabbed Sissikins’ clit cage and began tugging on it, giggling as she noticed the cock start to swell in response to the stimulation but unable to get very big because of its little prison.
“So what are you here for, you little sissy?” the other woman asked.
“I’m here to get breasts, ma’am,” Sissikins said quietly. At that the two women laughed out loud.
“Well I hope they give you some big ones to make up for that tiny thing!” the first woman said, letting go of the cage. The two returned to their seats and continued to giggle and stare at Sissikins until she was called in.
The surgery itself lasted several hours, and Sissikins remained in the hospital overnight until Sir came to get her. She was very excited to see how she looked, but it took several more days before the bandages came off and she could see her new body. When she did, she was thrilled! Her new tits were a lovely 36C size, not too big, but perfectly shaped so that the bottom of them hung a little below the aureolae.
She had been concerned that Sir might have her modified with huge implants so that she would have grotesquely large tits. She had seen that on some trannies, and she worried how she would manage if that happened to her. But Sir had been a bit more conservative, and she thought she looked perfect.
“We’re only missing one thing,” Sir had said, and he took her to a tattoo and piercing parlor where he had her new nipples pierced and fitted with little bells. “Boobie bells,” he called them, laughing. “They’ll always tell me where you are, and they’ll make a nice noise when I’m fucking you, slut,” Sir said in front of the man who was going to pierce her nipples.
She was wearing black leather high heeled sandals, a tiny black leather skirt that barely covered her ass and little clit, and a matching leather bra top which Sir made her take off and hand him before she got onto the table. When he was finished, the piercer asked Sir if he could have Sissikins suck him off as payment instead of cash.
“Fuck her face as long as you want,” Sir replied, and left Sissikins alone in the back room where the piercer pushed her to her knees and brutally skull- fucked her for a good 20 minutes. While he fucked her mouth, the man kept up a steady stream of verbal abuse.
“Cocksucking little faggot whore! I’m gonna fuck your goddamn faggot mouth and make you choke on my big dick, you fucking sissy bitch! You’re a cum rag, a fuck hole, a cock slut! You’re fucking pathetic! You don’t deserve to even have a cock. You’re a disgrace, you fucking cum dump! Look at me, bitch! Look at a real man! Look at me while you suck my big cock and take my hot spunk down that fucking sissy girl throat of yours! What are you? You’re a cock whore! A fuckface cum slut! All you’re good for is sucking cock and getting your sissy asshole fucked by men with real cocks!”
The whole time the sound of Sissikins gagging on the man’s big cock and the tinkling of her new little bells could be heard throughout the shop, and Sir just smiled to himself that the boobie bells were a great addition to his property. For her part, Sissikins was completely turned on by the face fucking, the man’s constant insults and verbal degradation of her, her own semi-nakedness, the fact that she was now marked with nipple bells, and that Sir had simply given her to another man to use and abuse. Her mind was spinning with desire and lust. She wished she could be this high all the time.
After what seemed to Sissikins like an eternity of sucking, choking and gagging, the man finally blew his load on her face and tits and into her waiting mouth. She had to swallow all of the man’s cum, lick his cock and balls clean, and then thank him for using her mouth and for her new bells. Sir led her topless and stumbling from the shop down the street to his car, cum splattered on her face and chest, and made her ride home bare breasted, reaching over occasionally to give the bells a little jingle. Part of her was mortified by the physical and verbal abuse and exposure, but her traitorous clit told a different story, swelling painfully in its cage from the excitement she felt.
The healing took almost no time at all, and Sir took Sissikins shopping for new slutty outfits that would show off her new figure. The mall shop they went to had large dressing rooms, and Sir made Sissikins stand there in just a garter belt, stockings, heels and a demi-bra while the salesgirls brought in a number of dresses, miniskirts and little tops for her to try on. Sir sat and watched as Sissikins blushed constantly at the exposure of her bare ass, her locked up clitty and most of her new tits.
“Get used to it, fuck doll,” Sir said at one point. “A lot more people are going to see you in a couple of months, and you won’t be able to cover anything up.”
