ANSWERING AN AD FOR SEX OR THE REALLY BAD IDEA BY Missy Satinpanties
I was in pain, and did not want to be where I was, dressed like I was. It was, well, let me start at the beginning, shall I?
I had answered an ad in the local swinger paper. "Drop dead gorgeous older lady seeks small-statured, hairless young man for encounter." I figured that I was what the ad was looking for, as I was only 5'5" tall, slender, and had very, very little hair on my body. And the picture that went with the ad? WOW! She looked to be about 35 or so, with big tits, wearing a tight black silk blouse, and a long black pencil skirt. She was beautiful, sexy, and her arms were encased in black (satin?) gloves to the elbow, and she seemed to making the "come here" gesture, and in my heart and crotch, she was making it to ME!
So, I sent a reply that had my picture and a bit about me. A week later, I got a letter in the mail in a pale blue envelope, smelling faintly of perfume. No return address, but my name and address were written in elegant script. I was given a phone number to call, and told to call promptly at eight that evening. At two minutes of eight, I had the number dialed, except for the last digit, and watched the clock count down. At eight on the nose, I hit the last digit, and the phone rang once. A smoky, sexy voice answered.
"Hello David!" was the first thing I heard. I stammered out a weak hello. "I'm so glad you called, and I'm so very glad you were prompt, and followed directions so well." Again I stammered out a thank you. "Now, darling, I want you to listen to Nina, and follow my next set of instructions to the letter. If you do, then I assure you that you will be in for a sexual experience like you've never had!"
I was only 19, on my own after my parent's divorce and my father's conviction of killing a man while driving drunk. I had a piddling job, not a lot of cash, and no sex life. I had always had a thing for older women, and even if this was some type of scam, hell, she wasn't gonna get much out of me! I think I had $39.00 in the bank at the time!
Her instructions were a bit odd, but not so odd that I gave up. I bought a bottle of Nair, and removed all the hair from my crotch and underarms. I put on the white T-shirt she wanted me to wear, and the shorts, along with sandals (or sneakers with no socks) and didn't wear any underpants. The last was a bit uncomfortable, but the thought of her having instant access for sex was hot! I left the apartment at a little before seven, and at seven sharp, the car that she said she would call for me pulled up. Feeling a bit self-conscious, I got in, and with a quick squeal of his tires and no conversation, the driver shot away from the curb. I looked around and figured that this lady must be rich to have a top-of-the-line car like this and a driver! I asked the driver where were going and he told me that I would be informed when we arrived, and then didn't say another word. Hmmm.
Twenty minutes later, after making a series of bewildering turns, sometimes making several turns in a block, we arrived in front of a house somewhere in the suburbs. Not just a house, but a veritable mansion!
The driver pulled up the drive, stopped, and opened the door. I asked him how long he had been working for this lady, and he told me that he was from a hired car company, and had no idea who lived here, or anything else. With that terse sentence, he was back in the car and sliding smoothly down the drive. I just stood there, wondering what came next. At the sound of a door opening, I looked up, and there she stood! She was wearing a long sleeved white satin blouse that was filled to the breaking point by her ample bosom, and the blouse itself had a huge bow and ruffles at the front, and ruffles at the cuffs. She was wearing a black pencil skirt and black heels, and her hair was pulled back in a bun. She looked like the naughty school teacher in an adult video, and I loved that look!
She asked me to come in, and I followed her into an elegant room, where I was told to sit down while she got some tea. I expected her to leave the room, but she rang a little bell, and an adorable young girl in a fantasy French maid costume minced in with a tray, and served us both Earl Grey Tea and some small cookies. Miss Nina, as I had been told to call her, then began to ask me questions, and I relaxed and began to enjoy the room, and my hostess. I could see her legs wrapped in shiny sheer black stockings, and wondered what her warm skin would feel like through the hose. Then I began to wonder what sort of panties she was wearing, and what might be under those panties, and when I might?
"DAVID!" Miss Nina almost yelled, bringing me out of my sexual daydream. I know you're wondering what Miss Nina has in mind for her little man, and I guess that anything else has second place in your mind, so why don't you come upstairs to the bedroom, and we can begin the fun, eh?" As we got to the top of the stairs, I started to get a bit woozy, and as we entered the room, Miss Nina had to grab my arm to keep me from falling. I felt her breast alongside my face, could smell her perfume, and then, blackness.
I woke up with a headache and an ache in my jaws. I felt as though I was standing up, and when I finally was able to focus a bit, realized I was standing! My mouth was dry as dust, but when I went to lick my lips, there was something in my mouth! I shook away the cobwebs, and finally was able to unglue my eyes to look around me. I was standing all right, and I was in pain. There was something tight and scratchy around my neck, and I seemed to be locked in place. My eyes finally got used to the light, and I began to take stock of the situation. I was in what looked to be a little girl's fantasy bedroom, complete with white canopy bed, white furniture, lots of pink satin, stuffed animals, and the like. The room, though, wasn't what scared the hell out of me.
