Sissy-World 4 free porn video

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Lauren Bates sat on the couch in a living room that was not her own. Sitting next to her was a silver briefcase with the commodity of which she would buy her next piece of merchandise. And oh what merchandise that it was. Something that was eternal and women would pay big money to have, even if it was only for a short time. She was tall, standing at six foot three, and lanky though toned. Hers was a swimmers build. She had shoulder length dark hair and dark brown eyes set in a tanned, girlish face. She wore a white button up shirt, black linen slacks, and black leather loafers. One could never be overdressed when dealing with a potential client. Though I must say, this client is very different, she thought to herself as she looked around. Most of the people that sold to her were normally middle class or even poor though the poverty level had shrunken considerably over the last century. However, this wasn't the same. She could tell that just from looking around at the expensive furniture. This was a place of wealth and the people that lived there had to be well off to afford such a place. The business that Lauren ran was a simple one, and even in times of financial crisis, her business would never suffer. Her's was a business that was referred to as recession proof. It was one that provided a service as old as time, even though the profession had changed quite a bit over the years. She was the Madam of the brothel company, Bates' Black Booties. In their day and age, prostitution wasn't illegal. More than that, it was enterprise. However, one would never find a woman on the side of the street, looking to be picked up. No, such was a job for the average sissy boi. And that was exactly what she was here to pick up: her newest edition to her brothel. Lauren provided a service unlike any other in the United States. All of her merchandise were black sissies with the biggest butts and the best lips that one could find. Such was the more attractive for women who came into her establishment. Over the years, she'd noticed a strange trend, one that she wasn't sure how had started. The majority of her business came from older white women, obviously scratching an itch that they didn't get at home. Most of the women were also married, but since the evolution of the Human race, interracial couplings became something that was rare. That didn't mean people wouldn't pay good money to sleep with a black sissy boi though because they would. It was what she'd built her business upon and it had served her well in the past decade that she'd been running it. The Madam was broken from her reverie at the sound of heavy footfalls coming from the hallway. She uncrossed her legs and looked towards the hallway just in time to see the woman of the house step into the well-furnished living room with a small smile on her face. The Madam knew the woman just as any football fan would know her. She was Marianne White, one of the best linebackers there had ever been in the history of football. She was tall, standing at six foot five, and thick with heavy muscle that she'd used in her football career to bowl over other women. She had nape length shiny black hair and dark brown eyes set in a heart shaped, ebony face. She wore a simple black t-shirt, tight black jeans, and black boots. The Madam had to admit that she'd expected something completely different from what she was seeing out of her newest client. She'd been expecting a suit, maybe a nice dress shirt, but she was apparently causal when she was at home. Not that she could blame her. After all, the suits that she wore as CEO of White Sports Nutrition looked very uncomfortable despite being the highest lines of Armani in the nation. "Sorry about the wait," Marianne said apologetically as she walked into the living room. She brushed a hand through her dark hair and smiled at her. "Running a Sports and Nutrition company isn't as easy as everyone seems to think it is. There's a lot more work that goes into it than most people know." I know just what you mean, the Madam thought to herself with a smile as she rose from her seat. Most people think managing a brothel is easy. It's not. There are clients to schedule, bois to make sure who are ready, and of course there's damnable wardrobe. But that's not why I'm here. "I can understand that," Lauren replied with full understanding. Then, she bent down and picked up her silver briefcase, holding it in front of her as if to keep it from being lost. As if the other woman would take it from her without exchanging merchandise. That just wouldn't be good for business. "So, shall we get down to business?" The ex-football player looked at the silver briefcase for a moment. Then, she tore her eyes away and smiled at the other woman. She nodded her head once. "Of course, of course," Marianne replied with a smile and she turned away, heading back down the hallway. She followed after Marianne, knowing that she was taking her to her son's room. "My son's name is James. You will find that he's quite submissive and I'm sure that you'll like him very much. If you wish, you can sample the merchandise before you leave. All as a courtesy to you , as the buyer, of course." The Madam smiled at that. She'd fully planned on sampling the merchandise. She never left a home without seeing if the sissy could actually perform his duties well. If he couldn't, then she would leave and not buy him. It was as simple as that. There were very few who had her business no how, and because of that, she was at the top of her field. It would seem that she would always be at the top of her field too if the revenue that her company generated every year - hell, every month - was any indicator. The ex-linebacker reached one of the doors and she smiled over her shoulder at the woman at her side. Then, she reached out and turned the knob, opening the door to the room beyond. She stepped aside and allowed the white woman to walk passed her into the room. She frowned as she stood there with briefcase in hand, looking around at the room around her. It was your average teenage boi's room. There were pink walls, pink carpets, and even a pink bed. It was all frills and lace without any sign of masculinity anywhere. But then again, why would there be? Bois were known for being frilly and feminine. She saw the posters on the walls, showing the different actors, musicians, and even politicians that this particular boi liked. When she looked more towards the bed, she saw the one that she'd come to see: the merchandise, James White. He was petite, standing at