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A sissy called Jezebel Part XXIII

A sissy called Jezebel Part XXII - Jezebel's date ends up at a bowling alley? What the heck happened? Mother looks at me while she is driving the relatively short drive to the Johnsons. She's looking a little misty eyed. "Jezzie, part of me can't wait to find you a suitable mistress and marry you off, but you'll always be my first little sissy." "Mother, I am only half way through Templeton, so you're stuck with me for a few more years, and I doubt Beth Johnson is going "pop...

Sissy Farm Chapter Twenty Six

Sissy Farm - Chapter Twenty Six - 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...

My Sissy Life Part 18

My Sissy Life Part 18 The next morning I woke up and my mother helped me out of my girlie gear. After my shower I went back to my room and found that my mother had already picked out my clothes for the day. On my bed there was a light pink t-shirt with a cartoon fairy on the front and a faded blue denim mini skirt with about 2-3 inches of pink and blue fabric and lace at the bottom. The skirt had a pink and white glitter belt with it. Along with my white ruffle top ankle socks a...

Sissy Hypno

Sissy Hypno Reddit, aka r/SissyHypno! Are you a dirty young guy looking to become a cumslut? Maybe you’re into that kind of content instead of wanting to be a part of the craze? Either way, you’re going to love /r/sissyhypno. This place is as fucked up as it sounds. It’s all about sissy guys who get hypnotized (willingly, might I add) into becoming the biggest sissies ever that want to do nothing other than get cum all over their faces and get face fucked while their tits swing back and...

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Becoming a Sissy Part 9

Things between Tom, Mandy and Sissy evolve. Also, Sarah decides to throw caution to the wind.Across town Sarah was just finishing another unsatisfactory fuck with Kevin which was driving her crazy. Ever since her night with Julia it was like the God of Sex had flipped a switch, making her insatiable. She supposed that a lot of women would view Kevin and his penis as completely acceptable. But her experience with King Kong (she smiled at the thought) and Julia's stories of Tom's massive manhood...

The Slave and the Sissy Part 3

Another huge African was now in attendance at Ella's fortress; Ayesha, no stranger to slave; he knew every nook and cranny of the magnificent woman's beautiful physique, he had licked her clean before. The haughty bitch wore only a purple chiffon full length dress and a golden thong which barely covered her sumptuous womanhood; this was there purely as part of her schedule of titillation; she had been key in developing slave's wanton urge whenever confronted by soiled panties. As she...

Humiliated Sissy Husband

"Humiliated Sissy Husband" By: Rikki Content Warning: To FM readers. This is a story of degradation and demeaning of the male sexuality as retribution for a extra marital affair. It consist of a strong female character and a whimpy male charater. The sexual hypocrasy built in the story is intentional an meant to be part of the demeaning aspect. There is "NO" gay scenes in the story though there is a sex scene that is meant to create the degradation...

Sissy hunting AR game

We were all together listening to the Lady infront of the calssroom , the fear in our face looking at each other small cock white boy locked, plugged, in panty brought one by one in the class, by that sexy milf teacher to our surprise s many of us looking at new white small frame boy get help in the claass and assig a desk12 of us , looking at the lady start the ''game trailer '' on the projector big screenthe room dark all of us looking at the screensuccessfull man all getting off from work it...

Sissy dreamlife

Hello little sissy. Do you still remember me? You don’t do you poor thing. Allow me to refresh your memory. Last night I saw you at a bar you looked so shy and a little awkward so I approached you. We talked for a little while and I immediately came to the conclusion that you would make a great sissy, so I d**gged your drink. No stop that little sissy you won’t make it out the bondage you should embrace it, it is what you are meant to be. You must have so many questions. But since I don’t like...

Sissy White and the 7 Soldiers

The royal wedding of Catherine White and Lord Grimmson was a spectacularevent that happened after the death of the former king and the husband ofCatherine White. Arthur White the crowned king approved his mother'swedding and Lord Grimmson was made the general in the army.Lord Grimmson won many battles along with king Arthur White. Arthur Whitesoon decided to marry and consumate the marriage for the heir to histhrone. He marries the beautiful Princess Bella. The wedding was brilliantand the...

The club of sissies

Most people dont think such a thing could even existyet it is all too real, some of us are owned by black dude and you wont believe how many of us there is , how many are getting part of that secret club on a daily basislocked up in the branded club, sissy chastity cage our location shared at all timewe fall prey to them my story was not different from lots of other owned white boyi met a daddy on a cam site , i like his bbc and he feminized me for couple of weeks, until i received the kit he...

