Shamed Sissy Sisters free porn video

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SHAMED SISSY SISTERS by Throne Tammy and Ronette (formerly Tommy and Ron) were herded into the garage by their wives, Jane and Kate. The husbands looked rather alike, with their short stature, slender bodies, and absolute lack of any hair below their eyebrows, which were subtly shaped by careful plucking. They also both had longish hair, nearly collar length, and conservative but noticeable touches of make-up. Both of them wore hints of eye shadow and a coating of lip gloss, the latter in a shade called Titty Pink. As if that wasn't enough to humiliate them, there were their clothes. They each had on a snug sleeveless top that might have been meant for a man... or a woman. Worse, they were wearing tights that hugged their legs and outlined their cherubic bottom cheeks. On their feet were bright slip-ons. Each carried a colorful change purse. Tammy looked at Jane and said, remembering to keep his voice high and soft, "Pleeese, dear, don't make us go out like this." "Yes," Ronette seconded, "not where people will see us." "Now girls," Jane said reasonably, "it's just a little shopping trip." "That's right," Kate agreed. "You should be proud of what total sissies you two have become." "B... but..." Tammy managed to get out, sounding ready to cry. "All we wanted... was to dress up... a little bit... at home." "Too bad," his wife told him firmly. "You started it and we're taking it the rest of the way. After all, if you want to play fashion games, why not do the job right?" Kate picked up the thread with, "Anyway, since the two of you fairies have tiny dicks and empty your little balls before you get all the way into a pussy, you don't deserve hot wives like us. At least not as bed partners. Now, as your Mistresses, we're perfect. Don't the pair of you think so?" Defeated, as they always were when they tried to stand up for themselves, the peculiar looking men let their heads hang down and mumbled in unison, "Yes, Mistress." "Well then," she went on with a grin, "into the car and let's get to where we're going." The husbands wanted to ask where that would be, but by then they had given up trying to assert themselves. And their brides were, as Kate had pointed out, hot wives. Both of the females were taller than their spouses and boasted voluptuous figures, shapely limbs, and long hair. They had cute youthful faces, as innocent as their bodies were seductive. Men couldn't keep from staring at them, so whenever they went out with their husbands, Tommy and Ron were painfully aware of all the attention their wives attracted. But usually, when they left the house, T and R were in male outfits. This was a first for them, being outside in their sissy identities, and they were consumed by fear of being seen. Once the guys were in the back seat, each sitting with knees together and hands on laps, the way they had been taught, Jane raised the automatic garage door and drove into the night. She and Kate chatted about several of their favorite male movie stars, speculating on how large their cocks might be and what expert lovers they probably would be in bed. T and R squirmed with discomfort. They suspected that it would only be a matter of time before their wives began to cheat on them. The guys peered out the windows, trying to figure out where they were headed. Jane got onto a highway and headed for a nearby consumer hub where several shopping centers surrounded a major mall. She reached that area and pulled off the main artery, into the lot of... Mall Mart, that huge store that carries a wide variety of merchandise. After she parked, the women got out and waited for their husbands. Reluctantly, the sissified pair revealed themselves. They meekly followed their wives to the well lit entrance, where they drew curious glances. As soon as they were inside, the wives stopped and faced them. "Now," Jane said, "there's some money in each of your little purses for the items you're going to buy." "And," Kate added, "a list of what you have to get." "So," Jane concluded, "we'll be browsing a few departments and you can meet us near the check-out in about... an hour." The husbands gaped at each other. They had to be out in public for an entire sixty minutes? They turned pleading eyes to their wives, who merely snickered and strolled away from them. Feeling vulnerable and uncomfortable, the sissies hesitantly opened their small purses and fished out the lists. Tammy moaned and whispered, "I have to buy LIPSTICK." Ronette whimpered and told him softly, "You think that's bad? My list starts with... a feminine hygiene product." Dazed by what they were being put through, they nevertheless had to get busy. There were a half dozen items on each list and a quick comparison showed them that there were no duplications. Plus, notes at the bottom told them, they had to make their selections in the order they were listed, taking turns. Without working out the details, they were pretty sure the lists were arranged to keep them going back and forth, traversing the length and width of the vast store over and over. As they set out, trying to spot the cosmetics counter, they passed a couple of tough looking young men in T-shirts and worn jeans, who sneered at them and shook their heads in disgust. Without thinking, Ronette clutched Tammy's arm, but Tammy shook free of him, hissing, "Don't make it worse." Their lists included panties, perfume, earrings, hair products, and nothing that a man would purchase for himself... unless he was a sissy. It was going to be a long hour. ****** Their wives called them Gina and Jen, never using their male names when they were at either of their homes. And those houses belonged to the wives, because after they had begun turning their husbands into complete sissy slaves, they insisted on having everything put into their names solely. Now it was a date night, and the women's lovers were soon to arrive. As usual, Gina and