five foot two, and slender with an hourglass figure. He had long shiny black hair that fell in a single braid down to the small of his back and dark eyes set in a heart shaped, delicate face. He wore a simple tight white top that outlined his figure and a tiny white G-string that fit nicely against his thighs, showing off the body underneath. No wonder Marianne's so good at business, the Madam thought to herself as she looked at the boi as he looked up at her with a curious look on his face. She knows how to market product. That's for damn sure. Just from looking at the sissy, she could feel a stirring in her pants. Her cock grew erect, pressing up the front of her pants. His eyes dropped to the bulge in her pants and his eyes widened before looking up at her, a glazed over look in his eyes, showing his submissive nature. It was that submissive nature that brought out more and more lust from women for men. That and the asses that just wouldn't quite on a boi. "Do you know why I'm here?" Lauren asked, curious as to what this boi knew. Most of her clients chose to tell their sissy son's before they sold them, but some of them didn't. Because of this, she always had to tell them and it always came as a shock to the boi's that they were being sold. However, they always acquiesced. That was their lot in life after all: to be at the whim of the woman that owned you. The sissy nodded his head and looked up at her, a sad look in his dark eyes. "You're here to buy me for your brothel," James replied in a sad, though strangely excited voice. It was as if he couldn't make up his mind about what he should feel. On the one hand, he was being sold, and as such, he would never marry a strong Husband to take care of him. On the other hand, he didn't have to do any housework and he got to have sex as much as his body was capable of. That was a big plus for slutty sissies like him. In fact, most would say that a whore was really just living up to his potential instead of taking money for sex. Of course, he would never see a single penny for his services. All the money would go to her to fund her brothel, but that didn't matter to him really. Sissies had no time for things like money and how to count it. "I am here now to buy you, yes," Lauren began as she walked over to the table in the corner. She sat the silver briefcase down before turning back to look at the boi. She smiled kindly at him, placing a hand on her hip. "However, before I do so, I will be sampling you. Wouldn't want to buy a whore who couldn't pleasure a woman after all." The ebony skinned boi gulped, but nodded his head in understanding. Smiling kindly, she walked over to him and she bent her head down. She cupped both of his cheeks in her hands before pressing her lips to his in a firm kiss. She heard him whimper, causing her blood to fire even more and her cock to grow even harder. It was actually pulsing in her slacks, demanding to be freed and slammed into the sissy. She couldn't be that rough just yet though. That wouldn't do. Wouldn't want to scare him away. She felt him shudder against her before melting into the kiss, pressing his lips back against her's. She smiled inwardly before her tongue slid into his mouth, licking around his in a teasing manner. He gasped softly before engaging her tongue with his own, obviously enjoying this sensation. She didn't know if he'd ever been with a woman before, but today he was going to learn. Today he would enjoy the carnal submission of a man to a woman. The Madam pulled back from the kiss and smiled at him. His eyes were glazed over with lust, but he smiled back. Then, she leaned back, standing up straight. She quickly unbuttoned her shirt and pushed it from her shoulders, revealing her large breasts set on her rather toned chest. James licked his lips as he saw her breasts and her toned torso. It was quite obvious from the way that he was looking at her that he was extremely aroused. She felt much the same way, and soon, she would have both of them sated. "You want to see the rest?" Lauren asked in a teasing voice, a cavalier grin on her face. Her hands slipped down her body to caress the bulge in her slacks. His gaze followed her hand, and seeing the bulge, he nodded his head eagerly, his long shiny black hair flowing around his shoulders as he did so. "Say it. Say you want to see my big white cock. Say what you want to do with it." He whimpered, obviously not being used to having to speak in such ways, but he would learn. Oh yes, he would learn. After all, it was a big part of the business. "I want to see your big girl cock," James moaned out as he moved to his knees on the edge of the bed, pushing his round, apple shaped ass out as he faced her. "I want to suck on it until it squirts its cream down my throat. I want to bob my head and suck it until my jaw aches, until my lips are swollen. Then, I want to take it inside of my worthless black body and have you use me until I can't walk straight." The Madam stared down at him, a little surprised. She'd gotten a lot of out of bois before with demanding that they tell her what they wanted, but nothing like this boi. He was much more intelligent and had a far more extensive vocabulary then most sissy boi's. Suddenly, she grinned as she reached for the zipper of her slacks and pulled it down. The sound filled the room and the only sound afterward was heavy breathing from the sissy. Then, she unbuttoned them and she allowed the slacks to fall around her ankles, exposing her nine inch long and thick cock proudly protruding from her hips. She grinned at him as he stared at her cock, and while he wasn't looking, she kicked off her loafers before kicking away her slacks. "Come here," Lauren crooned gently as she walked over to him, sliding a hand through his shiny black hair. He didn't even look up at her face. Instead, he continued to stare at her cock, and before she could say anything, his delicate pink tongue slid out of his mouth, licking at the mushroom shaped head. She moaned harshly out of both surprise and pleasure, enjoying that she didn't have to order him to do what she wanted. He's been trained very well, she thought to herself as he took the head of her cock into his mouth, beginning to bob up and down on it. Fuck. Very, very well. She watched in amazement as he took her to the root without a single gag or choking sound. Then, he pulled back to the head only to take her back into his throat. Watching this was a sexy sight, but she couldn't let him do all the work. Grinning widely at his enthusiasm, she took a tight grip on his head and she began to thrust her hips forward and backward, pushing her