Directly in front of me was a large mirror in an oval frame, and centered in the mirror was me, and I was wearing high heels, white little ankle socks with pink lacy tops, and a horror of a little girl's dress in pink satin with lots of lace, and way too short to cover the frilly pink panties that I was wearing. I had had my face painted with rouge and some eye shadow, my longish hair was in two pig tails with a big pink bow. As if all of this wasn't enough, my ankles were cuffed and hooked into two big eye bolts in the floor, forcing me to stand with legs wide apart, and my hands were cuffed behind my back to a metal pole that ran floor to ceiling. I couldn't see my mouth as there was a black leather pad covering it, and obviously holding whatever was in my mouth as a gag, with black leather straps running behind my head.
Christ! I was dressed like some simpering little girl, bound and gagged in a fantasy bedroom, and for what? This Miss Nina must be some kind of weirdo! Well, let her play her game and then I'll get the hell out of here, and never come back! This was the last ad I was ever gonna answer!
The door opened, and in came the maid. She minced into the room, and took out a dainty little handkerchief, which she dipped into a small bowl of water on her tray. She used this to wipe at my eyes and nose, and then she set down the bowl, and began to re-apply the makeup around my eyes. I tried to talk, to yell, to bed, but all that came out was a mumble and drool. She looked at me with pity, and told me that things will be much better if I relax and try to enjoy myself. She then tried to put more stuff on my eyes, and I tried to whip my head away, only to find that the lacy collar around my neck was attached to the pole, and I had very little freedom of movement!
The maid shook her pretty head and told me that she now had to show me why I should behave. She reached into the pocket of her shiny white satin apron and pulled out what looked to be a key fob remote, holding it up for me to see. There were three buttons on it, and she told me she was only going to use setting one. She pushed the button and my neck felt as though it was on fire, the fire spreading to my head and shoulders in unbearable pain! She released the button, and a sagged into my bonds, sweating and shaking from the blast of pain she had set off. I was informed that the collar was a variation of the collars used to train dogs, but had been modified to bring great pain to a human. As I was a new slave (SLAVE???), I had only received a short burst on 1, but if I continued to misbehave, settings 2 and 3 would be employed, and 3 always ended in the slave voiding his bowels, and writhing in agony for an hour or more until the shock wore off. She recommended I never push anyone to administer a 3 as punishment! What in the Hell had I gotten myself into? How do I get out?
The maid continued to put on my makeup, fix my hair, and smooth out "my" dress. She then told me that my training would commence in just a few moments. She reached behind me and undid one wrist, and with the shock from my collar very fresh in my mind, her reminder to behave was unnecessary to say the least! My left wrist was now hooked to a ring in the collar, and I could see now that my hand was encased in a thick pink satin mitten with no fingers or thumb. My right wrist now followed to the other side of my collar, and the maid then released something or other, and removed the pole from behind me, leaving me spread legged on high heels, and bound to the floor. After the pole was placed under the bed, she came back, and sprayed me with some light floral perfume, kissed my cheek lightly, and told me to enjoy myself. Enjoy myself with what?
As she exited, Miss Nina entered, and began circling me, touching my oh so sissy dress here, smoothing a non-existent wrinkle there, and finally standing in front of me, imperious in her school teacher dress. "Hmm, let's see, first things first." She said softly, "David just won't work here; we have to come up with your new name. Let's see, Dorothy? Maybe but, let's keep going, shall we? Babette might work, or Amy, Julie, Amanda, Melissa, I just don't know. Yes. "She stately flatly, "I think Melissa will be perfect. Missy Melissa, Sissy Missy! I like it! I hope you like your new name, Missy, as if you don't answer to it?" Here, she held up the exact duplicate of the maid's remote, and fingered the buttons absently. I knew right then and there, I would answer to the name until I could get the hell out of this nightmare!
"Now then, Missy, You're probably wondering what's going on, hmm?" I nodded my head nervously, "Well, I promised you a sexual experience like you've never had, and I intend to live up to my promise. You are going to be my house guest here, and like my little Suzette whom you've met, you will be expected to work for your keep. Now, before you get any ideas, you are going to be staying here, and you are going to work, doing exactly what you're told. Any wild ideas of running away would not have very pleasant results!" With that, she merely brushed her finger across the button, and a wave of intense pain filled my body, and left just as quickly. "You see, until you are properly trained, I control your comfort, I control your pain, it's really just that simple!"
"And now, little Melissa, it's time for your training to begin!" She went to the door and opened it, allowing someone else to enter the room. I could see the man she let in by way of the mirror, and he was a tall, well-muscled man, clad in a black silk kimono-type robe. He came up behind me, reached around my body, and began to tug and twist at my nipples through the satin of the dress, roughly grabbing my cock through the panties, making me yelp and moan and drool around my gag. He left off molesting me, and came around in front of me. "He seems to be rather sensitive, Miss Nina," he said respectfully, "I think with a little bit of work, we will have some very nice material to work with." Miss Nina smiled as though she won a prize. "What do you suggest, Sven," she asked.
