Sissy Cuckold's Turnaround free porn video

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SISSY CUCKOLD'S TURNAROUND by Throne I got home from work and my wife Tyra was waiting for me with an impish expression on her pretty face. She was wearing a snug sleeveless top and skintight slacks, so her buxom, big-butted figure was well shown off. I knew something was up and stood there, my usual meek self, anticipating some new indignity. She wanted to know, "Which panties did I put out for you this morning? Let's have a look. In fact, just strip down to your pretty undies." In minutes I was out of what I'd worn to the office, the typical dress shirt, jacket and slacks, and standing before her in just a pair of panties. My slender figure, which I'm required to keep free of all body hair, is far from imposing. Tyra is a few inches taller than me, plus the added height her heels give her. At that moment her feet were clad in a bright green shoes with open toes and two inch block heels. She looked down on me, reached out, and ruffled my collar length hair. "Aren't you cute, with your girly figure and those sweet lavender panties? That color really suits you. It just hollers 'SISSY'." She chuckled. "But I want you completely prettied up for this evening. Though it is a shame to cover up that tiny bump in your panties. Tell me again what that's supposed to be." My cheeks grew warm with shame as I said, in a soft whisper of a voice, "That's my penis, dear." "Your WHAT?" "M... my p... penis." "Are you sure? I thought a penis was supposed to be longer than that. And thicker. And have hair growing above it." "I... I mean... you know that I'm..." As much as I wanted to defend myself, it was close to impossible with the undersized dick that peeked through the not-quite-opaque panties. A few more stammered attempts passed my lips before I gave up. All I could do was gaze at my desirable wife and wish that I was man enough to possess her. And that she didn't amuse and excite herself by reducing me to a sissy. Tyra said something about selecting what I would wear but then there was a loud knock on the front door. I froze but she smiled wickedly. My wife said, with one plump index finger held up so that its tip touched her rounded chin, "I wonder who THAT could be? Why don't you go and see, Mark?" She paused and then corrected herself, "I mean Marlene. Scamper over there and find out who it is." I had a bad feeling that it was exactly who I feared it might be. My wife had dated several men in the year since we got married. They enjoyed her sexual favors while I was relegated to serving as her bedroom slave and hearing about her exploits with what she liked to refer to as 'superior men'. She had been hinting that she might invite her newest lover to visit her at home. I had expected her to send me out for the evening when that time came. There had even been the possibility, in my mind, that I might get to go and see a movie. But not now. She had gone to the limit and decided to have him visit while I was here... and mostly undressed. As I approached the door, knowing that she was watching me from behind, I added a sway to my hips and held my arms out slightly to the sides, letting my wrists go limp. I stopped at the door, finger-combed my hair, and put on a simpering smile. My ego had shrunk to the size of a pea, it felt like, as I put my hand on the doorknob, turned it, and opened the door. Standing on our front porch was a tall broad- shouldered picture of male confidence, with a square jaw and bright smile. He looked at me, guffawed, and stepped past. I was grateful to be able to shut the door before anyone outside might see me. As I turned, I saw he had gone straight to Tyra and was hugging her in his strong arms. She let her head fall back, closed her eyes, and parted her lips. He brought his mouth to hers and they kissed ardently. My bride's big round breasts were pressed to his manly chest. She moaned loudly enough for me to hear. I stood there wringing my hands, not wanting to have to see them, and definitely not wanting him to see me again. But their embrace ended and he stretched one long arm in my direction and, without even bothering to glance my way, snapped his fingers and beckoned me nearer with a flick of his large hand. I minced over to them, mindful of how my wife had taught me to move with exaggerated femininity. Involuntarily biting my lower lip, I waited to learn what he wanted. Tyra said, "I know I promised you he would be all dolled up when you got here, Stan, but then I decided it might be