Jen would spend the evening serving the hostesses and their guests, first in the den where the foursome would talk, drink, and eat. Later, the action would move to the bedrooms, where the two pairs would enjoy each others' bodies. That was the worst part of the evening for the husbands, though at least they had gotten used to seeing their sensual brides being ravaged, each by her handsome and capable man. The women made a final check of their shy sissies. Gina and Jen were dressed as schoolgirls this time, with white blouses that had red neck- scarves, short plaid skirts held up with wide black belts, and pantyhose. On their feet were Mary Janes with two inch heels. The husbands had short hair but it had been fussed with and now looked distinctly girlish. There were a few strokes of liner on their eyes and pale lipstick on their mouths. They didn't look like real girls, but like sissies trying to resemble them. All too soon there was a loud knock on the door and the feminized pair had to scurry to answer it. Blushing furiously, Gina opened the door. Similarly pink-faced, Jen stood slightly behind her. They stepped back and curtsied, holding the hems of their much-too-brief skirts, lifting them extra high to reveal their cute pink panties with tiny bows sewn onto the fronts. The undergarments showed off how undersized their penises were. The new arrivals were tall and broad-shouldered, with visible beard shadows. They wore casual clothes that emphasized their maleness. One of them snapped an order for beers and the other barked at the husbands to move fast if they didn't want their 'candy asses' smacked. In the den the wives and lovers sat, hands on each others' thighs, lips frequently meeting, while they snapped at the husbands, threatened them, and made jokes at their expense. That went on for about two hours and then it was time to move to the main bedroom and the guest bedroom, except that this time everyone went to the larger space. Gina and Jen were immediately nervous. Any change in routine tended to mean trouble for them. When they got there one of the guys wanted to know if something he had brought last time was around. It was in the hall closet and Gina was sent to fetch it. When he returned with a paper bag in his hand, his unease had risen even higher. The bag turned out to contain two rubber balls with little bumps all over them. They were hollow but made of very thick material, and had a hole the size of a nickel on either side. They were dog toys and the dates stuffed them into the mouths of the husbands, getting them wedged behind their teeth. Also in the bag were two rolls of duct tape, the kind with bright designs on it. One was pink with red hearts and the other yellow with blue flowers. They used this to tape over the balls so that they couldn't possibly be pushed out. They were careful not to cover the air holes. Then they took short, pre-cut lengths of rope, narrow like clothesline, from the bottom of the bag and began to bind the sissies. When they were done, Gina and Jen were pressed together, their narrow hairless chests tight against each other, their hands behind each others' back, and stuck that way. Both of them had their faces turned toward the wide bed. The men told the wives to go to their spouses and pinch their butts. Hard. Not quite sure what was happening, but liking the idea of hurting their husbands in front of their lovers, they did it. Gina and Jen both made muffled sounds of pain, while came through the hollow dog balls. Next came the big surprise of the evening, when one of the big men suggested, "How about if we switch partners this time?" The wives appeared uncertain at first but then their husbands tried desperately to protest, their dismay signaled by emotional vocalizations coming through their clever gags. That made the decision easy for the brides. Giving their sissy spouses so much added distress delighted them. Just hearing how they were carrying on, and how helpless they were to express themselves, was a turn-on. "Damn," said one of the women. "My pussy is getting wet just thinking about how stressed this will make our sissies." "Really," said the other. "My nipples are hard from hearing those two wimps make sad noises." The cuckolding females began to undress their borrowed lovers, who returned the favor, all of them freely exploring their partners bodies with their hands. And mouths. Seeing their wives with new bed mates drove the sissies crazy. They strained futilely at their bonds and kept up their useless noise-making, all of which got the couples hornier. Soon one pair was on the bed, demonstrating inventive foreplay. The other wife was on her knees, worshipping a king-sized cock with her hands and mouth, licking balls, and reaching up to massage a muscular chest. The copulating began, the pair on the bed in the missionary position and the one on the floor doing it doggy style. The husbands couldn't control their frantic reactions to seeing their wives sluttishly change partners. The lovers didn't hold back their moaning and panting. They complimented their partners repeatedly and and compared them to the husbands, who came up short every time. "My Gina could never fill my pussy the way you do, baby. Not even before she started wearing panties all the time." "Jen always finished before I was barely started. She doesn't deserve sex with a woman." It went on and on, with the studs demonstrating their prowess, technique and endurance. The sissy husbands couldn't prevent rubbing up against each other and, inside their pretty panties they got unwanted erections. They began weeping, their noses running, their cheeks flushed from distress. By the time the stallions finally emptied their heavy balls, the husbands were exhausted. They sniffled and hugged each other consolingly. Those shameful erections persisted. As the sex partners were basking in their afterglow, one of the wives noticed the small hard-ons and pointed them out. The room filled with