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The Ultimate Humiliation and Entrapment of a Sissy

In the dingy motel room where my life turned around in such a short time is where this story begins but the beginnings of this story were many years in the past, a past in which dressing up, spanking, bondage, cocksucking, public outings and humiliation had occurred in bits and pieces. I was not so much a real submissive as much as someone who felt like it was edgy to see how far I could come to the precipice of my fantasies that aroused me so much without becoming trapped by them. In the end...

sissy

He's wearing his favorite outfit. A nylon/spandex blended thong that encased his fullness, shaved and smooth in a delightful caress. A bustier girdle with four straps (he wanted six but the cost was exponentially increased for those two extra straps), and wolford thigh high stockings, his legs and bottom were completely shaved...he was delighted with how feminine he felt, he put her panties over his head. Acetate, full-bottomed, high-cut vanity fairs that bore her scent. His whole outfit was...

I m a Sissy

I'm a Sissy? by Cassandra Morgan He arose early, while his wife Belinda still slept. He slid out of the bed and, after a brief restroom stop, he dressed quietly. HE headed to the kitchen and started the coffee. He put toast in the toaster. He sliced strawberries for her yogurt. He boiled her oatmeal. He folded the newspaper. He looked at the tray and sighed. It seemed there should be one more thing. Maybe some jam to go with the toast. Satisfied, he moved back into the bedroom....

Correcting Sissy

"So then, why are you wearing a bra?" "Because I am a sissy." "And why are you a sissy?" "Because you made me one." "What?" I asked unbelievingly. "I made you one?" My voice rising. "I'm sorry ma'am, that's not what I meant." The words just barely eked out as he realized his folly. "I meant that you have allowed me to realize the sissy that I am, of course," he said, blubbering, as he fell to his knees. "You know how grateful I am for that." He inched forward until his nose...

Used Sissy

** I did not write this story and have no claim to it's ownership. I just enjoy the story. I found it posted by tvdebi to give the proper credit **A used sissy“This one right here” Bob said. “This little sissy is perfect!” Bob and his two friends had spent the last few weeks scouring Craigslist personal ads for a small transvestite that they could take advantage of. “I’ll email the cunt with a pic of my nine inch cock – see if she bites!” Bob said. Sure enough a day later, the TV named Debi...

Crowd Sourced Sissy

Crowd Sourced Sissy If you were to ask my friends a year ago, they probably would have told you that I had a pretty sweet life. As an account manager for a high-end hotel chain, not only was I making a pretty good salary, but I also got to travel the world and stay in any of our fabulous hotels. I was a single guy with a healthy libido and money to burn who was known for taking several vacations a year. Some of them were business trips, but most of them were just for fun. That...

way easier now a sissy

It is all real , all so much true, those warning in sissy hypno , they all are so fucking trueOne day , having practice so much on that toy i ordered so many underwear, it wasn't enough I had to get cute cloth, i wanted to be cute , in panty up and down my toy like a good girlthe days passed , the training continued and the real cock craving was too muchnow wearing panty only , no boxer , only cute panty , mentally ready to be caught its all i wanted , walking at night near the big public...

A used sissy

“This one right here” Bob said. “This little sissy is perfect!” Bob and his two friends had spent the last few weeks scouring Craigslist personal ads for a small transvestite that they could take advantage of. “I’ll email the cunt with a pic of my nine inch cock – see if she bites!” Bob said. Sure enough a day later, the TV named Debi contacted Bob with pictures of “her” own. Bob shared the pics with his friends. “Look!” Bob said, “The cunt could pass easily, and the sissy even has little sissy...

Step Sissy

Step-Sissy I was, for the most part, pleased with my dad's remarrying. We had been living in a small 1 bedroom apartment and his marriage allowed us to move to a large house, where for the first time I had my own room. My new stepmom was nice enough and as an added bonus was smoking hot. In the 6 months we had been living there I couldn't count the number of times I jerked off fantasizing about her. The only downside was my bitchy stepsister. At 16, Megan was 2 years younger than me,...