fun for you to watch me give him one of his make-overs." "That would be a hoot," he said, smirking at me. "I really get off on the idea that not only am I bedding a married woman, but that she's turned her husband into a pansy wimp." "Well," she told him, "he was already a wimp when I met him. And the potential to be turned into a pansy was certainly there. I mean, I spotted it right away. He was exactly the easy-to-control type I wanted. So all I did was to put him in touch with his girly side." Her words stung but, the longer she kept turning me into her house-sissy (as she sometimes called me), the more convinced I was becoming that she might really be correct. Maybe I was meant to be a failure as a husband, good mainly to amuse my sexy wife by being there for her to turn into a faux female, a gender-confused, obedient, uncomplaining object of fun for her, and no impediment to the infidelity which she delighted in practicing and using to taunt me. But now, having her latest man here in our home... it was my worst humiliation yet. "So," Stan said cheerfully. "What do you do first? Stick a big poufy wig on his head?" Tyra chortled at that idea but said, "No, I like to style his hair. Just put on some product and give it whatever look I'm in the mood for. Like maybe..." She pursed her pillow lips and drew her dark eyebrows together slightly. "...what a sissy boy on the prowl would want." "On the prowl? You mean like a tramp? A sissy tramp? That would be hilarious." He eyed me up and down. "And kind of a turn-on." I went cold all over. My knees felt weak. Before Stan could say anything else about it, Tyra came over and pinched my ear, tugging me along behind her. Stan followed us to the bedroom, where she sat me down in her vanity chair. On the table in front of me were her cosmetics. But those weren't what she used on me. I had my own collection of make-up, which was heavy on cheap products, loud colors, and the thickest mascara she could find. I sat there uncomfortably, aware of how exposed I was to Stan's hungry gaze. How I wished he hadn't made that comment about giving me a trashy look being exciting to him. My wife ignored my concerned expression and started to pick through the products she would use to transform me. She absently sprayed me with perfume while she made her choices. While Stan watched with interest, she outlined my lips and colored them magenta, then applied a coat of clear gloss. In the mirror opposite me I saw how unnatural my mouth looked, like I was advertising it to men. Then she went to work on my eyes, using too much liner, too much shadow and, of course, way too much mascara. Tyra finished the job by applying shadow to create the impression of strong cheekbones, something that my soft face didn't actually possess. Next she went to work on my hair, applying some sort of gel, using a comb, and styling as she went. Before long the ends were curled under at the bottom, the hair hanging straight, so that my features were framed. It was side-parted and draped across my forehead at an angle, which drew more attention to my overdone eyes. She considered her work and finished me off by adding a shadow under my lower lip to make it appear pouty. Stan was marveling at my new look, openly surprised by how extreme the changes were. Tyra had me stand up and walk around, hips swishing. She made me pose with the end of my index finger between my lips. Then she had a brainstorm. She said to me, "Marlene, you look like a cheap queen-of-the-come-on. Why don't you practice a little on Stan? Pretend he's some guy you want to pick you up." I froze inside. Did she really expect me to degrade myself like that? I mean, I had gotten somewhat accustomed to being made-up and dressed. But this was something totally new. When I didn't react quickly enough, Tyra suggested, "Or we could play a different scene. Maybe one where you're a whore who tried to steal Stan's wallet. And now he's really mad at you. And he decides that you deserve a really long and hard spanking. I mean, it's up to you, Marlene. I'm happy to let you decide these things for yourself." Some choice. I stammered out that I would take the first option. Trying to get control of myself, I went to Stan and looked up at him. I could see the beginnings of beard shadow on his strong jaw. How I wished I could be manly like him. How I craved a chance to enjoy my wife's magnificent body. I sometimes imagined myself on top of her, like a real husband, instead of with my face between her heavy but firm thighs, my mouth pressed to her sex while I