A Sissy called Jezebel Part CXXXIV

A Sissy called Jezebel Part CXXXIV - Jezzie returns to fair Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. Is Jezzie ever going to finally have just a 'normal' day of sissy school? Probably not.....oh to live in interesting times." Mother interjects, "Did Pepper get you up to date, Princess?" I nod and give a thumbs up. "It just occurred to me Jezzie can't swallow that fruit, I'll have one my gurls make it into a smoothie. ...

How I Became a Sissy Slave Chapter 1

This man was Anthony, or at least that's the name he'd given me when I asked. We'd met online a couple weeks ago on a gay dating site. For a few months now I've been exploring my feminine side. Actually, I haven't been "exploring" so much as diving right in. After a bad breakup I had last year with my ex girlfriend I went on a self exploration binge and discovered I was pansexual. Shortly after coming out, I began to discover more and more about myself, such as how fascinated I was by...

Sissy erotica 2

Chapter two: Finding our daddiesThe next day and a half was a blur of sleeping, watching porn and toying my ass relentlessly, my slutiness amplified by my cage. I was determined to stretch my pussy to impress Heather when she returned. I made sure to bathe and clean my pussy and put on a slutty maid outfit that i had. When i heard the knock on my door i was so excited and i was even more excited when i opened it. Heather had publicly walked over dressed! I asked her what it was like and she...

Wife and Sissy invited to a party

My wife and I were invited to some friends’ house on a beautiful estate in TX for a weekend party. While we were both well aware of the debauchery that could occur at the event, we had no idea how much participation we would both play. We were just getting off the plane to meet our driver when my wife handed me a slutty little maid outfit, and told me to go into the bathroom in the airport and change before we got out of the terminal. I did as she asked and then tried to walk out without anyone...

Intro to Sissies XXV Final Chapter

Intro to Sissies XXV: Sissy Final The last chapter of, "The Total Sissification of John Phillips" By latexslut Home. His gate. His walkway. His grass. His flowers. And ahead, the massive front door to His house. He had made the money to buy it, live in it, love it. And now, under the full moon, it beckoned in bright shadows, darkly. The porch lights were off, the walkway lights were off. There were no lights on in the house, except for the ones in his and Marie's bedroom upstairs....

Sissy to Be Chapter Five

Sissy to Be - By: Beverly Taff List of Characters: Me: Robert, now called Rosie! Wendy: My twin sister. Angela: Our younger half sister by my mother's second boyfriend. Doris: My drippy overworked mom who lets everybody walk over her. Aunty Jane: My mother's pushy domineering sister. Harriet: Our friend from the next farm. Aunty Margaret: Harriet's Mother Jessica: Harriet's older sister. Chapter 5 The next week was taken up with getting...

99 Sissy Stories

99 SISSY STORIES by Throne I've read about things like this happening but never thought I would experience it. My wife Grace discovered my stash of TV magazines and all the pictures I'd clipped out of her discarded catalogs that showed fashions I liked. She had me trapped with no way that I could deny my guilt or convince her that I wasn't attracted to wearing those things. She sat me down on a footstool in our den and stood in front of me. She has a sweet girlish face and an...

Sissy Alexia s 3some 2 Neighbors from Church

This fun and crazy experienced happened to me several years ago after posting ads of myself on craigslist before casual encounters went away. If you didnt ever use or maybe too young to remember but craigslist was a great way to be a discrete sissy on the side getting lots of cock. My gf at the time was going on a work trip for her family business and I was going to have our house all alone to myself for 1 week. Still remember being a giddy like a horny college girl putting my ad up about 1...

A Sissy s Duties are Never Done pt 2

Candi and Summer started another shift and were sitting at the table eating their slop. Candi ate greedily this time, his choice not to eat the last time left him starving, not to mention that lingering taste of the sponge he couldn’t shake. The sissy went to take another spoonful when a large hand wrapped around his wrist. He tries to resist, but his other wrist is grabbed and they are pulled together behind his back. The man held both the sissy’s wrists with one hand while stuffing them into...

