How To Build A Better Sissy, The Conclusion free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
How to Build a Better Sissy The conclusion by Missy Satinpanties So, there I was, peach colored silk bikini panties, matching camisole and garter belt, white stockings, white ankle socks, high heels, covered up (?) by a long, sheer peignoir with satin trim, and nothing else. My Master gestured to me to put my hands behind my back, where they were quickly cuffed. Again, he asked me if I wanted to walk out of the apartment under my own power, or be bound and gagged, and left for the movers to find. I gulped, and finally, in a very small voice said, "I'll walk out to your car, Master." With that, he grabbed the short chain between my wrists, and led me out the door, and into his waiting car. Thank heavens it had tinted windows, because no sooner had he closed the door than the moving truck arrived! He went to have some discussion with the movers, got back in the car, and off we went. We drove maybe thirty minutes, almost out of town, before he turned into a driveway that divided a large hedge. Once past the hedge, I could see that the house was a large Tudor home with beautiful landscaping. He pulled to the rear, just in front of the detached 4 car garage, and got out. He opened my door, and helping me to stand, he pronounced, "Amanda, my very own sissy slave, welcome to your new home, and your new position in life." Once inside, he led me on a tour of the impressive, and expensively decorated home. On the second floor, he showed me the master suite, and then led me to the next door down the hall. Inside, was a huge,pink painted room, with beautiful lace curtains. Along the wall there were several large items, although these were covered with tarps, and he gave me no explanation, and no time to see what they were. "This will be your room, Amanda, along with the en suite bathroom. (The bathroom was large, with a separate tub and shower, and the toilet was in a small cubicle with a door.) You will be required to make your bed and keep the room tidy, but as for actual cleaning, I have a maid to do that. And yes, before you ask, she is aware of your, uh, situation, and finds it rather humorous. I also employ a full time gardener. In fact, the maid and the gardener are married, and live in the apartment over the garage. Both are in their early thirties, and, well, you'll see soon enough." About that time, we heard a horn sound, and then the sound of a large truck through the open window. I was taken to the downstairs sitting room, where I was told to stand with my back to the wall. Master grabbed a short length of chain from a drawer, and hooked this to my handcuff chain, and then to the wall, slightly higher than my hands were at rest, forcing my elbows out uncomfortably. He then pulled a large penis shaped gag out of the drawer, after telling me that it had been custom made, and jammed it into my mouth, completely filling my mouth, and almost, but not quite gagging me. He buckled the leather strap behind my head, and the combination of the rubber phallus in my mouth, and the wide leather pad on the front, made talking all but impossible. At least he closed the door when he left! I stood there, up on the balls of my feet, for a long, long time, until finally the sound of men coming and going diminished, and I could just make out the sound of a large truck grinding away in low gear. As near as I could tell, another 5 minutes or so went by before the door opened. However, instead of my new Master, it was the maid. She was about 5'8" tall, or about an inch taller than me, and had thick brown hair done up in an immaculate French Braid. She was not the willowy type, but there didn't seem to be a bit of fat on her. Small but prominent breasts, beautiful dancer's legs in shimmering black hose, bright green eyes, all dressed in a lavish black satin maid uniform with enough lacy crinolines to make several wedding gowns! I could even see her black satin rumba panties, seemingly made out of the same liquid satin as the dress. And all of this was perched on glossy black pumps with at least a 4 inch heel. I was in love! (Or at least, lust. Okay, I just wanted to wear the outfit. Are you satisfied?) When she minced a bit closer, I could see she had a small box in her hands. Without saying a word, she approached me, opened the box, and pulled out a small chain with something on each end. She almost snuggled up against me, as she slowly lifted the front of my camisole. Shocking the heck out of me, she started to lick and kiss my nipples! After a few moments of bliss, I was then taken straight to Hell as she attached nipple clamps to my now prominent nipples! I thought I was going to die, and howled in pain through the gag. All she did was laugh! "Aw, does widdle sissy not like her jewelry? Maybe they're not tight enough and you want me to tighten them," she cooed mockingly, "If you think they hurt now, just wait a while!" With that cryptic statement, she turned on the ball of one foot, and almost glided out of the room, leaving me writhing in pain. A short while later, that felt like forever, I was faced with not with Master, nor maid, but three people. Master, maid, and a huge Norse god of a man that looked as though he bench pressed Volkswagens for fun. Master looked at me, chuckling, and said, "Well, Mandy, I see you met Paige, my maid, so now let me introduce Gunnar, my gardener and general handyman. Gunnar just looked at me like a scientist examining a bug he had never seen before, and then walked up to me. "I see that you seem to have no manners," he said with a noticeable accent. Swedish? Norwegian? "You offered me no handshake as a man, and not even a curtsy as a sissy" (How in the hell was I supposed to do either, with my wrists chained to the wall behind me?) "Well," he continued, "I suppose I have to greet you somehow, so..." With that, he reached out one of his giant paws, and cocking his third finger under his thumb, he let the middle finger snap up, right into my right nipple, causing me to scream anew into the gag. Before I could even draw a breath, he did the same to the left, resulting in another scream, causing me to almost pass out from pain, and lack of breath. Master was now almost laughing as he came up to me, and told me to relax, the "introductions" were over. He gently removed the gag from my mouth, and then unhooked my wrists from the wall. With a warning that this might hurt worse than when they were attached, he motioned Paige over, and she raised my camisole once again. With that, he quickly removed the nipple clamps, and the blood rushing back into them was indeed more painful than the installation, as my howl attested. The rest of the day was spent wearing slightly more clothing than when I arrived. Master provided me with a beautiful yellow silk sundress, and a pair of high heeled sandals in white. I wore, at his request, a pair of sissy, frilly, yellow satin panties, white satin garter belt and white stockings. Other than the way I was dressed, everything seemed rather normal for the first few hours. Gunnar and Paige were nowhere to be seen, and the only room I was discreetly kept out of was my new bedroom. Finally, about seven in the evening, we sat down to dinner, which was a very simple Italian meal, delivered from a nearby restaurant. Master opened a bottle of Chianti to go with it, and it was a very enjoyable meal. It was after dinner that my servitude was again reinforced. Paige and Gunnar re-appeared, and while Paige still wore that glorious maid dress, Gunnar was wearing nothing but a pair of tight black briefs, and an open black kimono. I was taken to the door of my room, and when the door was finally swung open, I got a glimpse of what could be heaven, or hell. Not only was all my old girly furniture in the room, sort of over on the left hand side, but on the other, it was a total baby's nursery! I was led around, and each item was displayed. There was a white painted crib, with not only the mandatory barred sides, with one that could be raised and lowered, there was also a barred top that could be swung into place, and locked. There was a huge changing table, complete with those stirrups you find in an OB/GYN office. Those scared me a bit. A rocking horse with a real leather saddle, although the saddle had a round hole in the center, about 2 inches across. A rocking chair, and two large dressers, and a playpen completed the furnishings. I was then led to a huge walk-in closet. On one side were at least 25 of the shortest, most sissiest dresses in the world! White, lavender, baby blue, pink, peach, and yellow satin, lashings of white lace, and hung next to each a frothy, frilly petticoat. Dozens of satin and sheer blouses came next, and further down were short skirts of various colors and designs. On the floor were at least 20 pairs of Mary Janes, and various other shoes. The other side of the closet held a complete women's array of slacks and dresses, although the dresses outnumbered the slacks at least 3 to 1. Again, the floor had a huge rack of high heeled shoes, none under 4 inches. This was starting to look more serious by the minute! This was going to be no part-time, play-around-a-bit-and-then-quit-for-a-week sort of game, I was in it for the long haul, seemingly 24/7. Around 8:30, Paige took me by the hand and told me it was time to get me ready for bed. I was led to the bathroom, where I was told to brush my teeth. I had to pee a little, and before brushing, I tried to open the door to the water closet, but found it jammed or locked. Shrugging, I brushed my teeth, rinsed, and went