He grabbed the front of my panties, and pulled them down, allowing my cock to pop free. "Look, Miss Nina," he said, "He's alone, scared, and yet he still has half an erection! So, hmmm, maybe we don't want to castrate him, or alter him surgically there, just yet. (I jumped at this, and tried to yell around the gag. (Surgery? Down there???) "I think we can use the proper prescription to get the results you are looking for, and we can hold off any other course of action until we find it necessary, don't you think?" Again, there was a respect there, and it seemed that whatever Sven's specialty was (torture I was guessing!) he was deferring to Miss Nina as though she was in total control of the situation.
Miss Nina nodded her approval, and he left the room, only to return with Suzette, who was carrying a tray. He reached over to the tray, pausing only long enough to tweak one of Suzette's nipples, and picked up a hypodermic syringe. Now, I was beyond scared, I was terrified! He filled the syringe from a small bottle, got the air out like a doctor would, and then pulled my panties down off of my bottom, and jabbed the needle in, filling me with God only knows what drug. He then refilled the syringe, and jabbed it home again, filling me with despair and dread.
Finally, he took a clean syringe, filled it from another bottle, and gave me an injection in the arm. Within seconds, I could feel the powerful sedative begin to work, and as it did, my ankles were unshackled, and for the second time that day (?) blackness overcame me.
I woke up in a dark room, found my mouth empty, my hands free, and my head on fire. There was just enough light from a little night light for me to explore my surroundings. I was lying in what appeared to be the canopy bed in the room I was bound in. I was in a satin nightgown of uncertain color, although it appeared to be pink, and while I was relatively free, my left ankle had a locked cuff on it, hooked to the bed post with a sturdy chain. I sat up, and looked around, needing to get some water, and to go the bathroom badly. I found a plastic carafe of water and a plastic cup by the bed, and drank three glasses down greedily. Now, to solve the problem of the bathroom! The thought of needing to pee reminded me of the threat of having my balls cut off, and my hand went quickly to my crotch. I felt something soft and plastic, and pulling back the covers, I could see I was wearing a very thick diaper with a pair of plastic panties over them. I tried to pull the plastic pants down, and found there was a thick cable running through the waistband, that ended in a lock. So, I was shackled in a girl's bed, wearing a nightie and a diaper. What in the Hell was going on here? I lay back, but the need to pee was overpowering, and I finally gave up my dignity, and let it out into my diaper in heavy hot stream. The pee pooled around my ass, and was mostly soaked up by the diaper, but now I was lying in a diaper filled with my own pee, and all I could do was lay there and cry.
I must have fallen back asleep, as I woke up with a start as Suzette turned on the lights and pulled back the gauzy pink curtains, letting in the morning sun. "Good morning, Melissa," she said, "I hope you slept well, as we need to get you up on your feet and ready for training! She showed me the remote that she now wore on a pink ribbon around her neck, and after reminding me to be a "good girl," she unhooked my ankle, and told me to sit up, and to try and stand. I did, and found that I was very unsteady on my feet. With Suzette's help, I stood and walked around the room a bit. I was now aware that my throat hurt, and my bottom was sore as though I had been spanked hard. I started to ask Suzette what had happened, but as soon as I said one word, I clapped my mouth shut in surprise. What had happened to my voice?
I tried again, and what came out was at least two octaves higher than my normal voice. "Well, little Melissa, you've been asleep for a week or so, or at least sedated into semi-consciousness. After we put you to sleep, the doctor made some improvements on you that I think you will like!" She said this all rather proudly, as though I had asked for some "improvements!" She led me on shaky legs to the mirror and pointed out the "improvements."
You see your lips? They are now so much fuller and prettier, and we took the opportunity to tattoo them pink, so all you need is some pretty lip gloss to make them shine. The doctor did some work on your vocal cords so your voice would be pretty, and we gave you a pretty little bubble butt, that the men won't be able to keep their hands off of!" This, I couldn't see through the diaper, but had no doubt as to her story.
"But Suzette!" I cried, "I don't want men to touch me! I'm not gay! I don't want any of this!" She fingered the remote and told me to hush, as what I wanted mattered very little. I started to cry again, and she merely told me to follow her. I had to waddle as the wet diaper was thick and heavy as she led me out of the room, and into the most girly, babyish nursery every conceived, with everything in the room sized for an adult! Fingering the remote again, I was told to get up on the changing table. She cuffed my wrists to the table over my head, and wrapped a strap across my chest, and then proceeded to unlock and remove the plastic panties. The wet diaper came next, and she used a baby wipe to clean me up. In spite of it all, her touch caused me to get hard, and she laughed. She took my erection in her hand, and softly began stroking it, and without any warning, slapped my cock and balls as hard as she could! Pleasure became roaring pain, and I screamed in agony at the treatment!