Intro to Sissies VII The Meting of the Punishment Part Two

Intro to Sissies VII: The Meting of the Punishment Part Two By latexslut Goddess Chanazene stood, glass in one hand, the ever present cigarette in the other. "Welcome, again, gurls. I trust you have all behaved. And for those of you that haven't, well, you get to spin the wheels." She did a slight bow, and the gurls in the temple began to clap, timidly. They had been taught to do so, but still, the meting of the punishments always brought something bad to someone, even if...

Intro to Sissies XVII

He tottered out, in his thigh high boots, leather skirt, lame' blouse, under which you could just see the plastacene bra and his corset, his gorgeous make up, lovely tousled hair, feeling the plug try to push out of him, his loins pent up, his eyes with those silly blue contact lenses announcing as slut rolling around; his double ropes of gold, his necklace with the lipstick dangling around... He swirled his hair and met a wall. Of sullenness. Mistress Satin was leaning there against...

Making a Sissy 4

Making a Sissy By Jena Corso Edited by Angela Meyers Chapter Four "Oh gawwdd. This is actually happening." Lynne was beginning to sweat a little. "Is she going to freak out when she wakes up?" "It's impossible to tell," Contessa replied. "Normally they can be cranky at this early stage, and her body will be adjusting hormonally for quite some time." "Wow?" said Lynne, thinking about the situation. "I realize that's what we're here for of course, but I'm not so sure I was even...

The Slave and the Sissy

She had always been very rough with him, the big woman, but this morning was exceptional, and different. She had come home late from her usual soiree with other local mistresses and had whipped him mercilessly for no apparent reason; she had woken him during the early hours several times, tormented him and had her arse licked while she applied her dildo or had him lick her till she grunted out yet another orgasm, before serving him with cane or whip. Now morning was here she face sat him; her...

The Slave and the Sissy

She had always been very rough with him, the big woman, but this morning was exceptional, and different. She had come home late from her usual soiree with other local mistresses and had whipped him mercilessly for no apparent reason; she had woken him during the early hours several times, tormented him and had her arse licked while she applied her dildo or had him lick her till she grunted out yet another orgasm, before serving him with cane or whip. Now morning was here she face sat him;...

Summer Sissies at Sweetwell Park part 1 of 5

Summer Sissies at Sweetwell Park by PRIM Chapter 1: Nice boys and naughty boys "Mother, I can't wear this to go to church. It's too sissy. Take it off me at once." "Don't speak to your mother like that, my boy," said Thelma, holding onto the collar of his coatee in spite of her son's efforts at wriggling. "Wait until I have brought out your blouse collar and arranged it nicely around your shoulders." The boy waited with thin patience. The collar was very...

Alpha Males Vs Earth girly sissies part 2

Alpha Males Vs Earth sissies; part 2 A few weeks later.... "Stacy... are you ready to come out and show your new feminine self to me your new master?" The strong alpha male called from outside her girly room. Jack/Stacy stared at slender self in the mirror still not quite believing what had come of herself.. The servants had taken their time get "her" ready... slowly stripping away the earth masculinity and showing the inner girlishness all earth men naturally have, but has...

Sissy diary episode 2 crossing the border

Dresden 10/21/17I’m sitting in front of my computer and trying to decide on what to write in my Sissy Diary. It’s been a while since my last post and a lot has happened since then. My entire life is entirely different now. I have so much to share.So, what’s changed? Let’s talk about the simple things first: My English has gotten so much better with every day, there is a soccer match currently on air and I’m not even tempted to have the TV on for background noise, for the first time in five...

Introduction to Sissies VI

Introduction to Sissies VI By latexslut John Phillips was dressed now, and on his knees. The high heeled boots, all of 4 inches tall, were too high for him. The stockings caressed his shaved legs gently and the corset gave a support to his back and stomach that he had never felt before. He was sure he didn't like it, though it felt embarrassingly comfortable, and his cock said different, and kept trying to push out against his panties. It embarrassed him. Get down, get down!...

Sissy to Be Chapter Seven

Sissy to Be ? Chapter 7 ? By: Beverly Taff List of Characters Me Robert, now called Rosie! Wendy My twin sister. Angela Our younger half sister by my mother's second boyfriend. Doris My sad working mother who lets everybody walk all over her. Aunty Janet My mother's pushy domineering sister. Harriet Our friend from the next farm. Aunty Margaret Harriet's Mother Jessica Harriet's older sister Charlie My New found clubbing friend Sally Charlie's...