Pregnant sissy

I'm a sissy. I used to be a femboi, then I was a crossdresser, and now I'm a sissy. The main difference between the crossdresser and sissy phases was the attitude; before I was a guy doing this for fun and to be admired, sexually – to confuse straight and gay boys alike. But now, as a sissy, I was devoted firstly to my master and love, Noah, and secondly to my own lustful femininity. I was, it seemed, always striving to be more feminine and more sexual – which is difficult when the bar started...

My Step Sissy

The Step-SissyI attached the brand-new leash on her thin, pale neck. The word "Slut" in fake diamonds adorned the front. My sissy was on all fours, wearing her favorite pink wig and a leopard body stocking. Her shapely little ass beautifully complementing the outfit. Between the cheeks and beneath the leopardskin, is the visible outline of a small dildo inside. Done up in full make-up, flat-chested, with her fake thick-rimmed glasses on. My nerdy sissy girl. She liked being walked around the...

sissy

got into the office 15 minutes early this morning, her panties cleaned and put on under my clothes, as instructed to do. The satiny lace felt good against my cock as I moved around the room. Just when the finishing details for the Scottsdale account were complete, she entered. She looked so sexy walking into the office, her ass swaying so nice. It looked like she was giving it an extra special sway, knowing she would watched."Good morning sissy boy," was all she said before entering her office....

Birth of a Sissy

Birth of a Sissy Debra Darling Sam had prepared for the session with Mistress Anne exactly as she had ordered. He had never met her, except on the internet and this was to be his first session with her. Sam had some experience with B&D but not a lot. He wanted a total immersion experience and this contact seemed to be what he was seeking. He had flown into San Francisco from his home in Omaha and checked into a nameless small motel near the airport. From there he had taken a...

Protecting Her sissy

When my Mistress took me as her own, she insisted I begin keeping a journal. It's a catchall of my thoughts, wishes, fears, etc. It's also a record of milestones, both serious and silly. This little story is based on the journal entry recording an erotic dream I had after months of orgasm denial. I have tried cleaning it up and making it more realistic, and easy to follow, than the original dream was. I am still learning how to write stories, so any helpful hints or constructive...

Transformation process for sissy

THE SISSY TRANSFORMATION PROCESSHow “Straight” Men Become Women.Here are the 11 phases of Sissification, which are currently floating around on some online sissy communities, such as New flap chan.Phase 1: Softcore, then hardcore vanilla porn is discovered. Nowadays, it begins at an extremely early age thanks to the Internet (fortunately… or unfortunately)! Phase 2: Shemale porn is discovered by happenstance. Nowadays, the popularity of Shemale porn increases one’s chance of exposure to it....

Daughter Makes Dad her Sissy

It had been a difficult past three years for Steve since his wife Amy had left him. She had left without warning. She just picked up one day and took off without even a final goodbye. And she left their daughter Jen with him to raise. Well, that wasn't exactly the story. There had been hints of Amy's frustration for years. At some point, she must have cared for him, but for so long she had lost all feeling for him. After their marriage, Steve had become boring. He gradually didn't want to do...

sissy

My world had turned upside down, when realising that my favourite fantasy was about to come true. The story that I am about to narrate, is about my obsession of being a kinky, sissy, little girl. Everything seems so real and I could not stop myself from falling deeper into this kinky world of fantasy. For the benefit of the reader I am forty eight years of age.There were three women inside the local cafe. The owner, Rose was about fifty four, with black, permed hair and beside her, behind the...

Interview With a Sissy

The room was semi-dark when I entered it, spacious and well-furnished. For a home office, it was elegant, with a rich mahogany desk in the center and and a thick rule in the middle. It would have been hard to clean that rug, I thought. I was in a full maid's outfit. Mistress had insisted upon it. I had a black satin dress on, ridiculously short and puffed up by the lace petticoats. I had on fishnets and heels. My lipstick was red. My mop hat was on top of my hair, which was put up for...