My days now became a living nightmare. I was dressed in satin panties and matching bra, along with a pair of Mary Jane shoes, oh and my horrible collar that was never removed except when I bathed. Miss Nina, riding crop in hand, forced me to learn how to walk, sit, stand, and bend over like a lady. She also taught me that while a riding crop to the bottom hurt, it was nothing like a stripe on the upper thigh! I spent the whole of the first day in my "lessons." Food was only to be earned by learning my lesson, and even then, it was barely enough to stave off the hunger pangs. When I was finally told my lessons for the day were over, I was led to the bathroom, where Suzette drew a bath, removed my collar, and told me to get in. As my collar was off, I thought I saw an avenue of escape, but where to escape to? I was naked, with no money, no ID, nothing. I would bide my time, for now. After she washed my hair for me, I was led back to my bedroom, told to put on my nightie, and this time a pair of matching panties, and shackled to the bedpost. Suzette handed me a couple of pills and a cup of water and told me to take them like a good girl. One was a vitamin, and the other a sleeping pill that would help me get to sleep, as I had another busy day of lessons tomorrow. I swallowed the pills, allowed the sheets to be drawn up over me, and passed into an uneasy sleep.
The next two or three days were just like the first, with a few "minor" changes. Along with my other lessons, I spent hours learning to curtsey, but I did it all on a pair of shoes with 3 inch chunky heels. I also learned how to put my finger in my mouth place my right foot behind my left, and sort of twist my ankle when someone asked me question I didn't know the answer to, or shouldn't know. Miss Nina told me it was "cute" to do when I was asked a question. I didn't think it was cute, but between the collar and the crop, did my level best to make Miss Nina happy. That afternoon, I was also introduced to the horror of a butt plug. It was very small, and while it didn't hurt too bad going in, having it in place with a leather belt to hold it in tight wrapped around and under me was very uncomfortable.
The next night there was also a new addition to the routine, or rather a couple of additions. As I was led to the bathroom, I was told to bend over the tub, with my hands on the side of the tub. As my collar was still on, I did as I was told. Suzette picked up a red rubber bag with a hose coming off of it, and instinctively, I knew I was about to get an enema. Yuch! She lubed the end, and forced it into my anus, opened a valve, and my bowels were filled with warm water. I was told to stay just where I was, unless I wanted to get shocked, and then I would have to clean my shit off the bathroom floor. I stood, bent over, my guts cramping, until some predetermined time had elapsed, when I was allowed to rush to the toilet and let it all out in a smelly rush. After my bath, I was led back to my bed, and after giving me my pills and tucking me in, she turned on one of those machines that make nature sounds to help you sleep. I fell fast asleep to the sounds of crickets and birds.
The next day was more of the same, with the addition of a pair of 3 inch stiletto heels, and that horrible butt plug in for the whole day, not just a few hours. By the end of the day, when it was time for my enema, bath, and bed, my bottom was in agony, as were my feet and legs.
Day four found me on yet higher heels, but without the plug. Miss Nina said I needed a day or so off so my bottom would be ready for the next plug. Oh joy! Right after my meager lunch, I was told to report to my room for a "wardrobe change" As I had been prancing around in nothing but panties and a bra, along with little nylon ankle socks and heels, I had no idea what I was going to wear next. I found that I didn't want to know!
Once in my room, Suzette and Miss Nina appeared, and my wrists were cuffed and hooked to an eye bolt over my head. Suzette then placed cuffs around my ankles, and attached them to what she told me was a spreader bar. So, here I was, in bra, panties, and heels, legs spread wide, and my hands cuffed over my head. What next, I wondered? I didn't have to wait long to find out. Suzette took a box from the closet, and removed a white satin corset. It was wrapped around my waist and pulled very, very tightly. I hated the feeling of being compressed like that, but had no say in the matter, as the collar on my neck, and Miss Nina's presence precluded any resistance or audible complaint. I was learning! After the corset laces were tied off, I had a pink tulle tutu placed around my waist, completing my humiliation.
I spent the rest of the day like that, helping Suzette around the huge house, and curtseying anytime someone said my name, or told me to do anything. Sven, whom I learned was actually a real doctor who specialized in plastic surgery, had a lot of fun that afternoon calling my name over and over, just to watch me grab the ends of my tutu and curtsey.
At the end of the day, Miss Nina called me over to her, and she pulled my little training bra up, and proceeded to play with my nipples. She wasn't harsh, and it felt good! I felt my cock hardening in my panties, and when she noticed it too, she pulled down my panties to look. She took my cock in her soft hands, and began to play with it. Fearing a slap like Suzette had given me, I really didn't enjoy it as much as I should have. Satisfied with whatever she was looking for, she released my member, pulled my panties and bra back into place, and rang her little bell for Suzette.
Suzette minced into the room and performed the cutest little curtsey. Miss Nina told her to fetch Sven and his things. I wasn't sure where this was going, and I was scared. I relaxed just a bit when he showed up with only a bottle and syringe. Quickly and expertly, he filled the syringe twice and again, forced his drugs into my bottom. I had no idea of what I was being injected with, and was too scared to even think of asking.