back to my room. I was then told to strip, and to place my dirty clothes in the hamper. Blushing red, I undressed in front of this sexy woman. When I was done, she motioned me to hop up on the changing table. Sitting on the side, she slid a pink satin nightie over my head. Moving quickly, she reached under the table to one of the built in shelves, and pulled out a matching frilly baby bonnet. She placed this on the table, and pulled out a pair of mittens, which she slipped onto my hands, tying the ribbon around my wrists. Thick material between the outer and inner layers of satin, and the lack of any fingers or thumbs made my hands into useless appendages. I was told to lie back on the table, and when I did, she reached over me, and grabbed a wide nylon strap, and quickly secured it over my stomach, pinning me to the table. Each wrist was grabbed and secured to the table by cuffs, and I was now a total prisoner for the second time today. Smiling a very sexy, but slightly evil smile, she reached under her dress and wiggling her beautiful hips, she slithered out of the skin-tight, black satin panties that she was wearing. ("What happened to the frilly rumba panties?" I wondered idly.) She then draped the soft, very fragrant material across my face, pulling the panties back and forth, allowing me to smell her, and to feel the warmth of her most intimate places. Telling me to open up, she jammed the panties into my mouth, and followed them up with a large pacifier hooked to a ribbon, which she tied tightly behind me head. The combination of the panties in my mouth, and the wide, pink, plastic guard on the pacifier, made almost a perfect gag. The bonnet was pulled over my head and tied under my chin, and then she produced a pair of the laciest, frilliest pink satin panties I had ever seen, and proceeded to pull them on my legs. Telling me to be quiet, as though I had a choice, she took the stirrup bars, and inserted them in the sockets on the table. Taking each foot in turn, I was strapped into the stirrups, which were then adjusted so that my feet were not only several feet off the table, my legs were spread as wide as they would go without dislocating something. I wasn't really sure what was going on, but since I had those rather full, double-layer satin panties on, I didn't really worry. I really, really should have worried! Now, all this time, Gunnar had been sitting in a rocking chair, reading a magazine. I was shocked when I caught a glimpse of the title. I had not expected this muscle-bound hulk to be reading "Archaeology Today!" My attention was re-directed as I heard the sound of sliding bolts being moved, and the end of the table I was attached to dropped away, leaving my pantied ass almost hanging off the edge! This seemed to be Gunnar's signal, and he lay the magazine aside, and gracefully stood up. Paige knelt in front of him, and removed his briefs, pausing only to kiss the tip of a cock that was larger than life! She reached again under the table, and I heard her snapping on a rubber surgical glove. Now, I was beginning to be rather scared. She moved to between my legs, and began caressing my satin covered cock, still locked in it's chastity cage. Not that this stopped me from squirming or trying to get hard! Chuckling, she then moved her hand to my bum, and after a bit of caressing there, began to rub my ass crack, but not THROUGH the satin of the panties! "Oh Sweetie," she laughed, "these panties have the most lovely opening in the rear, right over that cute little rosebud of yours!" I admit it, I started to panic! I tried to yell and scream for her to not do this, but all they heard was muffled cries. I started to thrash around, but could only move my head. I was trapped, well and truly trapped, and I knew what was coming. Slowly, Paige began to run a finger coated in lube in and out of my bottom, but I knew it wouldn't help. Gunnar's cock was thicker, and longer than any plug or dildo I owned, or ever thought of owning, and he was planning on using it on me, right here, right now! Snapping off the gloves, my beautiful torturer knelt in front of Gunnar, and began to roll a condom over his huge phallus. Quite frankly, I didn't know they made them that big! With that little ceremony over, Gunnar positioned himself between my outstretched legs, and let his monster rest against my hole. Paige now began to rub and gently pinch my nipples, kissing me on the cheek, and just when I was a bit distracted, Gunnar jammed his huge cock into my ass with all the gentleness of a bomb exploding! The pain was tremendous at first, but as he began humping my exposed ass, I felt a tremendous wave of pleasure at being violated. I realized, right then and there, that I loved the feeling of being used, that dirty feeling of helplessness and sexual arousal. As he moved faster and faster, Paige kept kissing my cheek, and pulling on my still sore nipples. Suddenly, with no warning, I was cumming! I felt as though I filled the satin panties with at least a gallon of cum, and about that time, Gunnar grunted loudly, and filled my ass with a load of his cum. As he slowly pulled his shrinking cock from my ass, I felt sad that the intruder was leaving me empty, sad, fulfilled, and half-unconscious from the pleasure/pain. As Gunnar stripped off the condom, and pulled his briefs back on, I knew I had found the place I belonged! Paige gently removed the pacifier, and pulled the bottom of the table back into place. Removing the restraints from my shaking legs, she helped me to lay down. After removing the restraint from my abdomen, she helped me sit up, and began removing my nightie, bonnet, mittens, and cum soaked panties. Without a word, she led me to the bathroom, and while I sat on a stool, she filled the tub with hot water and some lilac scented bath oil. "You sit in the tub and soak for a few minutes, Sweetie," she said softly, the pain in your backside will go away soon. I used a lube with lots of Lidocaine in it, so you shouldn't be too sore. After you soak, we'll get you ready for beddy-bye. Tomorrow, you have a long day ahead of you, learning your new job." When I got out of the tub, she was there to hold a large pink towel for me, and to help me dry off. Then, it was back to the changing table, where I was placed in a soft white diaper and some pale pink plastic panties. The nightgown and bonnet were replaced, and she put the pacifier back in my mouth, this time, not tied so tightly, just enough so it wouldn't fall out. Leading me to the large crib, she helped me in, pulled up the side, and swung the top over and locked it. Her final act was to pass me a stuffed doll, and to tell me goodnight. As the lights went out, I lay there for a while, thinking about what I had done, and what had been done to me. My nipples were still a bit tender, and my bottom still ached, but on the other hand, I was in nice soft diapers, a satin nightie, and locked in a crib. I decided, that on the whole, things were not too bad. That was my last thought as I drifted off to sleep. I woke the next morning when Paige pulled the curtains, letting in the late autumn sun. She unlocked my crib, helped me to the changing table, where she removed my sodden diaper, and then told me to quickly take a shower and get back in here so she could get me ready for work. The shower made me feel human again, and when I got back to the room, I was told to sit at the vanity. My hair was brushed out, and she put a black hair velvet covered hair band on me, and then told me to stand up and walk over to the closet. There was a bar on the door, near the top, and I was told to grab the bar and hang on. She then wrapped a white corset around me, and pulled it tight! I was told to take a deep breath, and she pulled it even tighter! Now, I was lead back to the chair, where she rolled a pair of tan stockings up my legs,and telling me to stand up, clipped them to the garter tabs on the corset. A pair of yellow satin panties with lace around the legs openings were held out, and I slipped one foot, and then the other into them. Next item up was a long, nylon full slip that she slipped over my head, and after adjusting the straps, she told me to sit back down. I knew, right then and there, that I was going to work, not as Carl with lingerie under my suit, but as Amanda, and I was a little scared. No, make that a lot scared. I had never been out of the house fully dressed, and now I was supposed to go to work en femme! Paige never commented, but began to pluck my eyebrows, and put make up on me. Finishing up with pale pink lipstick with a bit of shine, she again told me to stand. Back to the closet she went, and returned with a pale yellow dress with a full skirt and satin top. Amazingly, the corset gave me little mounds of flesh that could almost pass for breasts! She slipped the dress over my head, telling me not to muss my make up, and then stood back for a moment and looked at me. Shaking her head, she took the dress back off, and scuttled back into the closet, and returned with a pale yellow bra that matched my panties. She slid the straps of the slip from my shoulders, and put the bra on me, adjusting the straps just so. Back on with the slip and dress, and now she was happy with the results. A wide, shiny, black belt was buckled around my waist, and a pair of black pumps with 3 inch heels was produced. With the corset, I had a bit of trouble with the shoes, but managed, as there were no straps to buckle. When I finally stood up and looked in the mirror, Carl was gone. Amanda stood there, pink nails, pink lips, long blonde hair, looking like a 14 year old girl going on a fancy