dick deep into his mouth before pulling it back out. Truly it was amazing how wet and hot his mouth was. She'd never felt a hotter or tighter mouth before and she only wondered just how tight his boi pussy was going to be. At that thought, she began to thrust faster into his mouth, using him as if he were a sex toy. Well, that was all sissies truly were after all. Something pretty and slutty to look at before using for your pleasure. Everyone knew that, even the sissy bois themselves. Unable to hold back any longer, she pulled her cock out of his mouth before her entire body began to shudder with her climax. Her cum shot out of the head of her dick and splashed across his pretty, feminine face. She shot several shots across face, but he only sat there and enjoyed it. When she was done, the Madam looked down at him, wondering what he would think of what she'd just done to him. He just grinned, raising his hand to scoop some of the cum off of his face, and he licked his hand clean afterward. Extremely turned on by this, Lauren grabbed him by his hair and threw him back on the bed. She knelt on the bed and tore his white top off of him, running her fingers over his dark skin. Then, she turned him over onto his front, and with one hand on the back of his head, forced him into the position that she liked her sissies in at all times: face down, ass up. The Madam stared at his ass and licked her lips. The sight of his big, fuckable ass only made her cock rage harder, wanting more of him. She brought a hand down on one of the cheeks, slapping it hard and she watched the cheeks jiggle with the hit. She laughed and hit the other one, watching it jiggle just like the other one. Without a word, she gripped his hips, lined her dick up with his boi pussy, and pushed inside of him with one swift thrust. She moaned and closed her eyes at the tightness of his body. He cried out in pleasure, arching his back and tightening his inner walls. So good, the Madam thought to herself as she began to pump in and out of his ass, moving slowly at first, but gathering momentum and speed. So very good. Hands resting on top of his black ass, she began to pound him hard, her breasts swinging as she fucked him from behind. There was nothing more enjoyable to her than fucking a sissy who was completely at your mercy and this sissy would be at her complete mercy for the rest of his natural born days. She brought a hand down on his ass while she was pounding him, slapping his ass and watching it jiggle while she fucked his boi pussy. He moaned out, pumping his hips backwards towards her to match her thrusts, obviously enjoying what she was doing to him. Then, a few minutes later, he threw back his head and his inner walls tightened as he climaxed, his little clit head shooting a small wad of semen into the bed sheets beneath him. Feeling his inner walls contracting, she moaned as she thrusted faster into him, closing her eyes to try to hold back her own climax. She couldn't do it. Before she knew it, her entire body was shuddering and her cock exploding for the second time, this time filling his boi pussy. She continued to pump her dick inside of him a couple of times afterward, but finally, she stopped and pulled her dick out of him. Panting heavily, the Madam got off of the pink bed and made her way towards her pants. She picked them up, dressing quickly, and when she was fully dressed, she turned back to the boi who lay on his bed, not moving. He was breathing heavy and his boi pussy was dripping with his cum. She grinned in triumph before turning and leaving the room. Marianne leaned up against the far wall, apparently waiting and she smiled. "The merchandise is good," Lauren said, wiping the sweat off of her brow, smiling widely. "Have him dressed and ready to go by tomorrow morning at 6 A.M. Don't worry about packing any of his things. He won't need them. I have plenty of things for my newest piece of merchandise." The black woman smiled widely, obviously happy that she'd managed to make a sale. The two women shook hands and Laruen left the house. Even as she crawled into her car and turned the key, she knew that she was going to enjoy her newest boi. James White, the newest sissy whore at Bates' Black Booties. He was going to make her millions.

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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...

4 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - 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; 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...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

3 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - 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...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

3 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy 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, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - 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 Jamie, ...

2 years ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

4 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. 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 portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

4 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

3 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

2 years ago
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Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine 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...

2 years ago
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Sissy Gets A Black Master

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

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

3 years ago
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Sissy Stepson Part 6 Carolines Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

2 years ago
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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...

4 years ago
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Sissy Stepson 8 Carolines Milking

Part 8 - Milking Caroline "Our sissy is going to get ready for milking, I have enough knee highs for everyone to participate" said Mrs. Monet excitedly. She gave everyone three knee high's, sissy Caroline was going to get the milking of her life! Caroline came back to the group with here outfit on and was instructed to sit next to Regina for milking. Regina encased the Caroline's sissy stick with the nylon and instead of using her hand. She took off her high heel and stuck the toe...

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