The next day began with the insertion of a butt plug. I was bent over, and Suzette donned a pair of latex gloves, shoved lube into my bottom none too gently, and then firmly and with no mercy forced a large plug into me. I yelled in pain, and began to cry, which she thought was particularly funny for some reason. That horrible leather strap was buckled around my waist, then between my legs, though a ring around my ball sack, and then up to be locked to the waist strap. I pulled on my sissy panties, pale yellow today, and the matching training bra. I sat on the bed, pulled on those little white nylon socks, and today's shoes, another pair of stilettos that were probably only 4 inches tall, but looked huge and painful. The painful part was no guess on my part, I knew. I was cuffed and hooked to the bed, and the corset was once again wrapped around my poor abused body, and pulled as tightly as Suzette could pull, which was pretty damn tight!
I waited to be unlocked and led to my tiny breakfast and my "lessons," but there was another new addition today. Suzette showed me a black rubber thing in the shape of a penis, but with straps on it. I figured it out when she jammed the thing into my mouth and buckled and locked the strap behind my head. She looked at me for a moment, giggled, and left the room. She was back in short time with a yellow satin baby bonnet which she put on me, and tied tightly under my chin. A white tutu skirt was wrapped around me, and then she released me.
I spent the day doing, well? Hell, I'm sure what I was supposed to be doing! I was told to stand on a little wooden platform that was only about a foot wide and about three feet tall. On command, I would sink into the first part of a curtsey, with my fingers holding my ridiculous skirt, my knees bent, my head bowed, and my one foot behind the other. I was forced to hold this pose for what seemed like hours, and when I was finally told to finish the curtsey, I had to force my shaking body to move. I spent an hour or more with my palms flat against my cheeks, and my mouth wide open in an "O" shape, as though I was just hearing some sort of exciting news. I sang I'm a little teapot, and Mary had a little lamb until just the sound made me sick. This went on from dressing until early afternoon, when I was told that I had a little appointment. That could not be good news, I knew.
I was led to the basement, and thoughts of dungeons and racks filled my mind, but once there, I was lead into what looked like a small, but normal hair salon. I was strapped into the chair, my collar removed, and my hair done so that I had little curls all over my head, sort of like Shirley Temple. Next, the older lady who was the stylist produced some kind of device that I couldn't identify, but relaxed a bit when she told me I was to have my ears pierced. Two very painful snaps and I had a little solid gold heart in each lobe. I was in total despair. I knew the minimal clothing I had brought had been tossed out. My apartment had been closed down, and everything destroyed. These fiends even paid off the rinky dink store credit card I had, and had closed the account! There was nothing to indicate that David Marsh had ever existed! Was I to be Melissa the sissy forever? How in the world would I ever get out, and what would I do? These thoughts were running through my tired brain while my hair was cut, styled, curled, dried, and poofed. I no longer cared about the hair. I mean, hair, I could cut off. As for the collar, I figured that if I ran fast enough, far enough, I could be out of range very quickly, and find someone to cut it off. But, run in high heels, and sissy panties? I'd be arrested for being some kind of freak! I would wait, and watch, and hopefully see.
Now, the dressing began. Each day I was required to wear a different sissy dress with all the sissy trimmings. One day it was a pink satin creation with enough lace to make a wedding gown or three. The next day it was diapers, satin covered plastic panties and a little satin nightie, complete with fingerless mittens and a bonnet. I was dressed in lilac, baby blue, pale yellow, Capri blue, and of course, pink. I also had to try on three maid dresses, one in black, one in pink, and one in a dark wine color, with lashings of white lace. It was on Friday of this week that I got the shock of my life. I was told to strip to my bra and panties, and of course, the 5 inch heels that I was wearing, and come into the next room. This was obviously Suzette's room, and there was a large mirror with three panels, angled so you could see almost all of yourself.
I was told to take off my panties and bra, and to stand in front of the mirrors. I did so, and was shocked and sickened by what I saw, and, well, actually a bit proud and happy, but I didn't know where that came from! I could see my bottom, and it was as round as any girls, not junk-in-the-trunk sort of big, but what you might call a cute little bubble butt. Okay, they told me that they did this, but my boobs! I had tits! And then it hit me, HORMONES! I was a 19 year old man, yet I looked like a twelve year old girl, or younger with that stupid haircut! Miss Nina actually began to laugh at me, and Suzette joined in.
"You really don't get it, do you Melissa?" She started, "You are no longer a boy, no longer a man, you are a sissy. A kept sissy, and soon, my sissy slave. Well, maybe to be more precise, my sissy sex slave." (I turned around so fast at that, I almost fell to the floor) "You see, there are a lot of men who will pay very good money to have sex with a pretty little sissy bitch like you! Now, unlike regular prostitutes, you won't have to go looking, the internet will bring them to us, and you also won't handle any money. And, well, it's almost not worth mentioning, but most of these men, and some women, aren't into so-called normal sexual experiences. Bondage, pain, nipple clamps, rubber bondage, urination, all sorts of wonderfully degrading things for them to explore with your cute little body.