used my tongue to give her multiple orgasms. But at that moment I had to act the part she had assigned me, to avoid finding myself over Stan's lap with his wide hand smacking my upturned bottom over and over. I said in a sultry voice, "Hello, handsome. Are you a little lonely? Would you like to get friendly? How about if you buy me a drink?" He smirked at me and my wife told me to do more. Hesitantly, I put my hand on his broad chest and rubbed it up and down. No words came into my head. Then, without thinking, I blurted out, "I could make you very happy. And you could do that same for me." Where had that come from? Suddenly he was grinning. His hands settled heavily on my narrow shoulders. He pulled me against him and held me there. Stan said, "Sure, I'll buy you that drink. And you can tell me just how we'll make each other so happy. I mean, I already know what I can do for you." He pressed his crotch meaningfully against me. Stan was so much bigger than me down there. I blushed with shame and discomfort. He wanted to know, "But what can you do for me?" I glanced toward Tyra, hoping she would call an end to this little drama. Instead, she gestured toward Stan and rotated her hand in the air, indicating that I should continue. Still pressed against him, I licked my lips nervously. The way that made him smile told me that he had read unintended meaning into it. I involuntarily tried to pull away but he kept me where I was. I felt so strange to have my mostly naked body against his fully clothed one. I could smell his masculine musk. Improvising desperately, I whispered, "W... what can I do for you?" I tried to think what I would want a girl to do for me. What I had always wished my wife would do. I went on, "Well, I would let you touch me everywhere. And I would..." It was hard to get the words out. "... would touch you everywhere. With my hands and... mouth." Feeling faintish, I leaned against him for support. He took that the wrong way too, wrapping his one arm around me and cupping my chin in his rough hand. He turned my face up toward his and began to bring his mouth toward mine. Just as I was about to either lose consciousness or have a panic attack, Stan laughed and released me. He went to my wife, took her in his arms, and delivered the kiss that I hadn't gotten. It was long and deep. I could only stand there staring at them, trying to sort out my feelings. The big man stood with one arm around Tyra's waist. He told her, "You'd better be careful, baby. That sissy husband of yours might just steal me away from you." She boldly rubbed his crotch, feeling his already stiff prick, and told him, "Let me get her into the rest of her outfit and, when she's all dressed, I'll show you why you want me and not her." She gave me a stern look and said, "Right, Marlene?" I could only nod while I took several deep relieved breaths. Tyra went to her dresser and picked out several items. She didn't usually have my things in there but I guessed this was all part of the game she was playing to demonstrate my sissy status to Stan. What she held up was a tiny, dark grey top that would leave my belly exposed, and a super- short, pleated charcoal skirt that would show off my smooth hairless legs all the way up to near the tops of my thighs. There was also a pair of patterned stockings with designs of spider webs on them. They had elastic tops and would stay up by themselves. The finishing touch, which she fetched from the bottom of her closet, was a pair of black shoes with three inch stacked heels and square toes. Stan watched in fascination as I got dressed. With all the practice I'd had, I slipped into the odd fashion choices with ease. It wasn't until I was done and had taken a few steps in those heels, that my wife opened her closet. I could see my reflection in the full-length mirror mounted on the inside of the door. Of course. I was dressed like a Goth girl, but with more emphasis on the sexiness of the make-up. Oh no. Not only did I resemble the wrong gender, but I had also been cast into a role that was nothing like my real self. I felt so out of control. "So," my wife asked Stan, "isn't Marlene a cutie?" "Sure is." She put her arms around him. "But wouldn't you rather have me?" "I have to choose?" he said jokingly. She gave his arm a playful slap and said, "Let's get each other undressed and put that bed to good use. Ready?" He grinned at her. "Ready, willing and able." They got busy removing each other's clothes, doing lots of touching at the same time. Stan obviously appreciated her breathtaking curves, but