raucous laughter and the husbands were humiliated all over again. "You know," one of the bull-cocked men commented, "that was a real kick. We'll have to find some more fun ways to get those pansy boys all bent out of shape." "Yeah," agreed the other hunky guy. "We'd be doing them a favor. I mean, it did get them hard, didn't it?" That set everyone to laughing again. Everyone except the tied up, mouth-stoppered, sissy sisters. ****** It was so, so, SO disgracing. Ruby and Pink, as their wives now addressed them, were cousins who had married naturally dominant women. When the two brides got together and discussed how weak-willed and malleable their spouses were, it led shortly to turning the men into their new sissy selves. Because Ruby and Pink had known each other since boyhood, seeing each other in their female identities and being put through their paces together was exceedingly embarrassing. They used to practice football one-on-one; now they helped each other dress and apply cosmetics. As if all that wasn't bad enough, two weeks ago they had been made to attend a party where their wives went with other men. R and P had been made to greet guests, take coats, and perform menial tasks like getting down on the floor to buff the men's shoes and holding ashtrays in their mouths while cigarette ashes were tapped into them and butts were stubbed out. Now it was time for another get- together. They had been dreading it all week and were horribly afraid about what might take place THIS time. They had to get each other prettied up for the event. They didn't want to do it but had no choice. If they didn't make their outfits girly enough, they would get into trouble. So they outdid themselves to create looks that were guaranteed to embarrass them. This time they started out with thong panties that pouched their small genitals and left their smooth buns bare. Next came belly shirts, which might not have been so bad, except that they were made of some clear filmy material, so that R and P's smooth chests and pert nipples, showed. To heighten the effect, they tugged up the tops and used rouge to darken those delicate pink circles. All the touching got both of them aroused. They didn't like using their fingers on each other, but it was part of achieving the effect they needed to keep their wives happy. Sure, they could have done their own nipples, but if they were spotted taking that shortcut it would earn them punishment. In just the thongs and belly shirts, they paused to look at themselves, at their hairless bodies. Their faces grew red as they blushed vividly. Why did they have to look SO girly? Couldn't their brides let them be a least a LITTLE bit manly? They already knew the answer to that as they went back to the dresser and closet to make their next selections. This time it was patterned stockings, ones with elastic tops. The first pair had images of birds and plants, done in a classic Asian style. The second pair featured letters from some Far Eastern alphabet. They were trying to decide who should wear which ones, when Ruby suggested that they each take one stocking from both pairs. When they put them on it created a weird image, as if R's legs were mirror images of P's. They hoped their spouses would be pleased by such creativity. With just those few items on, they felt practically naked. They didn't want anyone seeing them that way. Still, it was what was expected of them. So they left it at that and began fussing with each other's hair, teasing it up and spraying it, giving themselves punkish locks. That left only their make-up. They searched among the plentiful cosmetics for exactly the right choices. Ruby worked on Pink, giving her overdone eyes and then drawing on long lashes, top and bottom. To that was added bee stung lips, achieved by using a large outline and filling it in with bright crimson to make her mouth appear much larger than it was. After that, Pink took her turn on Ruby's face. She applied dark blue shade to her upper and lower lids to make her eyes 'pop', and gave her pale pink lipstick to downplay her mouth. It was an eerie look, which she made even stranger by drawing shadows on the sides of her face to create the impression of dramatic cheekbones. They put on low heels and headed for the recreation room, where the guests were already gathered. Maybe their role would be simply to show up and be pretty. A few hands might find their way to R and P's bottoms, but that wouldn't be too terrible. Little did they know... A dozen and a half people were there, holding drinks and chatting. As the husbands entered, someone loudly said, "The sissies are here." Another added, "Time for the floorshow." That didn't sound good. Their wives didn't hold back while giving kisses to their brawny dates, the guys they had been having sex with. The cuckolds watched, feeling awkward and, without thinking, R used his right hand to clasp P's left. Ruby's wife said he should bend over and cover Pink's bottom with kisses. He did it, his lips against bare buttocks, wishing he could tell the amused onlookers that he didn't enjoy that sort of contact. Then Pink's wife made him run his hands all over Ruby, starting at his neck and working downward -- slowly -- to his knees. The watchers chuckled and made lewd comments. More than one mentioned how much the sissy sisters must be LOVING the games they played. It would be hard for them to deny because they both had small erections in their revealing thongs. Next Ruby's wife's date ordered Pink to lick Ruby's nipples. Pink eased up his cousin's belly shirt, in no hurry to have to perform this new indignity. As he began, Ruby couldn't help moaning with pleasure, which elicited more remarks. After that, the guy with Pink's wife decided Ruby should give Pink a few love bites on his neck. When that was finally done, they had to reverse roles and commit whatever had been done to them on their partner. A tall muscular man in jeans and a leather vest stepped to the front