Sissy Love

I opened the door. She was there, wearing her chocolate-colored long raincoat, pearl choker and earrings with brunette curly wig, made up and right in front of me. I smiled like the cat who had the cream (and I was hoping to have that soon!) and stood back as walked in. I was in my sheer pink nightgown with red bra and panties, stockers and garters, tottering in shiny black heels. "My own sissy!" I said to Regina and we kissed, our lips slithering against each other, smearing our...

Making a Sissy 3

Making a Sissy By Jena Corso Edited by Angela Meyers Chapter Three "Well good morning, sleepy head," said Lynne, seeing his eyes pop open. "Did I wake you changing you?" "I was hoping I was dreaming?" replied Justin, looking down, seeing the edge of the dress and feeling her hands snap a waistband underneath it. "But obviously I'm not." "Well that depends on your perspective, little girl," said Lynne, tapping his thigh. "Let's get you up now, honey." "Oh gawwd, my voice is...

A sissy called Jezebel Part XXXVI

A sissy called Jezebel Part XXXVI - Sexy wrestling matches, sexy pillow fight, and even more German swear words! It's Jezzie versus the 'Beast of the Bavarian Alps!' Mistress V points at her crotch and says, "get down there Jezzie and do your thing." I kneel in front of her and place my mouth right over her vulva and start to 'worship' my mistress. Valerie begins to ride my face as she continues to whip Irmagard with extra vigor. Valerie starts to moan as she has her second...

Sissied up and traded away

''please please Marie please i, not sure I want this''''shhhhhhhhhh dont be shy you will love it, do it for me please i will let you eat my pussy''i was looking at my college class haitian sexy teammate holding my legs up her pink cock in her hands about to fuck my ass . my hands tied in my back i coudnt stop her''you are so small im sure you love cock ''''noooo i dont i dontttt ''''i want to see if it get hard like a little clitty as i fuck you, dont get hard and ill stop''''mariiiiiieeee...

George the Janitor Vs Sunny our Sissy Intern Clin

One summer our Men's Sex Clinic took on a young Filipino intern named Sunny. He was 23 years old, his English was fairly good despite a thick accent, he lived up to his name with a very sunny, upbeat and often over-excited personality. He was also one of the sissiest little men we've ever had wearing ladies 'scrubs' and we'd learn panties and of course the high faggy voice, the feminine flouncing around. He was so feminine that staff and clients alike often mistook him to be a girl with the...

A Sissy Saga Ch 06

The following day was Sunday. Margaret Pardoe never resented being duty-tutor on a Sunday, it was the only day of the week without any kind of formal lessons and she was only responsible for overseeing the pantywaists when they strolled outside in the grounds. That said, much of the time she could idle away in the headmistress’s study in pretence of monitoring the telephone, and she knew where Miriam Hancock stowed her sherry. On Sundays there were rarely any other staff about, and nothing to...

Sissies owner p3

Daddy told cyntia to wait in the carHe needed to unload and i was going to learn how he liked to **** his sissy daughterHe locked the restroom door pushing me back in when i tried to leave and throw me on the toilet seat bend over''you are just a fucking slut now, you never gonna be a boy again ''unlocking my chastity belt , my toy plug buzzing removed and pushed in my mouth, locked the straps on my head , gagged and ass uphe fucked me like a worehard and fast making me squeal on the toilet his...

Sissy Who Served Me short

This is going to have rough, hard and dirty sex involved, but obviously nothing weird or anything like that. Just a heads up I guess. This also won't be a long lead up story, just what happened when I fucked one of my sissies that I "own". When we hooked up, she insisted on serving me, and have me be her master, so that's been our relationship for a couple of years now. Of course, I make sure to treat her well ;)One weekend, I had one of my sissies come over and serve me for a few days....

How to become a Sissy Cuckold

This is a How To Guide for Sissies and Cuckolds.Please do not read this guide if you have no interest in the cuckold/sissy lifestyle. Like most couples these days both partners will be doing demanding full time jobs. Traditionally husbands have done gardening, cleaning the car, putting out the trash, performing do it yourself jobs around the house, driving the car if you are going out in it together and anything that might come under the heading of 'physically demanding' work. It's true that...

A Sissy called Jezebel Part CXXXIII

A Sissy called Jezebel Part CXXXIII - Jezzie returns to fair Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. Is Jezzie's mother going to remove Jezebel from Templeton? Also there is an assassination attempt, but against whom? "I'll go to the magistrates and swear out the warrants," says Detective Denton, as she departs. I am examined by a nurse-investigator. My whole body is photographed but primarily my ankle and wrist binding...