date! A few sprays of perfume finished me off, and she handed me a purse and told me the taxi would be here in fifteen minutes. Taxi? I had to go in alone? I thought Master would at least take me in his car! I began to panic in earnest! Paige saw my agitation, and handed me a card. It listed my name as Amanda Lewis, and gave my address. She explained that the address was an apartment a few blocks away that Mr. Jenkins owned, and that would be my mailing address. Gunnar went over there every other day or so to take care of the little bit of lawn and shrubbery there, and he would pick up my mail for me. She told me to report to the HR department as soon as I got to work, and they would take care of everything. Later this week, Master would take me to lunch, and have my name officially changed to Amanda. Wow, things were moving faster than I thought they would, and I wasn't sure I could handle the changes that were being thrown at me. But, the alternative seemed to be worse, being exposed as a big, cock sucking sissy boy, losing my job, and my reputation. I hung my head and decided that I had only one choice in the matter. That first week was nerve wracking, as I expected to be found out every other minute. But, everyone seemed to take my presence as that of another pretty girl the boss had taken a fancy to. By Friday, I was dressing myself, albeit in the outfits that Paige laid out for me. Never the clothing a mature woman would wear, but stopping just short of being too juvenile. I learned how to do my own make up, and only had to have help with tightening my corset every day. Throughout the first week, I only had interactions with Paige once I got home. An Uber driver would pick me up and take me to work, and the same in the evening. I ate by myself in my room from plates delivered by Paige, although it never seemed like enough food. Each night, I was pinned tightly into my diapers, dressed in appropriate baby frillies, and put to bed by eight. To add to the loneliness, Paige never wore that exquisite maid outfit again, usually showing up in black slacks and a white cotton blouse. Still pretty, but not the stuff of my dreams! I wasn't sure what was going on in my life. This had all started with some steamy, if painful sex scenes, but had quickly turned into sort of mechanical dressing and work. Well, work was a misnomer. I got to work, sat down, and for the next 8 hours became the receptionist for the head office folks. Okay, I got lots of looks from the guys, and several dark stares from the women, and got to flirt a little bit, at least after the first three days and the butterflies went away. But, for a guy with a Master's Degree, working as the phone answering bimbo wasn't exactly a move up. That, and the total realization that my pay was now less than half what it was last month. I loved the clothes, but what about the total package? That, my dear readers, was about to change! On Friday, I answered one of the internal lines, and it was my Master. Without any preliminaries, I was told to go home at lunch, a car would be waiting for me. I went to my supervisor, and was informed that she already knew of my situation, and a replacement was being provided. Now, I really had no idea what was going on, but, hoping it was something really good, I did what I was told. When I got home, Paige was waiting, as usual. I was told to remove my dress and heels, and to wash off all my makeup. After doing so, I returned to the bedroom to find one of my white shirts, navy trousers, and matching sports jacket. I was told to put them on over my corset and lingerie, and to be quick. Even though these were rather high quality, clothes, they felt stiff, heavy, and coarse. As I stood there putting on a belt, I could see in the mirror that the slightly ruffled pink bra I was wearing showed through the shirt a bit. I started to unbutton the shirt, but was told to finish getting dressed. Again, I started to remove the two hair clips with the small pink bows, and was asked if I was stupid, or just belligerent. I had no idea what was happening! When I looked on the floor for shoes, I saw a pair of black patent Mary Janes with no heel. I looked at Paige, and she just laughed and pointed to the shoes. With a sinking heart, I started to put them on. When I looked in the mirror, I was a man trying to hide a bra, wearing girly hair accessories, and wearing little girly shoes. What was going on? I didn't have too long to wait. I was told to go outside and wait for Master, who soon drove up in his black Toyota Avalon. (You see, he inherited a lot of money, made a very good salary, but didn't like to waste money. He said the Avalon was 95% of the Lexus, at 60% of the price) I got in, and found myself getting in like a girl. Feet on the pavement, knees together, sitting down, and then bringing in my legs together. I even began to smooth down my non- existent skirt! We drove in silence for about 15 minutes, pulling into a small parking lot behind a rather nondescript brick building. He held the door for me, and again, I tried to exit like a lady, not a sissy transvestite. We walked to a back door, and a very distinguished man opened the door as though he had been waiting for us. I suddenly knew where we were! This was the courthouse annex, the original wing left when they built a new courthouse. I still had no idea why we were there, but that question was answered shortly. The man led us into a very spacious and nice office, and closed the door. The hand carved wooden plaque on his desk announced that this was the office of Chief Judge Williams. "Good Afternoon Mr. Jenkins," he began, "I assume this is Carl, the one who wants his name changed? "Yes, your honor, and please let me thank you again for helping us out with this little problem," Master replied. "So, the judge said slowly, as he looked me over, "It seems that you want to change your name to Amanda, is that right?" I could only nod my head. "Well, for something this extreme, I need some reason, some, shall we say, proof, that this is the name you want to live with the rest of your life. Please take your outer clothes off, and show me that you are willing to do this." He said that all so rationally, so calmly, that I didn't even realize what was going on for a moment, and then it sunk in...He wanted to see my lingerie! With a look a Master for confirmation, I took off my jacket, and hung it on a chair. Then I started to unbutton my shirt with trembling fingers. Next, I undid my belt and trousers, and let them fall to the floor. There I stood, frilly pink satin panties, white satin corset trimmed in pink ribbons, a frilly pink training bra that matched my panties, hair done up with little girly hair clips, and a face as red as the setting sun. Both men chuckled, and the judge pushed a sheet of paper in front of me, and then a pen. With my hand shaking, I signed my old name for the last time. I was told to put my clothes back on, and when I done that, the judge called out for his secretary, who came in and notarized the document without really looking at it, or me. On the way out, though, she stopped, and just stared at me, shook her head, and muttered something about it taking all kinds. With that, my name had been legally changed to Amanda. Back in the car, we drove to a medical park, and pulled up in front of a placed called Valley Medical Spa. I had no idea what was inside, but was sure that I wouldn't like it much. We went in, and were quickly ushered to a private room, where I was again told to take off my outer clothes by a very pretty nurse. She made no comment about the way I was dressed, other than to comment that I was wearing very pretty panties. Again, my face was glowing! After a few moments, a doctor came in, and took my head in his hands, turned it back and forth, tipping it back, and then let go. He asked me to take off the bra, and began kneading my tiny bumps of flesh that passed for breasts. I was then told to get completely undressed, and to put on a paper gown. That done, I assumed I was in for some sort of examination. Wrong! I was put on a gurney, given a sedative, had an IV started, and wheeled into a small operating room! Before I could begin to panic, a needle was shoved into the IV, and everything went black. When I came to, my chest was sore, and my face was sore. I was in some sort of private room, and Master and Paige were both sitting in chairs against the wall, playing gin rummy. To make a long story short, when I had recovered in a couple of days, I not only had perfect little B cup breasts, but the areolas were tattooed to enhance them. I also had lips that were tattooed pink, and my eyebrows had been shaved off, and I now had permanent enhancement to my eyebrows, permanent eye liner, and lashes! When the eyebrows grew back, I was able to keep them plucked and trimmed, but never needed to touch them otherwise. Monday was a holiday, and I was out for Tuesday and Wednesday, but on Thursday, it was back to the office. This time, I was in the most juvenile outfit yet. I wore a short pink and blue plaid skirt made of some sort of synthetic material, a semi-sheer white blouse, a short tie that matched the skirt, knee socks, and over then, nylon ankle socks with white lace tops. Black patent baby doll pumps with ankle straps completed the look, leaving me looking like a foolish 12 year old, trying to dress like her older sister, or something. Apart from work, my days were spent doing yoga, eating light meals, and practicing ultra feminine movements, as directed by Paige. How to walk, or rather mince, was the first lesson, accompanied by a riding crop across the