he also stole a look at me. And then another. Soon they were sitting on the edge of the bed, kissing hungrily. But before they could move on to the main act, Tyra's cell phone buzzed. It was a ringtone I'd never heard before but she obviously recognized it. "Damn," she said softly. "Stan, baby, I have to get that. It's a company I ordered from on-line. Lots of pretty things for Marlene. Even some ruffled panties. I'll make it quick," she finished, gazing longingly at his thick eight-inch erection. He told her, "Relax, lover. Take your time. I'll just chill out until you're done." She hurried away, her wide rump wiggling. Stan's attention shifted to me. I was seized by emotional paralysis. The big man stayed where he was and smiled. He said, "Hey, it's okay, cute stuff. I'm not going to bite you. Not unless you want me to. Now come over here in front of me so I can feast my eyes on you." Gee whiz. He was really interested in me. I guessed that it made sense for my wife to pick someone who wasn't turned off by a sissy like me. And if he wasn't turned off, maybe he was turned on. That proud hard-on certainly wasn't shrinking. I went and stood in front of where he was sitting. He gestured for me to get onto the floor. Feeling fluttery inside, I lowered myself to my knees. There was only about a foot between us. His magnificent cock was mesmerizing. Unfamiliar emotions coursed through me. Stan reached out. His fingers found my nipples and toyed with them through the top. I gasped but he shushed me. I nodded to tell him I would try to stay quiet. That earned me a second smile. It felt good to be pleasing him. I felt... cared for. Protected. And maybe even... I wasn't sure what else. His active fingers did their job. My small dick grew stiff and pressed outward against the front of my panties. Without thinking, I lifted the front of my brief skirt and turned my eyes downward, drawing his attention to my reaction. He raised his eyebrows questioningly. It was my turn to smile at him. A connection had been made, one that I wouldn't have expected. Had my wife really changed me that much? Was the sissy potential she had seen in me early on actually that strong? His hands moved upward, took the sides of my head gently. He brought my face lower. I didn't resist. But all he did was to press my cheek against his thigh. I felt the warmth of his skin and smelled his male muskiness. I experienced a moment of shame because my rising temperature was making my scent, which was hyacinth, grow stronger. My wife had decided the floral aroma should be my 'signature'. My eyes met Stan's and there was a moment of silent communication. I turned my head and lightly kissed his other thigh, feeling his hard member bumping against my ear. He chuckled at my shy effort and stroked my shoulder. I sighed. "Stan," my wife called from the spare bedroom across the hall, which was her workspace. "I have to go on-line to make some changes in the order. I'm so sorry." "Don't worry," he reassured her. "I'm fine. Honest." The mood was suddenly conspiratorial. It was Stan and myself -- my sissy self -- against Tyra. All at once I felt empowered. And that other sensation that I hadn't been able to identify moments before made itself clear. It was attraction. I exhaled slowly, as if I was expelling much of my past, and then shifted around enough that I had the head of Stan's tempting cock directly in front of my mouth. He murmured encouraging words. "Go ahead, sweetie. If you want to." He was even letting me choose. My heart felt weightless. I parted my brightly colored lips and put them around the bulbous head of his member. I let them touch him, feather light. He gasped. That was all the reaction I needed. All at once I was sucking greedily on his knob. My tongue teased the underside. I moved my head forward and took in another two inches of his thickness, but that seemed to be my limit. I would be able to do better with practice and I was suddenly very eager to learn. I worshipped his glorious organ as my bride fine-tuned the order for more sissy fashions. The idea of her building a wardrobe that I could use to seduce Stan made me smile, which wasn't easy with my mouth so full. Letting him slide out of my mouth, I ducked down to press my lips to his large balls. There was hair on them but I was no longer upset by the smoothness of my own scrotum. I was almost... proud. Yes, I really had gotten in touch with my girly side. I licked his nuggets happily and resumed mouthing his cock. I swallowed an additional inch of the shaft and felt a