Sissy day care

I cried and beg mommy not to leave me behind but she was done with me not listening to any rulesthe Tall ebony lady holding my hand as mommy drives away''dont cry little boy , you will be happy here''she said tapping on my bubble butt as mommy left in he car''come here , i will present you to your friends''i was looking at 3 other little boys in a pool they all where wearing the same blue pale speedo smiling at me the new boy''hi boys this is Alex , alex is here to learn how to be a good boy...

America s Next Top Sissy

America's Next Top Sissy Blinking slowly, Jim's blurred vision started to clear. The strong lights pointed in his face made Jim squint, but his hearing was as clear as a bell but his head was swimming. A camp male voice spoke clearly to somebody but Jim still couldn't quite see who was talking or who was being spoken too. 'Welcome ladies, too the new series of America's Next Top Sissy' echoed in Jim's ears as the camp voice continued ... 'All of this years contestants have been...

sissies at the beach

I txted my sissy sister and went outside waiting for he to pick me up , in my beach dress bikini on plugged and cage so small i feel my tiny clit squeezed useless , like a good girl My sister found me on craiglist curious to tryits been 3 weeks and we are so much alike , helping each other shaved and het girlyi saw her car and smilewe are finally ready to go out and....maybe suck a cock together''helllo cindy!''''hi Caro!''''ready to go ?''''yes ''we drive to the beach talking about it , would...

Don Venuto s Sissies

Part 1Players: Capo De Matzo, counsel to Don Venuto. Don Venuto also known as the Godfather; Mario Venuto, son of Don Venuto; Ms. Rosa Cappella, professional dominatrix; Carol Evans, mother of Mark Evans; Mark Evans aka Martha Evans; Helen Andrews owner of the Little Miss Muffin Boutique; Ralph Summers, a friend of Mark, aka Robin; Steve Franks, friend of Mark, aka Susan; Sandy Summers, Ralph's mother; Tracy McCall, Mark's girlfriend. Jack Summers, friend of Mark, aka Janet.Synopsis: "If you...

Fetish

Introduction to Sissies V

Introduction to Sissies V By latexslut "But I wanna help," cried babysissy, stomping her high heeled foot. "She's my roommate." "Now yet, babysissy," Mistress Satin said firmly but kindly. "After. Nursesissy and Bunny know how to do this. You would make a mess of things." The gurls named Bunny and Nursesissy had left the couch and were now sashaying over to him. John Phillips took a step back. And then another one. "sissyuseless," Mistress Satin said to him. "You will...

How To Guide for Sissies and Cuckolds

Like most couples these days both partners will be doing demanding full time jobs. Traditionally husbands have done gardening, cleaning the car, putting out the trash, performing do it yourself jobs around the house, driving the car if you are going out in it together and anything that might come under the heading of 'physically demanding' work. It's true that the last sentence now sounds somewhat old fashioned although there are still marriages where such arrangements exist. If you are the...

Prissies Sissy

Prissy's Sissy Chapter I Portland, Oregon, January 5, 2005... "I'll take this one," Alexandria del Torez said, looking at the profile of Randy Grey. "I think, this one will do fine." Miss Fredericks, a kind tanned lady, scrunched her eyes, doubtful. Tired of Mz Torez, she still asked, "Are you sure, Ms. Torez? We have no references on him, and he comes from the south, so, no offense, he's probably stupid." She winced at herself for saying that, but wasn't it true? Alex, as she...

A Sissy Saga Ch 19

It came as a surprise. When Abigail received a message from his sister telling him to go to her room he was astonished. He never went into the family apartments until recess, so such a demand was abnormal. Bossy bitch, Abigail thought as he made his way there, but he didn’t say it. His relationship with his sister had never been one of close kinship, they’d spent too much of their lives at separate boarding schools for anything like that to develop, and while he had a slightly bullying...

A Sissy Saga Ch 17

Titled people were a weakness with Miriam Hancock. She frequently spoke of them with harsh condescension, but the snob in her heart secretly rated them higher than wealthy businessmen, and so it was with some delight she agreed to the visit of the ennobled Marchioness of Wiggleswick. The delight had doubled when she discovered that in both Debrett’s Distinguished People and Burke’s Peerage the lady was ranked far higher in importance than Diana Chance-Barton. She was extremely old, in her...