tops of my thighs when I got it wrong. Arms limp, wrists cocked, and a swaying ass were essential points to be gotten right, along with tiny steps. At first, I felt like these lessons would be easy, as I had been walking in heels for a while at home. Boy, was I wrong! I wasn't supposed to walk like a lady, I was supposed to mince along like a sissy. I was taught the proper way to sit and stand, and how to bend at the knees to pick something up. The hardest lessons seemed to be the curtsy and the little girly move. The latter involved putting my index finger just under my upper lip, looking down, while placing my right foot behind my left, and kind of twisting it on the ball, like a shy little girl. My nights were spent either dressed in diapers and nightie in my crib, and occasionally in more seductive lingerie in Master's bed. Sometimes, I was even put into my baby finery and then into bed with Master. His favorite position for me was to have me bound with my ankles spread, wrists cuffed to a collar around my neck, and a chain between the collar and the leg spreader. With me on my knees and my face pressed into a pillow, I was nothing but a sort of sissy tripod for him to fuck. And boy, could he fuck! He enjoyed spanking me ass before sex, and I even got to where I rather liked it. Oh, not the pain, but there was something about submitting to his will, even though bound as I was, I didn't have a choice. While he was not quite as big as Gunnar, he had tremendous stamina, and would last upwards of twenty minutes before shooting his load into my raw ass. He would then leave me bound, while he cleaned up, and would then release me to do the same. Mornings in his bed were almost always the same, I would wake to a huge cock, and find it in my mouth as soon as I could open it! I have to tell you, that I was in love with Master. He treated me well, even though he enjoyed spanking me, and leaving me to stand in the corner on 7 inch heels, overly tight corset, penis gag, and plug, while he ate, or read the paper, or whatever he wanted to do. Those times were hard, as the shoes hurt terribly, and after 30 minutes, my ass would be throbbing from the huge butt plug, and my mouth would be bone dry from the gag. Still, for some strange reason, it turned me on, and my cock was always trying to get hard in it's plastic cage. It was a Friday night, and I had been there for almost three months when he announced that he was going to let me out of my cage this weekend. I had been standing in the corner again for some infraction or other, my bottom spanked red, and the usual plug, gag, and heels when he made the announcement. When he told me, he gave me a choice. "Amanda," he said, "I think you have earned the chance to cum. Now, you have two choices. You can either masturbate, and then I will let you cum again in a month, or you can have sex with Paige, but it will be three more months till the cage comes off again." Wow! Sex with Paige sounded wonderful, but three more months? Could I take another three months locked into this damn cage? I just stood there, not knowing what to choose, and of course, being gagged, couldn't make my choice known anyhow. Finally, I was released from my bonds. First, the chain from my collar to the wall, then the leg spreaders. With my hands still cuffed behind my back, I was led with my shaky legs tottering on the sky high heels, to the bed. Master knelt down and removed my shoes, and then slowly began to release my cuffs. He stopped for a moment. "You know, my little sissy," he said slowly, as though the thought had just occurred to him, "There might be a way for you to have both release in 30 days, and sex with Miss Paige. Would you like that?" I started nodding my head for all I was worth, and trying to yes through the damn gag. "I think you could earn that right," he said with a bit of an evil grin. Boy! If I had known then what earning the right might mean, I would have settled for masturbation. Although... Saturday morning came, and I was released from my crib. My soaking wet diaper was removed (Wow, I don't even think about it anymore, I just pee at night! No wonder Master puts me into a diaper and plastic panties after we have sex in his bed!) I was put on my potty chair to poop, and then, as usual, made to take it to the bathroom, and flush the contents down the potty. There was a sprayer, like in a kitchen, and I rinsed the pink potty chair out, dried it with some paper towels, and returned it to the center of my room. I was then told to hop in the shower and get all clean. "ALL clean," Paige announced. This meant, of course, that I used a special hose to give myself an enema, letting it sit inside me for a few minutes, and then washing the remains down the drain. I was dried off with the inevitable pink towel, dusted with perfumed powder, and led off to the bedroom. There on the bed, was laid out a dress I hadn't seen before. It was an A line dress, the kind that just sort of flares out from the neck, on down, with no waist, like a little baby girl would wear. The dress was pale lavender satin with cap sleeves, and each sleeve had a big white satin bow that left the ribbons hanging down beyond the lacy edge of the sleeve. There was a matching, but larger bow in the center of the bodice, and the hem was awash in more lavender lace. Paige, dressed in her normal clothes of slacks and blouse, sat me down and brushed out my hair, applied a bit of blush, some glittery lip gloss over my pink tattooed lips, and then applied some rather juvenile perfume. I smelled like, maybe cotton candy? I was then led to the changing table, where I was laid down, and wonder of wonders, my chastity device was unlocked, and gently removed! Paige made a big deal out of wiping me off with a baby wipe, never quite stimulating me to orgasm, but close, so very close! She then applied powder, and pinned me into a double layer diaper with several soaker pads in the middle. She really had to pull to get the mass of white cloth to cover, and when she had finally pinned me in, I had never felt anything so thick, or so tight. My legs felt as though they were being forced apart by the thick wad of diapers between them. Clear, rather noisy plastic panties were pulled on next, and then she produced something new. Sheer white stockings, or tights, were pulled up my legs, and snugged into place over the diaper. Next came a pair of satin panties that matched the dress, and had enough lace to keep several brides dressed well. White nylon ankle socks, and the usual black patent Mary Jane shoes came next. I was told to hold out my hands, and the restraint mittens, again matching the dress, went on and were tied. The next step was a matching satin training bra. Finally, I was told to stand up, and the dress was lowered over my head, and buttoned up in the back. As I stood admiring myself in the mirror, I could see that the dress wasn't even long enough to cover the panties, even when standing straight up! Paige tied the bonnet onto my head, and pinned a ribbon to my dress that held my pacifier, and with that, I was told to go downstairs and wait in the kitchen. When I started walking, I realized that the thick diaper was not going to allow me to walk normally, I darn near had to waddle! I sat down in the kitchen and waited, not knowing what I was waiting for. When Paige finally appeared, she was wearing a cute little tartan skirt, knee socks, 3 inch pink heels, and a pink blouse. She looked as though she was only about 19, and good enough to eat! Without a word, she picked up a small diaper bag, and led me out the back door to the garage. Now, I was scared! What was going on? I was dressed like the sissiest baby girl, diapered, and now being taken somewhere? I was told to get in the booster seat in the back seat of the Master's SUV, and Paige buckled me in. I was now on display, but hopefully the window tint was dark enough to keep people from seeing me. I hoped! With Master driving, and Paige in the passenger seat, we drove about an hour, and finally ended up at a park in a neighboring town. With a warning that not only would the cage go right back on for at least three months, but I would be paddled until my bottom was black and blue, if I took the pacifier out of my mouth, or said one word, Paige opened my door, unbuckled my belt, and taking my hand, led me waddling to the swing set. The park was crowded with mommies and the toddlers, and I stood out like a lighthouse in the night. Not only being bigger than the real children, I was the only one in a dress, and what I dress! Slowly, every eye in the place was fixed on me, and I think I blushed down to my knees! When we passed one mother, she sort of put her hand on Paige's arm, and asked her what was going on. "Well, you see Ma'am," she began softly, "it's my brother (the lady jumped a bit when she said that!) and he's a little, well, retarded. He can't keep from wetting the bed, and even pees his underpants during the day. Mom decided to keep him in diapers, and that was fine for about 6 months. Then, we found him trying on both Mom's and my clothes, and playing with himself. To keep our things from being ruined, Mom bought him some panties and a couple of nightgowns, and well, things just spun out of control. "He" now only wants to dress like you see him now. The only thing we do is put the restraint mittens on him to keep "him" from exposing himself to the real children on the rare occasion we take "him" outside. The woman just stared at me, and then looked at Paige. "That's a boy?" she asked in wonderment. "I mean, she looks so pretty!" With Paige's encouragement, she looked