of the group and said he had an idea. It started with the two husbands getting onto the floor, Ruby on his back and Pink kneeling over him, so they could slip aside the thongs and let their erections show how 'eager' they were to do 69. With everyone staring intently, R and P had to simultaneously mouth each other's dicks. There was a scattering of applause, as well as spirited exclamations. The man in the leather vest squatted down and said to the actively sucking pair, "Now here's what you're going to do. First you're going to make each other cum. That shouldn't be too difficult. From what you're wives told us before you got here, both of you have been waiting quite a while to empty your little balls. But when you get a load in your mouth, you will NOT swallow. You're going to need that serving of spunk for a game you're going to play." Incredibly shamed, they nevertheless licked and suctioned. Soon they were groaning with need, writhing and clutching each other's hips and thighs. After another minute and a half, the first came and then the second. Now they had mouths full of cream, even though their output was less than any other man in the room could have produced. "Up on your feet," Leather Vest barked. "I want to see you lock lips." He took out his cell phone and hit a button to start music playing. It was a sprightly tune. "You're going to do some snowballing. That's where you pass all that messy stuff back and forth from one mouth to the other. When the music stops, whoever has the load has to hold it until I start your theme playing again. Got it?" With their cheeks filling up as saliva was added to the sperm, the two nodded. They pressed their faces together and Ruby lowered himself slightly to indicate that Pink should push his share into his sissy sibling's mouth. It went back and forth several times, growing as more spit was added. They struggled to prevent leaking. A drop escaped the corner of Ruby's lips. A dribble got away from Pink. The music stopped with Pink holding the entire mess, looking distressed, breathing audibly through his nose. Ruby gulped a grateful breath. But then the music resumed and so did the snowballing. Cum-drool got away from both of them and soon their chins were wet. Ruby's nose began to run and Pink shed tears. When the music suddenly ceased, Ruby had the slop straining to escape. He made a sad sound as he failed to contain it all, with a thin trail running from either side of his sealed lips. He quivered and fought not to have an embarrassing accident. The music came back on and he grabbed Pink, got their faces together like he was administering mouth-to-mouth resuscitation, and desperately passed the cum-spit mix back, with plenty smearing their lips. It got onto their cheeks and dripped onto their shirts, to soak through to their hairless chests. The final time the music stopped, they were in mid-exchange and each held half of the mixture. Leather Vest told them that on the count of three they would swallow. He unhurriedly said, "One... two... and... three." The sissy husbands forced themselves to ingest the slimy liquid and then broke down weeping, showing everyone what weaklings they really were. Their wives made some nasty remarks about how difficult it was to be married to such pansies, and how thrilled they were to have the real men they were dating to take them to bed and give them proper sex. That provoked another wave of amusement. The unhappy sissies stood there, absolutely disgraced, not permitted to clean themselves up, but made to kiss passionately so no one would mistakenly imagine they were mad at each other. That was when their wives announced that at next week's party the simpering sissy sisters would put on another performance, something different, that would demonstrate again what total wimps and perverts they were. The demeaned husbands could only stand there, looking ridiculous, and anticipate what new insults might be inflicted on them. ******

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

4 years ago
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She Found a Sissy

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

4 years ago
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100 Sissy Points

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

4 years ago
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Welcome Your Now a Sissy

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

3 years ago
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Femocracy A Sissy Maids Tale

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

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

3 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

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...

2 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."...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

1 year ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

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...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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The Sissy Contest

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

2 years ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

3 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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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

2 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

1 year ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

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

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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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

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...

2 years ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told...

1 year ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told himself,...

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