The salesgirls could barely suppress their amusement at the humiliated sissy, and with Sir’s encouragement, they freely fondled her ass, cock and tits as they helped her try things on. They all enjoyed watching her little clit try to get hard in its cage from the humiliation and touching, and at one point, one of the girls asked Sir if she could give Sissikins a mock blowjob.
Sir thought that was a wonderful idea, and the rest of the sales staff put a “Closed for lunch” sign on the door and gathered around to watch in the dressing room. Sissikins stood with her hands behind her back as the sales clerk knelt in front of her and slowly sucked the caged cock into her warm, wet mouth.
The other girls all laughed and commented about how that must feel as Sissikins could only moan and shift uncomfortably from one foot to another in her heels as her knees felt weaker and weaker. The show went on for about 30 minutes during which the other girls joined in by pulling Sissikins’ tits out of her bra and playing with them, rubbing the nipples and laughing at the way they got hard and the cute tinkle of her boobie bells. They also toyed with the butt plug in her ass, twisting it and pulling it partway out before shoving it back in, pushing Sissikins’ cock into the mouth of the girl who was sucking on her cage.
“She’s really half girl, isn’t she? And all slut!” the store manager said to Sir, who only nodded and smiled from his seat nearby. The girl sucking Sissikins’ little cock switched off with one of the other sales clerks who wanted a chance to suck a caged cock. “I want to do this to my boyfriend,” she said, “and I wanna see how it feels to tease him to death.”
Sissikins’ clit was leaking a fair amount of pre-cum during the time that she was subjected to the girls’ attentions. Sir made her kneel down and lick up what had dripped on the floor when the second girl finally stopped licking and sucking, finishing up by squeezing Sissikins’ jewel sack and giving her cage a little pat.
They left the store with a number of slutty outfits for Sissikins to wear, including the one she wore out of the store. It had a plunging neckline that showed a lot of cleavage, side boob, and was very tight and clingy. It didn’t quite cover the lower part of Sissikins’ bubble ass cheeks either, and if one looked carefully, her jewel sack could be seen hanging below her cock cage just above the tops of her stockings as they walked through the mall filled with people. Sissikins kept her eyes down, afraid to make eye contact with anyone, sure that everyone who saw them could see what a complete sissy slut she was.
Sir loved to expose Sissikins to public humiliation, partly because it was his nature, and also because he knew how much it excited her, and he loved keeping her on the edge sexually. Sometimes he would have Nora put her in little girls’ clothes with big bows in her hair and make her wear diapers. This was the only time she didn’t have to wear a butt plug. Nora often took Sissikins with her dressed like this when she did the shopping for groceries or household items, and Sissikins would have to follow Nora around the store with a pacifier in her mouth, drawing stares from most of the customers.
When she was in diapers, she had to use them, and Nora always made sure Sissikins drank a lot of fluid before taking her out to shop. Inevitably Sissikins would have to pee, badly, and sometimes even have to shit, but Nora insisted on continuing to shop, even if Sissikins tugged at Nora’s arm and made a pathetic face while she squirmed uncomfortably doing the “pee pee dance.”
“If you have to go, just go, baby girl. That’s what diapers are for,” Nora would say, and Sissikins would have to pee standing in the middle of the aisle in the supermarket.
The worst was if she had to shit and couldn’t hold it in. The smell would waft out around her, and people nearby would wrinkle up their noses and move quickly away, disgusted by the sissy-baby’s behavior. Nora would finally relent and drag Sissikins to the ladies room where she would make her get up on the fold-down changing table and lay down for a diaper change. Nora didn’t care who came in or saw them, and she would make Sissikins put her legs in the air, feet apart, while she changed her wet and/or soiled diaper.
Sissikins’ embarrassment at times like this was almost more than she could bear, but at the same time she secretly loved the exposure and humiliation that came from having no privacy whatsoever. She hoped that many women would come in, or if they were using a family Restroom (Nora always left the door slightly ajar in those), that people passing by would see her laying there with her skirt up, diaper off, and ass and little caged cock exposed.