around, and the grabbed the front of my satin and plastic covered diaper, and confirmed for herself that there was indeed some maleness underneath, albeit, not much. We spent the next hour with me on the swings, exposing my frillies to all who wanted to watch, while Master took discreet photos. Since I was such a freak, most mothers pulled their children to the other side of the play area, and Master didn't have to worry about other children in the pictures. Next, I was strapped back in my booster seat, and we went to the small down town area, where I was once again warned against speech, and I was taken into a crowded ice cream parlor, where I was given a baby cone of vanilla. My mittens were removed, and a Barbie bib was tied around my neck, as everyone watched me lick my ice cream cone on the sidewalk. Again, Master sat in the SUV taking pictures, and Paige stayed in the parlor, watching me through the big window. Finally, I was allowed to get back in the relative safety of the vehicle, but as I was being helped in, a police officer walked up, wanting to know what was going on. Paige looked at him with those beautiful green eyes, and told him that she was being paid to look after this sissy for the day. The sissy was a male who got off on being humiliated, and dressed like a baby. He even wets his diapers like a baby, and then I get paid extra to change him. Paige then pulled down my panties and tights to demonstrate the yellow urine stain visible through the clear plastic. The cop started to to say something, but at this point, Paige dropped her keys, and bent over at the waist, exposing her tight pink satin panties to the officer. He obliged by staring, and it seemed like only through iron will did he keep from touching! With a warning to take this simpering faggot home, I was buckled into my seat, and home we went. What truly amazed me was that the more I was humiliated, the harder I got in my wet diaper! Once home, I was stripped of my dress, tights, panties, etc, and had my diaper removed. Paige once again cleaned me with a cool, soft baby wipe, after warning me that if I had an orgasm, it would be my last for 6 months. I thought of the multiplication tables, baseball scores, anything other than her soft hand cleaning my rock hard clitty. Paige now went into my closet to find the outfit for me to wear to have sex with her. I had blindly hoped to be naked, with her in some pretty lingerie, but it looked as though that was a non-starter. I dutifully allowed myself to be dressed in my white satin corset, laced very, very tightly, frilly white satin training bra (that showed of my little breasts very nicely!), beautiful white stockings with bows at the back of the thigh, and little bows at the back of the ankles, and then Paige had me step into full cut, white satin panties, decorated with little blue bows, and lashings of glass silk ruffles. Finally, she produced a pair of white high heels with ankle straps, that she helped me fasten. As I was standing in front of the mirror, admiring myself, she told me to turn around. In her hands was the most delightful, frill, lacy wedding gown. Or at least, it would have been a gown, if it hadn't been so short! She helped me into the dress, pulled up the zipper, and placed something around my neck. When I looked in the mirror, I was a sissy parody of a beautiful bride! Around my neck was a white leather collar, covered with white lace. Similar cuffs were placed on my wrists, then my short white satin gloves with lacy cuffs. The final touch was hair piece with a small veil, and decorated with baby blue flowers. I was in heaven! How many sissies got to wear dresses like this, and to have sex with a woman as pretty as Paige? It seemed that all I had to do was allow myself to be humiliated for a few hours in public, where no one knew me, and my dreams would come true! If that had been all, well... Paige excused herself, and went to a spare bedroom. About an hour later, she appeared in a stunning, shimmering silvery-blue camisole and tap pants. She was wearing white thigh high stockings, and white high heels, and was covered over all by a sheer, gossamer thin negligee with white satin collar and cuffs. She was the most beautiful woman I had even seen right then! She glided across the floor, and taking my hands in hers, she began to kiss me on the face and neck, finally locking her lips on mine, our tongues slipping in and out of each other's mouths. With my back to the door, and distracted by such beauty, I never saw Gunnar enter the room. Suddenly, he grabbed my left arm, and before I could even move, my left wrist cuff was attached to my collar. My right soon followed. Giggling, Paige moved back a step, and began to fondle my satin covered cock, which was, even now, as hard as I had ever been in my life. I was led downstairs, and into the living room, where two odd looking leather ottomans were side by side in the middle of the room. They were longer than a normal ottoman for a chair, and a bit wider, and while one end was the right height for a foot stool, the other end was about a foot taller. I wondered what they were for. I didn't wonder long, though. I was led to the first of these odd leather pieces, and told to kneel on the lower half. Gunnar helped me to get in position. It was then that I noticed the wide black nylon straps attached to the piece. I was pushed down so my chest was on the raised portion, and one strap went over my back, pinning me in place. Gunnar spread my legs, and passed a strap around each ankle. I was now kneeling, legs spread, hands immobilized, and strapped down. After this, Gunnar led Paige to the other, and did the same to her, albeit fastening her hands behind her back with leather cuffs. It was at this point that Master casually sauntered in. "You look confused, Sissy Mandy," he began, "do you have some question I might answer?" His voice was soft and mocking, and, not for the first time, I realized he was a bit on the sadistic side. "Master," I began with a quaking voice, "I thought that you were going to let me have sex with Miss Paige!" This came out almost as a whine. "Of course I am!" Master laughed. "You and Paige are going to have sex, just not with each other. You see, you are with her while having sex. Isn't that what I promised?" Now, the laugh was full throated, filling the room, and crushing me down. Master stepped into the hall, and beckoned to someone. Six men, all wearing nothing but their briefs walked in. All were large men, well muscled, and the front of each pair of briefs was bulging. They all walked over to me, and began to slap at my ass, reach under me and pinch my nipples, and generally having a good time. Finally, after telling Master that they had already drawn lots as to who would go first, one got behind me, and another stood in front of me. I knew that the panties I was wearing had that damn hole in the rear, lacy and perfectly placed for access to my bottom. I knew then that I was in for a rough time. I heard a rubber glove going on, and then a finger was roughly shoved up my bottom, smearing lube inside me. I heard the snapping of the rubber glove, and the next thing I knew, two hands were wrapped around my hips and a cock was pushing at my back door. At the same time, the man in front of me had removed his briefs, giving me the first look at a huge uncut cock. Grabbing my head, he unceremoniously shoved it into my mouth, and without even thinking, I began to suck at that pole. He pushed deep into my throat, and I began to swallow, causing him to shudder with delight. When I showed signs of gagging, he pulled out, and let me suck the head for a moment, before jamming it back in to the hilt. Master came over and removed the clips holding my wrists to my collar, and I began to use my satin gloved hands to help control the action. It didn't take long before he pulled almost the whole way out, and then filled my mouth with his cum. I thought I would choke, there was so much! After he pulled out, I became aware of Paige moaning and groaning, and glanced over to see Gunnar plowing her sweet pussy for all he was worth. At the other end, Master had his cock in her mouth, and the scene was one of the hottest I had ever seen! As for me, I think I had each cock in my mouth three times, and in my bottom at least twice. My poor ass was on fire from every guy spanking me, and raw from the constant sawing in and out of huge cocks. My neck and jaw hurt, and my throat was raw. Finally, Gunnar walked over to me, his huge meat swinging in front of him, and as he jammed it into my aching mouth, he told me that at least I could taste Paige. When it was all over, I hurt, I was sweaty, and just wanted to climb into a hot bath, and then into bed to sleep until next year. I have been taken to bookstores, dressed in the most simperingly, sissiest, satin dress, and forced to kneel in the hallway of the back room, servicing any cock that presented itself. I have served as a dainty French maid for my master's parties, and much more. Throughout it all, working in the most embarrassingly juvenile ensembles, being bound for sex, and total humiliation, I love my life! Even the fact that my clitty is caged for extended periods of time is good. I mean, when I am allowed to cum, it becomes something very special. So, that's my life as a sissy slave to a master. Whether I spend time in diapers and plastic panties (Almost every night, and many evenings, too), as a simpering sissy, all the rest of my non-working time, or dressed like a 12 year old girly-girl and doing menial tasks at work, I can't think of a life that would suit me any better.

