Sissy-World 3 free porn video

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Billy rode in the front seat of the car, staring out the window, and watching the world go by. His mind swam and his body already hurt, but he knew better than to protest his pain to his Husband. If he did, he would be punished with a Bare ASS Spanking and he didn't want that. He stood at 5'6 and weighed maybe one hundred pounds soaking wet, but he doubted it. However, what little weight he did have, he made up for in curves. He had ass length dark green hair that had been permenately dyed and forest green eyes set in a heartshaped, soft face. Billy looked down at himself and smiled at the clothing of his profession. He wore a black leather bra that cupped his flat chest, a tiny tiny tiny black leather g-string that rode up between his pussy cheeks, a pair of black velvet elbow length gloves, and knee high black leather heeled boots. He looked at the sideview mirror and saw the black leather half mask with the cat ears on top and the black leather collar around his throat with a silver bell in the front. In a word, he looked fuckable and that was the whole point. Couldn't have an unattractive prostitute if you wanted to make any money after all. To be honest, Billy didn't mind his job. He'd never thought his Husband would turn him out shortly after they got married, but he found that he rather enjoyed doing it for her. After all, it made her a little extra money, and if he could contribute, he would in any way that he could. In a world where men were the soft, submissive sex and women were the hard, dominant sex, there were few jobs that men were allowed to have, but only if their Husbands allowed them to have that job. One such job was a prostitute and another was a Stripper. However, the men that worked these jobs weren't allowed to keep any of the money. To make sure no man disobeyed, the women who utilized their services only dealt with the prostitutes Husband or Mother and paid them directly. Billy looked over at his Husband and smiled at the sight of her navigating the big truck through traffic, heading for the next appointment. There was no one that he'd ever loved more than Jade with her quiet strength and firm hand. Jade stood at 7'10 and weighed around three hundred pounds of pure muscle. She had short cut dark brown hair that she wore spiked up all over her head and blue eyes set in a strong, masculine face. At the moment, she wore a simple black button up shirt, tight black slacks, and Armani black loafers. The sissy felt his gurl-pussy begin to moisten as he stared at his Husband and he blushed, hoping that she didn't somehow know that. If she did, she might just punish him if she was in a bad mood. She was a very stern authoritarian in his life and she was fond of saying that his Mother had failed to instill the proper discipline into him. Being the good sissy wife that he was, Billy agreed and did his best to act how his Husband wanted him to, but he often failed. Those failures oftentimes ended with him bent over her knee and her firm hand swatting his bottom until he couldn't sit down right on even the softest of surfaces. Remembering the last time he was spanked, the sissy shifted in the leather seats. It had hurt quite a bit, but he understood that his Husband had only done so so he wouldn't make another mistake. After all, a good sissy wife was a disciplined sissy wife. "We're here," Jade said in a stern voice and she pulled up in front of the Marriot hotel. He looked over at his Husband, feeling his heart beginning to beat harder in his chest. This wasn't the first time that he'd ever done this - hell it wasn't even the first time tonight - but he got a rush from every new client that he 'entertained'. She stared at him with hard eyes and he smiled softly at her. She didn't return his smile, but he hadn't really expected her to. She was strict Husband, but that was the best way he was going to learn. If it weren't for her, he would forget to take his birth control pills which made his womb barren for six months so that he wouldn't get pregnant while on a job. That would be a horrible scandal. "Come love," Jade cut into his thoughts and he blinked his long lashes as he watched her get out of the car. Taking a deep breath, he opened his truck door and practically fell out. When he had concrete under his feet, he straightened, trying to adjust to the high heels of the cat outfit. Once he was confident that he could walk correctly, he followed behind his Husband, watching her muscular ass moving under the tight slacks that she wore. Once again Billy felt a moistness as his pussy began to grow damp from arousal. Better for the client that way, he thought to himself as they entered the Marriot and headed straight for the elevators. As they walked across the lobby, the sissy noticed many women looking at him in his outfit with smirks on their faces. It was obvious that they knew that he was a prostitute and they found it amusing. Others were looking on his body with pure lust and he saw more than one bulge in the pants of the women's business suits. Billy felt pride that he could inspire such desire from such powerful, strong, and handsome women. However, he knew that his body belonged to his Husband and any woman that she wished to sell it to for a short time. He wiggled his hips as they made their way across the lobby, making his ass wiggle and jiggle with each step he took, drawing the attention of