Sir began to taper off Sissikins’ orgasms after she had been with him about 6 months. She still got her morning cum breakfast, but it was her own cum perhaps once a week for a while, then not at all. She would either spend at least a half hour under the table on her knees sucking Sir’s cock while he finished his breakfast and went through his daily schedule, or she would suck one or two condoms filled with strangers’ semen.
Sir paid a couple members of a crew that cleaned a park known to be frequented by lovers to give him any used condoms they found on the ground. He kept a supply of those on hand as he restricted Sissikins’ orgasms for those mornings when he didn’t have time or want her to suck him off. Sometimes Sir would have Sissikins crawl under the table so he could urinate in her mouth. She was becoming very adept at swallowing his hot piss and would suck up any that puddled on the floor, licking until the floor was spotless.
He still fondled her every morning, teasing her as she moaned and leaked pre-cum in frustration, but he also noted that her balls were getting smaller and her cock seemed to be shrinking as the hormones changed her body. “Chastity becomes you, Sissikins,” Sir said. “Could be your next trip to the doctor will take something away,” he said laughing, and he made a little scissors gesture that made Sissikins feel faint.
About nine months into her first year, Sir planned a coming out party for his sissy. Sir had Sissikins dressed in a tight little hot pink micro skirt with a little white and pink polka dot crop top that didn’t quite cover her tits, leaving the bottoms of them exposed. No underwear, but thigh high white stockings and black strappy heels completed her outfit.
Her sissy pussy proudly wore the huge steel butt plug with the pink jeweled stone in the end. Her pink collar was fitted with a pink leash, and Sir had her wait kneeling in the large living room before his guests arrived.
Sissikins knelt in the corner, hands in front of her and eyes down as some 30 people arrived for Sir’s evening party. Many of the guests walked over to her and patted her head or touched her cheek. One or two put a hand under her chin and lifted her face, but Sissikins had been trained to look down if this happened, so she didn’t see the faces of those who were looking at her.
Her cheeks were nearly as pink as her skirt from the feeling of being an object on display, a piece of interesting furniture in Sir’s large living room. The guests mingled and talked, eating and drinking, but no one offered Sissikins anything. Finally, Sir called for his guests’ attention and said to one of his friends who was standing near Sissikins, “Harry, bring the slut over here.”
Harry tugged on her leash as Sissikins rose and walked meekly over to where Sir was standing. Harry handed Sir the leash, and Sir said to his guests, “You all know that several months ago I acquired a new addition to my household, a young sissy who wanted more than anything to be owned and trained to be feminine and submissive. I’ve spent the last few months and lots of time and money to create what I think is a nearly perfect transformation, and I’ll let you judge that for yourselves.
“Sissikins is almost completely feminized. As you will see, she still has her little cock, although for the past month or so it has only served as a means to pee. She has not been allowed an orgasm for almost 60 days, and my plan is to keep her chaste indefinitely. Show them, sissy,” Sir said.
Sissikins obediently lifted her tiny skirt to reveal her caged clit. A small pink ribbon had been tied around it, and the cage twitched slightly as her exposure caused Sissikins to try to become excited. “Keep your skirt up, slut,” Sir continued. “Turn around and bend over. Show them your ass.”
Sissikins did as she was told, revealing to everyone in the room her anus and its new decorative plug. “That will come out later,” Sir said, “and you will find that her pussy is wet and open enough for even the biggest of you. She loves to be fucked and fucked hard, don’t you, sissy? Well, speak up, you little cunt!”
“Yes, Sir,” Sissikins said almost inaudibly.
“Yes, what?” Sir demanded. “Tell us all what you like!”
“Yes, Sir, I love to have my pussy fucked hard, Sir.”
“What else do you like, fuck doll? Tell us!”
“I like to suck cock, Sir, and I like to lick women’s pussies and asses, Sir.”
“Like?” Sir said, an eyebrow raised.
“Love, Sir. I love to suck cock and lick pussy, Sir,” Sissikins said.