sense of accomplishment. I wanted to be his expert and devoted cocksucker. With my hands on his muscular thighs, I worked my head forward and back, making him moan and twitch. Now who was in power? "Hey," Tyra called from the other room. "If you get bored, you can always give Madeline that spanking I was talking about." Stan pushed me back off his cock, but did it with a light touch. He caught his breath and called out, "Good idea. A naughty sissy deserves to get her fanny walloped. But maybe later. I'm just going to let her be humiliated by how much you made her resemble a total slut." My wife laughed. Then she excused herself. Stan checked to see my response. I licked around the corona of his cock and then gave a few more sucks. In a stage whisper he told me, "You really are naughty. And I do owe you a good hard spanking on that pretty ass." I told him, "Yes, Sir. Whatever you say. Do you want me to stop what I'm --" (Suck!) "-- doing right now --" (Suck. Swirl. Suck.) " -- Sir?" His voice was strained as he said, "Don't you dare, you teasing bitch." I giggled like a girl and resumed paying homage to his wonderful man- meat. It felt so right to be doing that. After several more minutes he began to groan. Was Stan getting ready to shoot? Was I prepared for that? As if to answer the first question, he took hold of my head with both hands and kept me still while he pumped energetically. Then he removed one hand and, still keeping me where I was, stopped humping while just the knob of his cock was in my mouth, and began to stroke himself. I understood and sucked furiously to help drive him over the top. My hands went to his balls and I massaged them tenderly, as much for my gratification as for his stimulation. He reached the point of no turning back. I felt his cream hit the roof of my mouth, the back of my throat, and quite possibly my tonsils. It coated my tongue and puddled on the floor of my mouth. I didn't want to swallow and lose it. Stan wanked himself dry, squeezing out every last drop of his precious fluids. I stayed where I was, savoring it, until too much of my own saliva mixed with it and I had to gulp some down. Even that felt good. He dropped his hands to his sides and I gave his rod a few final sucks, taking its shrinking length completely into my insatiable mouth. He dropped back onto the mattress, leaving me kneeling between his powerful legs. I rubbed them lovingly and planted several extra kisses all over his three-piece set. We stayed like that, both of us enjoying the afterglow. Tyra called to him, "Almost done. Sorry for the delay." He fingered my ear and said to me, "I'm not. It was a lovely delay." I asked him with concern, "Won't my wife know what happened? I mean, you won't be able to... er... perform now." "No, but I will in about fifteen minutes." "OMG, I was never able to bounce back that soon. You know, when she still let me... have sex with her." "Well, I'm good for double-headers. Which means that whenever I come to visit, we can try to sneak in a quickie. Or maybe I can send her out on an errand while we have some private fun." "Ohhh, Stan," I said breathlessly. He held a forefinger up to his lips to signal me to not speak anymore. I duplicated his action. He gave me a broad wink and I felt my cheeks grow hot. It was all so... so intimate. And so wicked, sneaking our fun in behind my wife's back. Soon Tyra appeared at the door. She wanted to know if he was ready. He asked her to get him a glass of red wine. She was happy to comply. Then he said he would really like a piece of chocolate. Tyra was a bit impatient but she took a look at his flaccid, still impressive cock, and hurried away to get it. By the time she returned and the two of them enjoyed their wine and chocolate, that stallion Stan really was ready. But she didn't know that it was for a replay. And that's how it's been ever since. In the months that have followed, he and I have gotten in plenty of shared time while she's either sleeping after sex with him or out for a drive, getting him something that he just has to have. If they've already been to bed, I have to suck his cock with her juices still on it, but even that has become part of our secret sinning. Tyra still thinks she's in charge of everything. I'm not going to burst her bubble. Not while I'm having so much fun with her... I mean my... I mean OUR boyfriend. ********* (Thanks to 'pantied sissy husband' and 'London pansy' for their recent comments on some of my earlier stories. Always glad to learn what readers think about titles for my 'library'.)