every woman. His Husband had the doors of the elevator held open and she was watching him with her stern eyes that told him to hurry the hell up. He answered by scampering into the elevator just as the doors closed. They stood there side by side, the top of his head barely reaching her stomach as they waited for the elevator doors to open again. Finally, a few minutes later, they did open again onto a beautifully expensive floor. When the two of them stepped out, he noticed that this had to be the top floor. The numbers on the room doors were higher than one thousand and only the top two floors had such numbers on them. This client must be very wealthy, Billy thought to himself giddily, hoping that he would be able to make his Husband a lot of money with this one client. If he made her enough, maybe Jade would take him home finally. The two of them finally came to a stop in front of one of the doors. His Husband raised her large hand and rapped on the door. They both stood there side by side and he closed his eyes, taking a breath. "Enter," called a deep, strong female voice that sent shivers up his spine. It was a very masculine, attractive voice and one that made him get even more aroused. Jade opened the door and ushered him inside, stepping in behind him. She closed the door and he heard the distinct sound of the door locking. "My my, what a cute little kitty cat," said a masculine female voice from across the room and he raised his eyes. There sitting on the large couch in the middle of the room was a very handsome woman who was sitting there with her legs crossed and staring at him with a grin on her handsome face. She was average, standing at seven foot tall, and she probably weighed about three hundred pounds of pure muscle. She had short cut dark black hair that fell to the nape and dark brown eyes set in a tanned, hard face. She wore a simple black t-shirt tucked into tight black jeans and black tennis shoes. To be honest, the woman didn't look all that rich. However, when it came to women, he knew that appearances could be deceving. His Husband stepped forward, eying the woman up and down. It was obvious from the look on her strong face that she was thinking the same thing that he was. She couldn't afford his services. However, she didn't turn and tell him that it was time to leave. "Five thousand for the night," Jade said suddenly, her deep, feminine voice filling the room between the three people within. The other woman didn't even hestiate. She turned away from the two of them and walked over to the side of the bed, bending down. When she raised up and stood straight, she turned around with a small black duffel bag in her hands. She walked over to the two of them and held the bag out for Jade to take. Billy watched as his Husband took the bag from her, unzipped it, and looked inside. She seemed pleased because she nodded her head and zipped it back up. "A pleasure doing business with you," Jade said and held out a hand for the other woman to shake. When the two women shook hands, a smile appeared on her face and she turned to look at him. "I'll come and pick you up tomorrow. Make sure that she's well satasfied tonight." Nodding to the other woman, his Husband turned - and with duffel in hand - left the room, leaving the two of them alone in the room together. The client stared at him, a smile on her face as she looked him over from head to foot. Then, she stepped towards him, towering over him and making him feel very intimidated by her size. He knew that she was strong and that she could do whatever she wanted to him, and by law, she wouldn't have any consequences other than never being able to buy another prostitute again. After all, it was one's reputation that Husbands trusted their sissy wives or their sissy son's to them, and with a tarnished reputation, one could never hope to get another prostitute. "What a pretty little sissy you are," the woman said in her deep, throaty voice and he felt a shiver run up his spine. She smiled at him and reached out, running a hand over his full, round cheek. "Your Husband takes very good care of you doesn't she?" He had no idea if she was really asking him his opinion, but he figured that he ought to give it. After all, it was rude to be asked a question and then not answer her, especially if it was asked by a superior woman. "Yes, she does. Very well. I'm very happy with my Husband," Billy replied in a soft, timid voice, answering her question to the best of his ability. The woman stayed quiet after she was answered for a moment. Then, she purred in the back of her throat and reached out again, running her hand over his cheek, down to his dainty chin. He felt her finger under his chin, tilting it up so that he could look into her strong, handsome face. "Why don't you turn around?" the client asked him in a surprising tone and he blinked, a little surprised by that. However, no matter what the client wanted was what the sissy prostitute had to give. "I wanna see that sissy ass of yours." The sissy hooker felt his face heat up and he knew that he was blushing, but he did as she asked him to do. He turned around and put his hands on his knees, perking out his ass for her inspection. He stared at the floor and his feet of which the nails were painted a bright pink to draw attention while she ran her eyes over his ass. "My my, what a pretty little sissy ass," the client said in a low, throaty voice filled with lust. Then, he felt her large, masculine