“Strip, slut!” Sir ordered, and Sissikins slowly removed her top and skirt. Her boobie bells jingled as she moved, and the guests all enjoyed the sissy’s humiliation at being nearly naked in their presence. “For the rest of the evening, Sissikins here will be your entertainment, my friends,” Sir said. “Please feel free to use her in any way you wish. She has been trained to accept anything and everything you might want to do to her or have her do for you. My only request is that if you use her for toileting purposes, you at least have her clean up a bit so the next person isn’t grossed out,” he finished, laughing.
Sissikins spent the evening sucking cock, swallowing cum load after cum load and bringing most of the women guests to orgasm orally. Several of them had her lick their assholes as well, making her stick her tongue in as deeply as she could until she could taste the bitterness of their waste. A couple of the men used her willing mouth as a urinal, making sure she had a bowl in her hands to catch anything that didn’t make it down her throat on the first try.
Some guests amused themselves by slapping her face and commenting on how she had been trained not to flinch at all. They also pinched her tits to see how they felt. “You have some nice little titties there for a fake girl,” one of them said. A number of the men wanted to fuck her, so they bent her over the end of a sofa and pulled her steel butt plug out with a noticeable pop before plunging their hard cocks into her warm, wet hole one after the other.
At one point Sissikins was spit-roasted by a cock in her mouth and one in her ass, and she was in sissy heaven as both men came simultaneously, filling her mouth and her colon with their hot juices. In the course of the evening, one of the women grabbed Sissikins’ leash and dragged her stumbling down the hall to the bathroom, cum running down the back and insides of her thighs, where she made Sissikins kneel on the floor in front of her as she sat on the toilet.
The woman reached between her legs and pulled a heavily used tampon from her vagina, holding it up in front of Sissikins. “So you think you’re a femmy little girl, huh, bitch?” the woman said. “Well here’s what real women have to deal with, so now it’s your turn. Lick me clean!” she ordered, holding the soggy tampon in her hand.
Sissikins leaned forward as the woman spread her legs and lapped at the woman’s labia, tasting the saltiness of the blood and menstrual flow. When she felt clean, the woman pushed Sissikins back onto her heels and said, “Open! Look up!”
Sissikins opened her mouth and tilted her head back as the woman dangled the bloody tampon over it. “We’ll see how you deal with a period using these lips,” the woman said, lowering the dripping tampon by the string into Sissikins’ mouth. “Now close!” the woman ordered, and Sissikins closed her mouth around the sodden mess.
The string dangled down her chin, and her eyes registered shock and surprise, but the woman slapped her face hard and said, “Don’t you dare open your mouth for the next hour, you little shithead. That part of you is on the rag as far as the men here go. We’ll see how you like being a real girl for a while and having to put up with that squishy thing inside you.” With that she rose and washed up, then dragged Sissikins back to the living room with the tampon string hanging from her mouth.
Sir just laughed when he saw that and said to the woman, “Very good, Claire! I’ll have to have Nora start training her to do period duty in addition to her other chores around here.”
“I told her an hour,” Claire responded with a wicked grin.
“Perfect,” Sir replied, “let’s see how she does.”
Sissikins endured the taste and feel of the soggy tampon in her mouth as her pussy was rammed and reamed several more times. In order to keep her from expelling the bloody tampon in the heat of passion, Sir taped her mouth shut leaving the string hanging out.
Sissikins moaned with pleasure around the mess gagging her mouth as she was fucked hard for the next hour. Deep down she felt totally and completely degraded and used. She also felt totally and completely content and happy. She had dreamed of nights like this, of being the center of a fuck party, the object everyone wanted to use and abuse.
It was her dream come true, and she wanted nothing more than to spend the rest of her life as Sir’s sex slave, fuck doll, bimbo slut, toilet girl, or whatever else he wanted her to be. She knew that when the year was up, she would gladly sign the next contract giving herself to him forever. That night, alone in her bed, cum dripping from her pussy and drying on her face, her tits, her ass, her thighs, and the taste of menstrual blood still lingering in her mouth, she fell asleep hoping that Sir would continue to find new ways to use, display and humiliate her for his enjoyment – and hers.