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Father Son Cuckolds

This is my story. It's a bit unusual in relative to the relationship most husbands have with their in-laws. I felt I needed to tell it because of all the twists and turns I and my family (my mom and dad) have experienced as a result of my relationship and marriage into the Jones family. The problem is where do I start? Where should I begin? I guess I should begin with the obvious.My name is Victor and my wife's name is Vicki. We are both in our late twenties. Our parents are in their mid...

2 years ago
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Donna cuckolds me

Donna and I married young. We first met when my family moved to her small midwestern town and entered I a new school half way through my junior year of high school. She was fourteen, a sophomore, and just as any guy would have been I was immediately attracted to the cute dark haired, dark eyed cutie with her 5-4 shapely body. A couple of local guys I got to know told me to go for it when they learned I had a crush on her. Tom and Dave both told me not to worry about her being too young because...

2 years ago
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Sissy cuckold pt1

He waited on the bed as instructed. He had dressed exactly as he was asked: A pair of lavender lace trimmed panties stretched tightly over the young man's small cock; a matching bra covered his hard brown nipples too. He also had on a garter belt and some high heels. Too top in off he had on some coral lipstick and he had painted his nails perfectly.There was a knock at the door. "Come in" said the young man. The door opened to reveal a tall, thickset, ugly old man, with white hair. He was...

2 years ago
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CAROL WELL USED CUCKOLDS WIFE

CAROL WELL USED CUCKOLDS WIFEWile I was at that three day meeting tell me what happed - should I slow jack you - yesWhen you told me to go out and get fucked while you were gown I had now idea what was going to happen when I went into the cigar bar. You told me to be a slut and get covered in cum, so I turned into one. I got a cigar and went to the bar part of the place and sat down. It was a dark place, men seated at the bar just talking. A older man cam in and sat down along side of me and we...

4 years ago
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Denisa Cuckolds Cheats

Denisa Cuckolds & Cheatsbygonzi2© It was now 1946, Lady Denisa had been persuaded by her husband Lord Henry to have sex with a black man while he watched. She'd assumed he'd use her eighteen-year-old lover Kenny, so when a second man had mounted her while she was blindfolded and tied to the bed she welcomed his big cock.However her lover's entry felt different, less urgent more intent on giving her orgasms rather than coming himself making her feel far more fulfilled. She wondered if it was...

1 year ago
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268 Cuckolds distress part 7

268 Cuckolds distress part 7 Micky arrived home on Friday, at the usual time, his meal quickly on the table, she took no food herself, and was dressed in her best green undies, and a button fronted dress in green that made her look terrific, her hair was perfect, and she wore the high heels she had worn last time. She seemed suitably nervous and said that her instructions had arrived by post that morning, she nodded at a letter behind the clock on the mantlepiece, Micky went as if to fetch...

3 years ago
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267 A CUCKOLDS DISTRESS PT6

267 A CUCKOLDS DISTRESS PT6 It was Monday morning Micky about to set out on just another day at the bog roll factory. His wife scrubbing the floor of the living room, muttering that “spillages tended to smell if they were going to do that trick again, the floor needed tile`s!” He grinned broadly, saying as he picked up his snapping bag that “it was fun though wasn`t it!” her reply was to tell him to “bugger off,” but it was said with a broad grin. The week went slowly, Saturday seeing them at...

1 year ago
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266 A CUCKOLDS DISTRESS pt5

266 A CUCKOLDS DISTRESS pt5The meal over, Terry explained and set up the projector in the little used parlour, explaining to Micky how to go on, while Nan washed up Laughing that “she knew her place” He showed the little chap how to thread the film, and as soon as the curtains where drawn, and two of the family portraits lifted down from the screen area they all were sat comfortably, with Nan sandwiched between her two men on the old leather sofa that had been his parents, still fully...

3 years ago
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265 A CUCKOLDS DISTRESS Part3

265 A CUCKOLDS DISTRESS Part3 Nan and Micky went upstairs to wash and change, it was Sunday and as Terry her master had just left the house and they knew they needed to return to more mundane things. In the bedroom while slipping his braces onto his shoulders Micky glanced at his wife as she lifted her nightdress to remove it and caught sight of her bruised and marked backside, with its pattern of welts. His jaw dropped open, and he sat on the bed with a thump his braces forgotten....

3 years ago
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263 A CUCKOLDS DISTRESS Part 2

263 cuckolds distress Part 2 Now Sunday passed without more than a comment or two, oh they both knew the score, and both wanted to think a bit, but neither wanted to chat a lot and she, as expected could hardly walk, so spent a lot of time in bed but she did grin silently and tentatively nod when he asked if she had enjoyed the experience, which eased his conscience a little. He did note the card Terry had left, had gone from the table to behind the mantle-piece clock but felt it better to stay...

2 years ago
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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...

4 years ago
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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
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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...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

4 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

3 years ago
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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

2 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

3 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

4 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

2 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

2 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

3 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

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