Same as How to Build a Better Sissy, the Conclusion Videos

3 years ago
  • 0
  • 15
  • 0

Sissy Sex Therapist

SISSY SEX THERAPIST by Throne "But honey," Darren said in a whining tone. "You can't mean that. How could I be a... a sex therapist?" His wife Kelly smirked at him and said, "You have to understand, Darla, that a sissy like you could be very valuable in helping some men to deal with issues they have in their sex lives. For instance, the new guy I just started dating, Brad. He doesn't understand the whole sissy mindset, and how useful a weak feminized husband like you can be in...

4 years ago
  • 0
  • 33
  • 0

Sissy Stepson Part 4 Stepmothers Test

Part 4 - Stepmother's Test She crossed her legs and began dangling her high heel again and Carl became excited. His sissy stick started to stick up as he watch the dangling show and fashion models prancing on the run way. He had no where to escape and his stepmother noticed her panties bulging with his sissy cock. She nonchalantly let the shoe fall on the carpet and said, "Well, missy are you going to pick my shoe up and place back on my toes or can't you get up!" "Yes, ma'am, I...

2 years ago
  • 0
  • 20
  • 0

Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

1 year ago
  • 0
  • 25
  • 0

Heathers Sissy

Heather's SissyMy husband, Bobby, is standing with his nose in the corner, quietly sobbing, as he contemplates the ill-advised temper tantrum that he threw this afternoon. His sobbing is due to a very sore bottom, for which I take credit foróalthough to be fair, my favorite wooden paddle should also take some of the credit too.I'm not sure what it was that finally sent Bobby over the edge today. It could be the fact that I arbitrarily extended his sentence of chastity for another month, or it...

3 years ago
  • 1
  • 17
  • 0

The White Sissy Slave Society A Walk into Sissyhood

The White Sissy Slave Society: Sold into Sissyhood By Meeah Soo They were standing in a small group, drinking beer, smoking, and laughing. I could hear the rap music thumping aggressively from their boom-box. I could see them watching our car. It was late, well after midnight, and this particular park was no place for a white sissy to be at this hour. I've never been a physically or mentally strong person. I'm very easily intimidated. And there I was in a tiny plaid mini and white...

1 year ago
  • 0
  • 20
  • 0

Sissy Stepmother

Sissy Stepmother A Pantyboy Profile INTRODUCTION Cheryl here. You remember me. The 20-year-old pantyboy extraordinaire. Every man's naughty, secret, wet dream. Raconteur without equal. In "Service" and "Test Driven," I told you about Amy and Judy, two of my lovely roommates, fellow pantyboys and like me, covergirls for "Panty Boy," the only publication worth buying, besides some of those Spermco comic books about us "special boygirls" and the "Sunday New York Times." And Panty...

3 years ago
  • 0
  • 14
  • 0

Sissy Mission 4 Southern Belle Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 4: Southern Belle Sissy By Cheryl Alison Mistress believes in community service. So when she dropped the ad on my desk at home, I knew that I would be a faithful community servant within a short while. The ad read: Southern Belles Needed The Ladies' Auxiliary needs...

2 years ago
  • 0
  • 15
  • 0

Sissy Therapy

My advertisement read: MEN Interested in sex with other men but don't know how to proceed? Looking for a safe, friendly way to find out if this is for you? Obsessed by online bi/gay/sissy/crossdressing porn but frightened to meet someone? Is your marriage at risk because of your desires? I can help! One four-hour sexual therapy session will help you to decide if this is right for you, and will help you to understand your desires. Don't suffer alone, I can...