First Time Sissy Sub

I had placed an ad on Craigslist while on vacation alone in another town. It said: "Submissive sissy bottom seeks older dominant top to service. Teach me how to be a bottom".I wasn't even sure if I'd go through with it but I got a reply from an older man that got me kind of hot: "Older dom with 9" cock here. No kissing, no hugging, just looking for a sub bitch to service my cock. You provide the holes, the lube & the place; I provide the cock. I also decide when, where & how I cum &...

Young Dumb And Full Of Cum 8211 Part 2 Sissy 8217 s Anal Fuck

Please read my previous part for more information, but I will skim over it now. I had just met Prashanth from Locanto, a really pushy guy who made me give him a blowjob and left and was set to return the next day. (Saturday) Now, on Friday during our first meet, we made out after the blowjob and then he left. I found myself extremely horny, however, no rock-hard erection or anything. I did leak through my underpants, so much that the shorts I was wearing on top of it developed a wet spot....

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Sissies Together

Sissies together I had checked into my travel hotel early. It was 2.15 in the afternoon; I had eaten a full meal at lunchtime and brought some sandwiches, cakes and drink in with me for the rest of the day so I did not need to go out of my room until the following morning. I was away from my wife and home visiting one of our more distant branches and had told the office that I was leaving early so that I could do the preparation work without being disturbed. I had with me my laptop and...

Sissies Together

Sissies together I had checked into my travel hotel early. It was 2.15 in the afternoon; I had eaten a full meal at lunchtime and brought some sandwiches, cakes and drink in with me for the rest of the day so I did not need to go out of my room until the following morning. I was away from my wife and home visiting one of our more distant branches and had told the office that I was leaving early so that I could do the preparation work without being disturbed. I had with me my laptop and...

Blushing Sissies

BLUSHING SISSIES by Throne "Rita, darling. Please bring us the cookie tray," Janet called. In the kitchen, her husband Rudy stood wringing his hands. He was wearing a classic little-black-dress, with a single strand of faux pearls, neutral stockings, and simple shoes with two inch heels. He had on a short wig, center-parted and with bangs, that was auburn with the slightest of blond highlights. Even his make-up was conservative, no more than the average woman with an office job...

Summer Sissies at Sweetwell Park part 3 of 5

Summer Sissies at Sweetwell Park - Part 3 of 5 The story so far: Teenager Roger Pressington disappoints his mother, Thelma, 35, in objecting to the pretty clothing she wants him to wear to make him a 'nice boy'. Elegant Grandmother Valerie has a more direct approach and puts him into some of her garments when his awkwardness needs to be overcome by femininity. Thelma is lucky in having an old school friend, Sonia Forbes-Withers, who has brought up her son, Jodie, to be a very nice...

A Sissy called Jezebel Part LXII

A Sissy called Jezebel Part LXII - As the McCarthur family travels through more of the 'Mystery Manor', it though even more is being revealed about the family. Funny how that happens. Mother leads out of the ballroom and through a series of hallways. She stops to point out a few rooms. "This is what my folks considered to be the 'intimate' dining room." It's huge and looks like a set from the movies, the dining room table seats at least eight to a side, and is in ebony. The hutch...

Sissy spit roast sleep over

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

4 07am 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...

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...

Sissies New Years Surprise ndash Part 1 ndash

“sissy come in here, W/we need to talk.”“Yes Mistress, coming.”Sissy enters the room and curtseys, with sissy’s eyes downcast she sees Mistresses finger pointing towards the floor. Sissy hobbles over to Mistress and kneels at Her feet. Today, Mistress has sissy in her black satin maids uniform with pink lace trim and a pink apron. Sissy also has on a matching pink hair bow, pink petticoat, matching pink ruffled panties, black hose with matching garter, a black bra, and black 4’’ locking pumps....

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...

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...

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...

The Sissy Diaries My Two Mistresses

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

Cuckold Sissy s First Meet Fantasy

This fantasy summary was sent to my wife and her prospective boyfriend to let her boyfriend know our fantasies and for me to know which bits got my wife and bf really wet? And feeling very horny? Which bits she really liked? And what they would you like to add to also?The text was sent to the prospective boyfriend's iphone with a picture of me on all fours showing my girlie soft pathetic knickered and caged boi-clit after he sent me a picky of his gorgeous cock which I had previously been lucky...