I had turned to face Miss Nina, and now I had backed into the mirrors, recoiling in horror, as though the door I could see in the reflection was real, and I could use it to escape. I began to stammer and stutter, alternately yelling, "NO!" and meaningless words. It was like some sort of horrible nightmare where you knew what was coming, but couldn't stop it, and when you actually get to the bad part, it's only a?Hell, I can't even begin to describe the flips flops and staggers my mind went through. I came for a little taste of taboo sex, and instead of a taste, I was having the whole menu of kinky sex crammed down my throat!
I guess Miss Nina had had enough, and she jammed her finger down on the control fob, lighting my body up with electrical agony bad enough to drive me to the floor. When she finally let go, I continued to shake and cry, out of breath and panting, still feeling the pain that seemed to have begun deep in my soul, and the flooded out to fill my body with fire.
"Well, Young sissy, Miss Nina began with a very cruel laugh, "I told you in my ad that you would have sex like you never dreamed of, and I'm sure you never dreamed of being a sissy fuck toy for my clients, did you? You see, I have delivered what I promised, just not what you expected! Now, this is what is going to happen. You will be delivered, tonight, to my other establishment. You won't know where you are, and you will be watched and/or bound in place 24/7. You see, I've spent a lot of money on you, sweetie, and I am going to make my money back, and much, much more! In fact, let me show you how you will spend your first night on duty." With that statement, she nodded to Suzette, who left the room for a moment, and returned pushing a large device on wheels. From my side, all I could see was that it was a platform, about 2 foot wide and about 4 foot long, with a two foot wide wall dividing it. At the bottom of the wall-like part, there were two holes, like cartoon mouse holes, and there were two more holes a few feet up. I was led to the device, and told to get on my knees, facing away from the wall. I was then instructed to wiggle backwards until my legs were through the holes. When my bottom was against the wall, I could feel two straps being placed across my calves, pinning them in place. My arms were threaded into the two holes, and my wrists cuffed behind the wall, pinning me in a sitting position against the wall. I had no idea of what was next, but was absolutely sure I wouldn't like it. I was more than right!
Suzette now produced a large object wrapped in a black cloth. She whipped the cloth off and I was looking at a men's urinal with a big cutout at the base, almost big enough for, for, OH SHIT! Big enough for my head!!!! This was hooked to the wall in some manner, and I found that the part that went around my neck was like a rubber seal, which was completed when Suzette reached behind my head and hooked up some Velcro, pulling the "seal" tight around my neck. I was now going to be a real human toilet! I made a decision that I would not open my eyes, or my mouth, no matter what happened. That lasted about 5 seconds, when the toe of Miss Nina's shoe contacted my balls, hard! When I opened my mouth to scream, Suzette jammed a rubber dildo into my mouth, and while my mouth was held open, a metal ratcheting device was placed in my mouth. It was hooked over my top and the over my bottom teeth, and when Suzette squeezed, my mouth was forced open, and finally, very painfully open. She pulled out the dildo, stood there, and giggled! I was now in no position to argue, or to fight. Miss Nina informed me that, of course, this was just a trainer, the real one was in the Men's room at her establishment, and then reached over to a phone, picked it up, and without dialing, waited for a moment. Someone answered, and she told them to come right up, "The Sissy was ready for pissy!"
Of course, it was my old "buddy" Sven who showed up, and with a flourish, he opened his robe, revealing a massive cock, and announced that he had just downed two liters of beer, and needed to piss, badly! With that, he stuck his cock in my mouth, and began to relieve himself! Miss Nina yelled that any that spilled, would be drunk with a straw, and for every slurp of the straw I had to use, I would get ten strokes with the crop. I struggled mightily, and drank down most of the foul, acidic, piss, all the time on the verge of gagging and throwing up. He finished, shook off, getting more piss on my face, and with a satisfied sigh, closed his robe and left the room.
"Tomorrow night, you will be put into diapers and a cute little sissy dress for your debut. You see, you won't be able to leave to go potty! Also, you can either do this willingly, or you can have that dental gag installed again. I warn you, though, that 8 hours with that gag in will hurt like hell! Now, some men would rather see you being forced the whole way to submit, so if you choose the gag, I won't be disappointed." The gag already hurt badly, and after Suzette removed it, I quietly told Miss Nina I would be a good Piss Sissy, and wouldn't need the gag. I think she rather hoped I would fight it, and they could use the gag. Oh well, I was in Hell either way!
Miss Nina continued, "Now, let's see, since you almost definitely won't have anything approaching normal sex for a very, very long time, if ever, I think you might have earned a going-away present. You will be taken to the bathroom, where you will be cleaned up, and then you may choose to perform oral sex on me, or go to bed with Miss Suzette and have sex with her."