3 years ago
  • 0
  • 17
  • 0

My Stepmothers Sissy Daughter

My Stepmothers Sissy Daughter By Malissa Madison The dream was so real, she was being chased by some evil thing that thirsted for her blood. She was cornered with nowhere to hide. She felt its hot breath on her as she tried feebly to squeeze through a hole too tiny to fit. The hot breath as it pushed its nose against her bottom. It felt hot and wet, Wet? She woke with a start in full panic unable to stem the flow. All she could do was lay there and cry in silence. She'd had this...

2 years ago
  • 0
  • 23
  • 0

Stepmothers Sissy Schoolboy

One-Handed Reading: A Step-mother's Sissy School-boy This is a one-sided conversation between an (evil?) step-mother and her delinquent step-son. ------------------------------------------ Author's Note: This is not some attempt at a Pulitzer, or to make some earth shattering literary statement. Nope. If you are looking for deep characterization or nuanced subplots, move on. This tale is not for you. I love exploring verbal humiliation alongside being dressed. This is what I call...

3 years ago
  • 0
  • 18
  • 0

Sissy Stepson Part 1 Stepmothers Trap

Sissy Stepson Part 1 ? Stepmother's Trap Carl Monet was a shy boy of about 15 when his widowed father married Rita Parker. Mrs. Parker was 20 years younger than Carl's father Larry. Carl was very shy and sheepish toward his new stepmother and the new Mrs. Monet was rather cold and distant towards him. Carl's father was gone quit often on trips abroad for weeks at a time and Mrs. Monet was often gone shopping with her sister Maryann and her mother Regina. Carl was...

3 years ago
  • 0
  • 19
  • 0

Sissy Therapy Case Study 2

Sissy Therapy - Case Study 2 Shelly's latest client is John who is obsessively addicted to smooth, shaved men's asses, ideally covered by skimpy women's panties. Shelly helps him to come to terms with his desires and learn a lot about himself as well. Oh, lots and lots of sex as usual... ;) Hi, I'm a sexual therapist. Sort of. No qualifications, my only experience is what I've gained on the job. This is my second 'case study' which took place a few months after I started. To recap...

2 years ago
  • 0
  • 27
  • 0

Crowd Sourced Sissy Spin OffMothers Milk

NOTE: This story stems from an incidental bit in the "Crowd Sources Sissy" story that a couple of readers seemed to be interested in having me explore further. It's just a starting off point. You do not need to read that story first to understand this new work, but of course feel free to read it to get the full effect. Enjoy! Crowd Sourced Sissy--Mothers Milk I knew that my husband had a sissy fetish long before I married him. For many, that would have been a bridge too far,...

2 years ago
  • 0
  • 21
  • 0

My Young Sissy brother for Mens Cum today

sharleesisterboyMY Young SISSY brother in Heat for Men's Cum, today!You used to prance around the house in your white underware, when Mom was gone, shaking your cute ass at me till I caught you, roughly, in My Big brothers arms and carried you to my bedroom floor. You giggled all the way, till I tossed you down on the dirt floor and you tumbled and smiled up at Me and lay on your tummy with your legs spread wide for Man-Cock. You know what I like to do to You, but, instead, I tie your wrists...

2 years ago
  • 0
  • 13
  • 0

My Stepmothers Sissy Daughter part 3

My Stepmothers Sissy Daughter, part 3 By: Malissa Madison I woke up early, my wet diaper urging me awake as I opened my eyes. Mommy was watching me sleep, and I realized her hand was resting on the crotch of my plastic panties pressing the wet diaper against my skin. "Did Mommy's baby girl wet her diaper," she smiled at me. "We can't have you in a wet diaper now, mommy's just going to have to change that," she helped me out of bed and I climbed up on the changing table, putting...

3 years ago
  • 0
  • 10
  • 0

A Sissy and Four Brothers

A sissy and four brothers -What is it like? Mother is very strict about separating me from 'the boys' but they've never experienced a 'sister' in the house before so there seems to be a lot of snooping around. A few of my readers have asked me for some additional information about farm life and living as a sissy with four brothers, and I'll respond to the question about seeing Jack again. Jack's mother called me and told me that I'd done wonders about boosting his self-esteem and she...

1 year ago
  • 0
  • 25
  • 0

Sissy Julian Chapter III Further Development

Just when Julian's Lake Orenda experience seemed perfect, even if he is not about to admit it, circumstances change. But then Julian and the twins were very naughty boys, and we all know what happens to naughty sissies. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to...

1 year ago
  • 0
  • 25
  • 0

How i became a sissy slut

When i was a police officer, i was detailed to guard a prisoner at the local hospital. While guarding him at the ICU, i began talking to one of the attending Nurses. Her nametag said A Regan, RN. She was a pretty Woman, nothing special, but sexy in the way she carried Herself. After talking for a while, She asked me if i was an Alpha male, since i was a cop. The bells began ringing as i knew exactly what She was asking. i told Her that i am a very strong Alpha male when i am working, less so...

3 years ago
  • 0
  • 25
  • 0

Mothers Sissy Teachers Pet

Mother's Sissy, Teacher's Pet By Sandy Brown January 15th, 2012 Dear Ms. Brown, I am Sandy's homeroom and science teacher. I thought I would mention to you that I noticed that Sandy had a small amount of nail polish on the base of his fingernails today. I assume that he was having some fun with you over the weekend, and that before he left for school you used nail polish remover, but inadvertently left some polish on. The color is very pretty, and I'm sure he looked adorable, but...

1 year ago
  • 0
  • 33
  • 0

How I Became A Sissy For BBC True Story

I started watching a lot of interracial porn when I got my own house. I also started taking a lot of Adderall which made me really horny all the time. I somehow stumbled onto sissy porn and got really into it. Before long, I wanted to dress up myself. I went out and bought some panties, stockings, and a garter from Adult World and began wearing it around my house. When I was particularly horny, I would take pictures and post them on Craigslist. I would always get a ton of replies, but I was...

3 years ago
  • 0
  • 17
  • 0

CDg Sissy Slut Cocksucker goes to local Adult Theater

I love dressing up whenever possible, which is not often enough. But, what I love even more is dressing up as a hot and wanton sissy slut cocksucker and then going to the local adult theater for some great XXX fun. I am not totally passable, but have been told my legs are fantastic and my ass is nice and tight with a hot tramp stamp just above my ass. Most guys say it's sexy as hell while they are fucking me. Fortunately, my wife had to go out of town for a few days and thereby giving...

3 years ago
  • 0
  • 19
  • 0

My Stepmothers Sissy Daughter part 2

My Stepmothers Sissy Daughter, part 2 By: Malissa Madison I lay there sleeping peacefully, feeling safe for the second time in so long I couldn't remember. I heard voices and I woke up, I was facing toward them on my side. A woman I didn't recognize but looked a lot like the girl in the diner said, "I think she's so sweet. I'm glad Dave brought you here last night. I was afraid to say anything about the bruises on your face, I didn't want to scare you." "Thank you Monica," mommy...

3 years ago
  • 0
  • 16
  • 0

Being Sissy To My Brother In Law

Jenny knows I love to wear her sexy undies and lingerie but obviously apart from her it was a secret kept from everyone else. One day while jenny was out, I was feeling particularly randy so went to our bedroom & rummaged through her panty drawers. My hand felt the smooth shiny material of a pair of red satin tanga panties and I immediately got a twitch in my flaccid cock. Satin are my favourite. I thought maybe a pair of stockings would be good too. These were in the wardrobe drawer and on...