Sissy Crissi Chapter 3 Leroy s Turn

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

Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

Maid to Measure or Sissy Slave by Deesign Part 3

With Kind Proofing by Vickie Tern Maid to Measure, or Sissy Slave by Design, Part 3 By Mistress Kathrine The morning after Kathrine let Nikki sleep in the Master bedroom with her, she lay thinking about the things she still needed to train her pretty Sissy. Sissy Nikki didn't know anything about Kathrine's plans to marry her, and have a child with her, not yet. She decided it was time to wake her Sissy and get at least the wedding...

Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

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...

My Sissy Submission Hell

I was just lying there on satin sheets, wrapped in beautiful lingerie, and...Well, let me start at the beginning, so you know what's going on, okay? I have always been straight, even though I had never had too much luck with the women. I have dated several young ladies, but not with the sort of regularity that I wished for. Never the less, I never, ever thought about men in anything close to a sexual way. At least until last year, that is. Allow me to tell you about myself: I'm...

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...

Becoming a Sissy Part 10

Apologies for the delay. This is the final part of "becoming a sissy". Obviously, I have packed a lot more into this story, and I apologise if it got complicated with too many characters. I'm thinking of writing another story which will take up from where we are now, but I will make it more focused on one or two characters. It's my first story, so I guess lessons.Over the next five days a plan formulated in Tom's mind. As he thought about it he would have three submissive sluts vying for his...

Mistress Sarah makes Evie a Sissy 2

"Look at you Evie. You're so slutty in your teddy and stockings,” said Mistress Sarah. Then she looked down at my hard cock and said, "....and your clitty is so big. Excited are, you?" Mistress Sarah reached out and firmly squeezed my cock a few times. It was a welcome sensation that reverberated though my entire body. Before I could respond, she ordered, "Turn around slut. Let me see that arse of yours." Ever since I had met Mistress Sarah online, I had dreamed of her fucking me in the arse....

Crossdressing

Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

Crowd Sourced Sissy Spin Off Mother s Milk

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

My Sissy Life Part 17

My Sissy Life Part 17 I fixed my make up and went back to cleaning, I didn't want to get into trouble because my chores weren't done. I don't know how I would explain that, 'I'm sorry mother I couldn't finish dusting because I was too busy sucking Jake's cock.'. That is not a conversation I wanted to have. I wasn't sure what was going to happen when Jake babysat me for the weekend. I had an idea that there would be a repeat of what just happened. The rest of the night. I served...

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...

Making a Sissy Maid Chapters 1 4

Chapter 1: Chris and Paige I guess I started withdrawing from my school friends at about the time my mother re-married and when I was about fourteen. My father had left two years before and we'd not heard from since. In that time I'd felt I'd got closer and closer to my mother, and we'd always been pretty close. We'd spend a lot of time together - playing games, talking about things, cooking, cleaning our small house in a less than fashionable suburb. We became like friends, I even...

Step mother s Sissy School boy

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

How i became a sissy slut

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

My Sissy Life Part 3

My Sissy Life Part 3 When I got to my room I saw the Hello Kitty dry erase board on my door. There was a note from my brother that said 'Sissy, I need my jock strap clean by Friday morning.' Oh good, I get to hand wash my brothers jock strap again. Is it Christmas already? Almost every day there is a note on the board from someone telling me that they want me to do something. I walked in my room. I still can't believe how ultra girlie my...

Neighbourhood Terror to Sissy pt 17

Chapter 19 The drive back home was pretty uneventful, Lisa just sat behind the wheel smiling ear to ear. She had had an awesome day so far, making out with two gorgeous women and now she would spend some quality time with her sissy boyfriend. Marcy was very worried about that quality time. She hoped for sure that it wouldn't involve that dildo going up her ass. There was no way she could take that. She only ever had a finger up there. Pulling up in front of the house it was early...

How I Became A Sissy For BBC True Story

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

Little Miss Sissy Whore

Chapter 1 -- The Pick-up Every year I waited eagerly for the three days when PC-Expo was back in town. In the past, I was always able to find some willing and naive out-of-town female to pick up, "do the nasty," and say my hasty good-byes. Most of them were from some small hick town and were entranced with the Big Apple. In fact, that was both the nickname for the city, and for me. Most women just couldn't wait to sink their teeth into me. So there I was, looking for some love, on the last day...