hand brushing over his ass, squeezing, pinching, and basically groping him like he was a piece of meat. "I'm going to enjoy fucking your hot little hole." He blushed at that thought, but he felt his gurl-pussy warm at the thought of her fucking his hole. She gave his ass another playful swat and he moaned softly, perking his ass out for more. He didn't know why, but he'd always enjoyed being spanked. Even when he was a child and his mother would catch him doing something wrong and she'd punish him, he'd loved it. He'd done things on purpose just so he could get spanked. It was just the feeling of feeling totally helpless to a powerful, strong woman and being beaten across his ass that turned him on. Billy felt a hand on the back of his head, pulling at the black half cat mask he wore. The leather fitted nicely against his skin, and when she pulled on it, he bent upwards, straightening out. He could feel her body pressing against his back, making him feel inferior and weak against her. To be honest, she could pick him up and throw him across the room with one hand with ease. If she chose to do that, he would go along with it. What the client wanted, the sissy hooker gave. "Such a pretty little thing," the client whispered more to herself than to him and she placed her hand on his wide hips. Then, she closed her hands tightly around his hips, making him bend forward and place his hands on the table that was in front of him. He perked out his ass, waiting to see what she was going to do. Then, he felt it. Her large, thick, and very erect she-cock pressing against his sissy smooth ass. The sissy felt his gurl-pussy warming and growing even more moist than ever before. He arched his back and pressed his ass back against that she-cock, sliding his ass up and then down the bulge in her tight black jeans. "Eager little sissy likes to play huh?" the client asked with a chuckle and then he heard her zipper being lowered. He heard the button unsnap, and before too long, he felt the warm flesh of her rock hard she-cock flopped out of her jeans, slapping the cheeks of his ass. The moment the flesh of her she-cock pressed against his ass, he moaned and rubbed back against it more, wanting it inside of him. She moaned from behind him, sliding her hands back to his hips and squeezing them tightly, kneading the flesh there. Then, she slid her hand up over her ass, grabbing the back of his tiny tiny tiny little g-string, and pulled it down to the back of his thighs. Then, he felt her hands on his ass, spreading them apart and exposing his pink little gurl-pussy. The client put one of her feet between his legs, spreading his legs in his thigh high boots. When his legs were spread far enough, she grabbed his hips again, and then, he felt the head of her bulbous she-cock pressing into his hole. Billy's eyes widened in the cat mask and his lips dropped open when she pushed into him. The burning sensation was there because he'd never had such a large she-cock in his gurl-pussy before, but he would just have to power through. He had to do whatever the client wanted, however she wanted. Those were the parameters of his job. The sissy hooker closed his eyes as her she-cock pushed deeper and deeper into his hole, stretching him further than ever before. He heard her moan behind him and he relished in that. It was the utmost duty of sissies to bring pleasure to the women in their life, even if they were just going to be there for a little one; even just one night. He gripped the wood of the table underneath him and he began to buck his hips backwards. He moaned loudly, enjoying her hard rod pushing into him again and again. Her large, heavy, shaved balls slapped against his ass with each thrust. Billy arched his back to form a curve and he began to fuck her back just as eagerly as she was fucking him. Her pace had increased so much that he was practically being rag doll fucked, but he enjoyed it. He enjoyed the feeling of being used by a woman with a big she-cock to fill his body. That was one of the reasons why he was so eager and happy with Jade as his Husband. His mind was a jumble as she began to really fuck him with more and more gusto. He felt his knees shaking in his heels, and if he hadn't been bent over the table, he would've been on the floor, writhing in pain and pleasure. He grasped his gurl-pussy tight around her invading member, milking it for all that it was worth, wanting it to explode inside of him hard. His own climax was quickly approaching, but he wanted her to cum with him or before him if that was at all possible. "Fuck!" the client screamed from behind him and her hand came down hard on his ass, swatting it hard as she buried her she-cock into his gurl- pussy with one thrust. Then, her body began to shudder as she climaxed, the head of her she-cock buried so deep in his pussy that he could feel it explode, shooting huge loads of her cum deep into his body. Feeling that cum filling him, he squealed like the little sissy whore that he was and he climaxed as well, squirting everywhere, his clit leaking his little bit of cum onto the floor. Billy whimpered as she pulled her cock slowly from his pussy. When it left his pussy, he felt completely empty and he whimpered, wiggling his ass from side to side, wanting it back inside of him. He heard her chuckle from behind him and she patted his ass again. "We aren't done honey," the client whispered from behind him and he shivered at the sound of her voice. He