As I soaked I pondered the choice. Yes, Miss Nina was cruel and almost inhuman, but dear God! She was the epitome of what I thought sexy should be! I wanted to bury my face between those stockinged thighs, and spend the next twenty years dreaming of how wonderful it had been. On the other hand, Suzette was slender, with a beautiful peaches and cream complexion, black hair in a page boy that set her absolutely beautiful face off perfectly. She had legs that would do a ballet dancer proud, and while her breasts weren't large, they fit her body like they had been planned by a master sculptor. In the end, though, the decision was made by a simple value equation: With Miss Nina, I could perform oral sex, and there was no mention of anything else. With Suzette, the offer had been the much broader one of "sex." With that, I had made my decision.
A baby blue satin nightie with matching panties was laid out for me, along with a pair of white thigh high stockings and white high heeled mules. After my bath, I dried myself off, brushed my teeth, twice, and got into the nightie and all. I walked out into my bedroom, and there was Suzette, still in her black satin maid uniform, looking very sexy. She asked me if I really chose her over Miss Nina, and I blushed and told her how pretty she was, and how sexy. She asked me if I wanted to start by giving her some oral pleasure, and I told that sounded wonderful! She put a pillow on the floor, and told me to kneel. She then wrapped a leather strap around each leg, just behind my bent knee, locking me into that position. She took each hand and placed them in a second loop attached to the straps, so I was forced to kneel, and my hands were forced to be on my thighs. I didn't mind, as most things in this damn house involved bondage of some form or another, and I would soon have my lips on her sweet pussy.
She then stood up, turned her back to me, and wriggled out of the black satin dress, and then let her petticoats drop. She was standing there in exquisite black panties, a black corset, her little white cuffs and cap, a white ruffled choker, sheer black stockings, and black peep-toe pumps, looking totally delicious. She giggled, and told me to close my eyes and open my mouth. I did so as she was turning around. I heard her draw those panties down, and she put her soft hands on my head, and told me to open my eyes. To my shock and disgust, instead of a girl's pussy, I was staring at a very thick, very hard cock of at least 8 inches! She was a shemale, or a lady boy, or whatever! SHIT! I had made my choice, and now I had to live with it.
She placed the head in my mouth, and I just gave up. I ran my tongue around her head, and then gave in and began to suck her as deep as I could. Her cock was longer than the penis gags I had been wearing, but I was able to take all of her without gagging too much. Slowly, she began to pump in and out of my mouth, and I began to get into it, figuring that if this was all I got, I was gonna take it. She began to pump faster and faster, and I actually started to enjoy it! Just as she was tensing up to cum, though, she pulled out of my mouth, leaving me wondering. I didn't have to wonder long, though.
She undid my bonds, and helped me to stand. She began kissing me, and held me close, apologizing for the rude shock. There was nothing between her bare breasts and me except for my satin nightie, and I enjoyed it very much. She led me to the bed, and we lay down, where I started to kiss and fondle her breasts, causing her to breathe fast. She told me that she was going to give me the relief I wanted, and then she was going to get hers.
She moved down to my crotch, and began to lick and suck my cock, and I began to thrust into her mouth. Much too soon, however, I shot my load of pent up sperm into her mouth, and not surprising me the least, she moved up and kissed me, sharing my spunk with me. I was still in the afterglow of orgasm, and didn't mind it at all. After we relaxed for a moment, I began to slide down to return the favor. She told me to stop, as she had other ideas.
She rolled me onto my back, and told me to spread my legs. Grabbing the ribbons at the side of my panties, she undid them, and then like a man taking a woman, she spit into her hand, and used the spit to lube my boy pussy, and her cock. Slowly, but firmly, with her hands holding my legs up by my head, she pushed into me, and whether it was the plugs, or the whole eroticism of the thing, I let her push her hard, thick cock into my ass. After the initial pain, I started pushing back against her, and she soon rode my no-longer-virgin ass to an earth shaking orgasm. She pulled out, and pausing only to shove a pre-positioned tampon into my gaping hole, she collapsed on me, and we both fell asleep in each other's arms.
The next morning, I was awakened, and still wearing just my nightie, was taken to the basement, where I was told to get up on the table for an exam prior to leaving. Nervous, I did as I was told, and found myself strapped down in a matter of seconds. Suzette came over and told me that I was going to be put into chastity, and that I had a choice. If I made one sound, one protest, I would get a stainless steel chastity device, and it would be put on permanently by piercing my cock, and then installing a pin which would be soldered on, painfully. SHIT! If you just lay still and quiet, it won't hurt at all. I resolved to lay as still as a dead man! She then took out a bowl and pulled a bag of ice out of it. She placed it over my cock, causing me to almost yell, but I repressed it. Working quickly, she began to pull and push down there, fumbling with some plastic pieces. Within just a few minutes, my cock was trapped in a plastic sleeve which was in turn, locked to a ring that was tight behind my balls. I pulled a bit, and realized that this thing was not coming off unless I had the key, or a small pair of bolt cutters! It didn't hurt, just felt strange, and I noticed that it was curved down, I guessed to keep it from poking out of my panties? I was taken back to my room, dressed in plug and gag, and a sissy baby dress in pink satin, along with white corset, stockings, shoes, and baby bonnet. I was blindfolded, and led to the garage, where I was put into a van or SUV, with my hands bound to my ankles, and laying on my side. We drove for a long, long time, and finally I was hauled out of the vehicle, had my ankles uncuffed, and was led, still blindfolded into the house: The house I where I would spend the next five years in sexual bondage and degradation.