Sissy Stepson 7 Family Affair

Part 7 ? Family Affair On Friday, Mrs. Monet had a surprise for her sissy stepson. "Your father called this morning and won't be home for another week, aren't you lucky and today I called you off school to do your laundry!" she said. "Oh, but I don't know how to do laundry" cried Caroline. "You will learn just like you learned to suck cock and guess what my sister Maryann and my Mother know about your little perversion!" "Oh, know you promised not to tell anyone!" cried Caroline....

A Bisexual sissy rsquo s first time part 1

I had just broken up with my girlfriend, we’d been together for two years. It was a seamless breakup, no drama no fightd no nothing, almost unheard of from other 21 year olds like me.We got along but we never could fully love each other because of a few reasons, one of them being me being bisexual. Now she wasn’t biphobic or anything, but she did believe that “it was just a phase” or that “by staying with her I’ll grow out of it” yeah right. The truth is that my time with her was a time of...

Sissies Revenge

Sissies Revenge ? by: Patty Marie Prolog: My Doctor found out about my crossdressing. It wasn't like I had intended to tell her, but it was sort of hard not to, given the sequence of events. I had been trying to start my own online business while working full time at a 9-5. That meant 40 + hours there and 60+ at home. Needless to say, I hardly had time had time to sleep, let alone eat properly. Usually my diet consisted of as many raw calories as I stuff in while still...

Beach House Sissies

Beach House Sissies by cc My wife Chelsea and I were spending a week at Myrtle Beach, which if you've never been there is crowded, noisy and fun. We had a time-share condo close to the ocean, and I noticed a couple staying across the street. I don't know if their place was a time-share or a vacation home, but there was an expensive car parked under the house (This close to the beach all the houses are built atop heavy ten-foot pilings and everyone parks their cars beneath them.) and...

Summer Sissies at Sweetwell Park part 2 of 5

Summer Sissies at Sweetwell Park - Part 2 of 5 a story by PRIM The story so far: Roger Pressington rebels against the sissy clothes his mother Thelma chooses for him. Fortunately the boy's grandmother Valerie is a match for his independence. However, Thelma asks her good friend Sonia Forbes-Withers for help, knowing that she and her mother Agatha have made a good job of bringing up her son Jodie as a pretty, nicely dressed boy. The Pressingtons are invited to Sweetwell Park to see...

Aunt Brenda s Sissy Girl

I was raised by Grandmother and my Aunt Brenda from about the time I was six and a half years old. My mother was very young when she had me and my father was nowhere to be found. My mother had good intentions of raising me but she was very irresponsible and just wanted to party all of the time. From the time I was born my Grandmother and her sister, my Aunt Brenda constantly baby sat me because my mother was out doing other things. My earliest memories of dressing in womans clothes...

Sissy Julian Chapter VII The Birth of Julia

Sissy Julian - Chapter VII, The Birth of Julia by: sissystevie Well, another, albeit short, but transitional chapter. My author grove is coming back. High time to get our little sissy into major petticoats. I think maybe we shall complete this saga. It's become fun again. Again, I do recommend a review of the prior six chapters to refresh your sissy senses, not to mention a few other urges. As always this is a purely fanciful, fantasy fictional work. No references are intended...

Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

Sissy Fantasy

I am a closet cross dresser with a difference. My wife knows all about my passion. I have been a submissive all our married life but sadly she has not joined in. So whenever my wife is out I indulge in my passion whenever I can. Recently she informed me of a work trip to Scotland which meant she would be staying overnight. This immediately got me thinking of a whole night dress up session so I was highly turned on. Also recently I had been getting together a rubber outfit. I...

I Want To Be a Sissy Part 6

Five hours in the squalor of my kennel. The bowl is licked clean. I am filthy. Even as a dog, I have failed. I am unable to clean myself with my tongue as a proper dog could easily do. Five hours caged as a bad bitch dog. Five hours to contemplate how I have, selfishly, caused pain and sorrow to my Mistress. Oh, how could I have done such a thing! For the fleeting thrill (Oh My God, it was wonderful!) of Fire and Ice lipstick sensuously coating my unworthy lips, I have committed the...

Neighbourhood Terror to Sissy pt 16

Chapter 18 Marcy had hoped the stop at CC's would have been the last one. She had suffered enough embarrassment for a day. Lisa's claim that they still had a few errands to run made her worry that it wasn't all over after all. Her worries were soon confirmed when they stopped in a rather seedy looking neighbourhood. Getting out of the car Marcy knew better than to stray away from Lisa's side. It was kind of weird, but the big shift of control in their relationship had also...

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