felt her hand on his shoulder, turning him, and when he was facing her, he stared right at her cock. She was still dressed, her jeans being the only thing that was off, revealing her entire bottom half. The sissy hooker stared at the still hard and dripping wet she-cock. He licked his full, luscious lips as he stared at her rod and he practically salivated over it. "Clean me up," the client ordered him, breaking him out of his reverie. She placed one of her large hands on his slender shoulder and pushed him to his knees before her. Billy stared right at the cock right in his face and he moaned, staring at the juices that covered her she-cock. Leaning forward onto his fours, Billy leaned his head forward and he began to lick around her hot, wet rod, licking her clean of all of his juices. He loved the mix of her musky she-cock and his honey like gurl-pussy. The sissy hooker took the head of her hot rod into his mouth, wrapping his lips around the head, sucking hard. He heard her moan loudly as he did this and he began to bob his head up and down eagerly on her shecock, moaning loudly around it to send vibrations up her spine. He felt the client's large hand in his hair, pulling at the long hair and forcing his mouth down further. He moaned and allowed her to take control of his bobbing motions. She began to thrust her hips forward into his mouth again and again. Each thrust was every inch and her large balls slapped his chin, making him feel even more submissive than ever before. Billy loved that feeling more than anything else in his job. The feeling of utter domination of a woman over a man; the way that it always should have been. He never could understand the history of mankind's politics, especially towards women and men having power. Such a thing was so foreign to him it made his mind spin, but that was all irrelevant now. Evolution had showed men their true place in life and they were never going back. Suddenly, the woman placed a hand on the back of his head and pushed his mouth all the way down on her hot rod, her balls pressing against his chin. Then, her cock exploded in his mouth, shooting load after load deep into his throat. He closed his lips tightly around her cock and sucked it down, enjoying the taste of the she-cock in his mouth as well as the sweet taste of her cum. Finally, the client pulled her she-cock from his mouth and he whimpered, looking up at her muscular body, wanting more. She smiled down at him and patted his masked face, a dimple flashing in her cheek. The client grabbed the hem of her shirt and yanked it over her head. Her large, firm looking breasts protruded from her muscular chest and he found himself salivating over it. He wanted to suck on them, but he knew that wasn't likely. Not many women liked for sissies to suck at their breasts because it was reminiscint of the old ways when women were the one's that had babies and nursed them. Now that privilige was bestowed upon the men of the human race. Billy was surprised when the woman reached down and slid her large hands under his arm pits, lifting him up off of the ground. Then, she carried him across the room and threw him onto the large queen sized bed in the hotel room. He lay on his back, his legs spread, and staring up at her naked body, but her still erect - and very wet - hot rod that protruded from her thighs. She knelt on the bed and reached out, grabbing the g-string around his knees. He lifted his round little ass as she pulled the g-string down his slender legs and threw it across the room. Then, after sliding between his legs, her she-cock pressing against his tiny little clit, she unhooked the black leather bra that he wore and helped him out of it. She dropped it on the ground and smiled at him. The client slid her hands under his legs and lifted them until they were over his head. Billy moaned when he felt the bulbous head of her rod pressing against his aching, still dripping wet and aroused pussy. It was going to be a long - and fun night - for this sissy hooker.

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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-...

3 years ago
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Sissy world chapter one the start of a new world

It's 2019 things ain't the same anyone, near the end of 2017 there was a huge violent outbreak of a disease that is called the female disease. More and more females started getting the disease there is no cure for it at this moment in time if you have it you die, men seem to be immune to it. Only a rare female blood type can servive the disease. The few remaining females are all in a secret underground base and are being tested and used to keep the human race alive, so the world we know today...

3 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...

3 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...

2 years 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...

4 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...

2 years 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...

4 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...

4 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
2 years 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...

3 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...

2 years 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...

3 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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