That night, as promised, I was diapered, placed into plastic panties covered with a pink satin diaper cover, and locked into the punishment urinal in the men's room. I can't begin to count how many cocks of all sized and shapes were shoved into my mouth to release their acrid and horrible piss, how many liters of piss went into my belly, or how many times I had to piss in my own diaper. Finally, well after two in the morning, I was released, my mouth sore and sour, my knees aching, and my arms numb. That first night set the pace for the next five years. I was subjected to whatever sexual urges the clients wished to push onto me. Bondage, with costumes ranging from French Maid, to little girl, to slut, to baby was the norm. One man even wanted me in a bridal gown, and that was arranged, of course. I was spanked, paddled, caned, and whipped. I endured piss, blowjobs, tight, hot rubber bondage, and my poor ass became so stretched that not even the biggest cocks hurt anymore. A lot of the men were rather sweet, too, wanting to make love to me, rather than get their kicks hurting me. I cherished those nights, and used the memories to get through the rough customers.
We had our "regulars," too. For example, every Wednesday at two, the guy would come to my room, which was a cross between a young girl's room and a nursery. I was always dressed in either a French Maid' satin dress with all the trimmings, or in a ruffled pink satin blouse and long black hobble skirt as a "Nanny." He would get undresses, removing his Armani suit, and then lay back on the changing table for me to diaper him and put him in a baby girl outfit. For the next ten hours, I would feed him from a bottle, burp him, sing to him, change his diapers, (Which was nasty, as he liked to shit in his diapers, too!), clean him up, and give him a bath. When it was all over, I would help him get dressed, kneel in front of him, and give him a blow job. Not too bad as my days went. Then, there was "The Lady."
"The Lady" was a middle aged woman, who really wasn't bad looking, but certainly not as beautiful as Miss Nina. I was only ever told to call her Ma'am, so I never knew her name, and the other girls in the establishment all just called her "The Lady." She had a fetish for rubber and pain. Oh no, not her own pain, mind you, she liked to inflict it on others. She would come in about once a month or so, and one of her favorite little games was to get me and one of the real girls together. She would make us strip to our bra and panties, and of course, we were wearing special panties, just for her. They were lacy satin things with a totally open back, sort of like a sissy jockstrap. She would then have one of the other girls pull up a dark red rubber sheath around us, leaving just our feet sticking out. Once this was all the way up to our necks, she would either gag us, or sometimes place a pair of panty hose over both of our head, telling us to kiss each other, and then pinning us in that position. The sheath had two big, round cut-outs that just happened to be right over our exposed asses, and "The Lady" took great pleasure out of whipping and caning our exposed bottoms. Often, we had to be off the next two days as we were marked too badly. Finally, though, when I was locked in with one of the new girls, she went too far, and cut the girl's bottom rather badly with a cane. "The Lady" was barred from the place, and we all breathed a sigh of relief.
One night, a woman brought her husband in, dressed like a baby, as I was. He was fat and hairy, and looked ridiculous. I was forced to play in the crib with him, and make love to him, pulling his wet diaper off, and sucking his piss-soaked cock while he sucked mine, as she took video of the event. The man didn't know about the video recording, though, and I later heard she used it against him as blackmail in their divorce. I guess such is the life of a reluctant sissy whore like me.
The absolute worst night was when a man brought in his huge Rottweiler dog, with me dressed like Little Bo-Peep in a lacy blue satin sissy dress, bonnet, staff, and stuffed sheep. I was bound on my knees to an ottoman while the dog fucked me. The man stood there, alternately jacking off, and taking pictures, and I was sore and humiliated when it was over.
The five years passed very slowly. I never left the house for any reason. One day, out of the blue, Suzette came to see me, dressed in street clothes, and I almost didn't recognize her. She told me that this was my last day in the house, as I was getting a bit too long in the tooth to play the little girl. She handed me an envelope containing a wad of cash, a suitcase with adult ladies clothing, had me put into a taxi, and then I was taken to a hotel. That's where I am, now. I have been here for five days, trying to figure out what to do with my life. I'm a transvestite whore, no skills, no education, no plans. I've been checked out by a doctor, who told me that if I wanted to go all the way, have my penis changed into a pussy, he would do it, and Miss Nina would pay for the surgery. He told me that with five years of hormones, the chances of ever returning to being a man were slim to none. So, that is where I am for now. Do I stay in this half-and-half world of a ladyboy? Do I have the surgery? If I do, I could at least change my name and find a job as a woman, I think.
Well, I've told my sordid story. I'm tired, and just want to put on my nightgown, get into bed, and cry myself to sleep. Maybe tomorrow would be a better day.