2 years ago
  • 0
  • 11
  • 0

Being Sissy To My Brother In Law

Jenny knows I love to wear her sexy undies and lingerie but obviously apart from her it was a secret kept from everyone else. One day while jenny was out, I was feeling particularly randy so went to our bedroom & rummaged through her panty drawers. My hand felt the smooth shiny material of a pair of red satin tanga panties and I immediately got a twitch in my flaccid cock. Satin are my favourite. I thought maybe a pair of stockings would be good too. These were in the wardrobe drawer and on...

Crossdressing
3 years ago
  • 0
  • 12
  • 0

My sisters their friends and me their sissy Part 2

Part Four Jolt after jolt of electricity passed through my body. Each longer and worse than the one before it. I held my number two hole shut because I believed what Joy had said about losing any of the water. But the pain was becoming almost too much. I knew that in another jolt or two my control would be completely gone and even with the help of the big thing back there plugging me I was certain to lose that water. And there were two gallons in me making me look really pregnant....

1 year ago
  • 0
  • 17
  • 0

My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

2 years ago
  • 0
  • 25
  • 0

How my girlfriend turned me into her sissy bitch

Her Perfect Ass And Evil Sexy Dirty Looks Mind Fucked Me Into Wanting To Be A Girl Rather Than Fuck One......as this naive, innocent, christian, bible believing 20 something gave me the best sex of my life with a reach around, as I would cum, she would whisper "Not bad for a cock sucker. LOSER!" and then push me away, stand up, look at me in disgust with those evil sexy eyes that would become so powerful as she threw me the meanest, 'fuck you, loser' look ever, then she would leave, her perfect...

3 years ago
  • 0
  • 26
  • 0

Sissyboy Conversion Therapy

One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...

1 year ago
  • 0
  • 30
  • 0

Sissyboy Conversion Therapy

One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...

1 year ago
  • 0
  • 30
  • 0

Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

2 years ago
  • 0
  • 22
  • 0

The SissyMaster

THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

3 years ago
  • 0
  • 31
  • 0

2088 Its a Sissy World

2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

2 years ago
  • 0
  • 10
  • 0

How I Became A Simpering Sissy Slut part 3

How I Became a Simpering Sissy Slut Part 3 I was wearing a leopard print bodystocking, with cut outs for my huge GG breasts and my little 3 inch clitty. I had a pair of 8 inch platform heels on my feet and my blonde hair was teased out and piled on top of my head. My make up was trashy and over the top, and I was on my knees and surrounded by three naked men. They were all staring at me lustfully and I was returning the look with one of my own. "Why don't you boys come a little...

4 years ago
  • 0
  • 24
  • 0

Teaching the Sissy Maid Workshop at the MVP Chapter Six Another Sissy for Ms Rebeccas Household

Teaching the Sissy Maid Workshop at the MVP, Chapter Six: Another Sissy for Ms. Rebecca's Household? After the workshop ends on day one, Ms. Rebecca stays to speak with some of the women attending the class and gets an unexpected offer that offers her some incredible rewards if she can take ownership of another young male submissive who is displaying sissy tendencies. After the workshop ended for the day, I stayed for a while to give me a chance to speak with some of the women...

2 years ago
  • 0
  • 11
  • 0

The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

2 years ago
  • 0
  • 17
  • 0

Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

2 years ago
  • 0
  • 20
  • 0

Meinen Mann zur Sissy erzogen

Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

3 years ago
  • 0
  • 10
  • 0

How I Became a Cuckolded Sissy Part 1

How I Became a Cuckolded Sissy: Part 1 By willow619 Allie and I had been married for three years. Our sex life had become bland, routine, and, frankly, I preferred masturbation to the work it took to cum by intercourse. I was pretty sure that Allie felt that way, too. You see, my cock is, at best, 5 inches. My touch, or my tongue, on her clit seemed to be much better received than my cock in her cunt. I've always been a crossdresser. I can remember being in first grade and...

1 year ago
  • 0
  • 25
  • 0

Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

3 years ago
  • 0
  • 10
  • 0

How I Became a Cuckolded Sissy Part 2

How I Became a Cuckolded Sissy: Part 2 By willow619 "Now the preliminaries are over, and it's time for the entertainment part of our evening!" That was what Allie, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Mike. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completed the transformation. Allie had found a magazine I'd left on the bedroom floor, showing a...

3 years ago
  • 0
  • 21
  • 0

A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
  • 0
  • 15
  • 0

The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
  • 0
  • 16
  • 0

Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
  • 0
  • 13
  • 0

Forever Her Sissy Chapter 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

2 years ago
  • 0
  • 9
  • 0

Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

1 year ago
  • 0
  • 16
  • 0

Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
  • 0
  • 21
  • 0

Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

2 years ago
  • 0
  • 13
  • 0

The Sissy Diaries My Two Mistresses

Dear Diary, Things were going so good for me. I got promoted at work, even though I know most people there don't like me because I'm quiet and reclusive. It's just that I can't get too close to anyone there and risk exposing that I'm a closeted crossdressing sissy. Still, I do my work and go home to my apartment and escape into my sissy world. Still, I decided that with my promotion and my increase in salary, I could afford a better apartment in a better neighborhood and that's where...

2 years ago
  • 0
  • 13
  • 0

Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

3 years ago
  • 0
  • 18
  • 0

Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
  • 0
  • 24
  • 0

Dr Cooks Sissy Clinic The Begining Jade and Deans Experience

Dr. Cook's Sissy Clinic: The Beginning and Jade and Dean's Experience. By dirteesissy I gazed at Jade's bottom, as she raped her husband's ass with a 10" strap on cock. Her pounding of her sissy maid's hole, bordered on the extreme, somewhere between love and hate, she punished that sissy ass with long powerful strokes. Jade, dressed in just red thigh high P.V.C. boots and gauntlets of the same material, was making mincemeat of her hubby's derriere and I looked on with pride at my...

2 years ago
  • 0
  • 18
  • 0

Andrew The Unsuspecting Sissy Part III

ANDREW THE UNSUSPECTING SISSY PART III [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUSFAR..... ANDREW NOW DREW: SISSY SUPERSTARSOON TO BE HUSBAND TO JIM JIM : BILLIONAIRE INDUSTRIAL WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR NEWMAN: MEDICAL DIRECTOR OF THE MANOR PENELOPE...

2 years ago
  • 0
  • 27
  • 0

Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

4 years ago
  • 0
  • 19
  • 0

She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
  • 0
  • 16
  • 0

100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

2 years ago
  • 0
  • 10
  • 0

The Young Sissy Chapter 3

I was running through an empty parking lot...looking for someone, or something, but I wasn't sure who I was looking for...or what. All I knew that was no matter how hard I looked, how far off into the distance I stared, all I saw was miles and miles of concrete. It was an oppressive emptiness, the vastness of the open space crushing me. I fell to my knees in despair. I don't know why I was looking anymore...everything I had seen up to this point was testament to the futility of hope. At...

4 years ago
  • 0
  • 24
  • 0

Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
  • 0
  • 16
  • 0

Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

Porn Trends