Get Used To It Sissy

Get Used to It! by Diana Prescott Chapter 1 The cold breeze every time the bus doors opened chilled me to the bone as I sat there on my way home from work. My short skirt and simple pea coat were no match for the biting north winds tonight. Why am I riding the bus? Simple. I don't have a car, I don't even have a driver's license. Uncle Mark and Aunt Sharon said a girl doesn't need anything like that to complicate her life. Even if I had a driver's license there is no way I could...

My Girlfriend Made Me a Sissy

This is my first attempt at a story so any feedback would be greatlyappreciated. Feel free to email me about anything: feedback requests orjust to chat.When I was 16, in spite of my shyness and not being in anyway incrediblyattractive, I somehow landed myself a girlfriend 2 years older than me. Iwas quite short for a boy then, around 5'7 and very slim having not yetdeveloped much muscle. I had shoulder length brown hair and bright greeneyes and I simply couldn't believe my luck in getting this...

Bisexual

Teaching the Sissy Maid Workshop at the MVG Chapter One Training a New Sissy

I simply loved teaching the introductory Sissy Slave Classes at the Matriarchal Values Group, or MVG, and since the class is limited in size it is almost always fully enrolled and most people who take the course end up registering months early to make sure they will have a place secured for the upcoming class.The Matriarchal Values Group, or MVG, was a private society of like-minded, dominant women who believe and live our lives based on our individual interpretations of what it means to be a...

Femdom

Sissy Mission 7 Lawnmower Sissy

Sissy Mission 7: Lawnmower Sissy By Cheryl Alison It was a Sunday evening and Mistress and I were lazing around watching TV trying to avoid the reality of work on Monday morning. The Simpsons was on, and Homer and Flanders had made a little bet. Somehow, they both lost and had to mow their respective lawns wearing their wives' Sunday dresses. I looked at Mistress and I knew that another Sissy Mission was probably in my future! "Hmmm," was all she said. I knew I was in for...

Mommy Made Me a Sissy

I was about 5 or 6 when my father left, leaving me with just my mother. A mother that I came to love very, very much. Maybe, I loved her too much. And Mommy definitely loved me too well! A quick family history would be appropriate right now. My parents got married when Mom was only 18, and Dad was an old man of 20. Pregnancy either occurred just after, or just prior to the wedding. As a result, I still had a young, and very pretty mother. As I said, about five years after the...

Auntie s Servile Sissy

Auntie's Servile Sissy by Throne First Jerry's dad had one of his 'nervous episodes' and was packed off by his second wife to Fairhaven Fields, a lovely place in the country where he was watched over by the staff. Then his stepmother decided to take an extended vacation with the most recent of her lovers. Though Jerry Collins had just turned 18 and should have been capable of living by himself, that wasn't what happened. Not that the family couldn't afford it. They had money to...

Pretty Pinky Life of a Prison Sissy

The black inmate walks the sissy up to the C.O. The inmate and the C.O. talk and the C.O. gets up and walks over to a cleaning supply closet just around the corner from his desk, and unlocks the door. Then he walks back to his desk & sits down to read a newspaper. The pimp walks his sissy to the cleaning closet and turns on the light. The sissy is carrying a tub of Vaseline. He sets the Vaseline on a shelf and moves a couple of mop buckets toward the rear of the closet. Then he unwraps the...

Black Lawman Swiss Miss Sissy

Lt. Jason Whitmore had always been different. The oldest c***d of a dentist and a schoolteacher, he had three younger siblings - all of whom worked in healthcare. Jason, on the other hand, joined a city police force after college and spent eight years working up the ranks. Then, he took a job with the U.S. Secret Service’s Uniformed Division. His career saw him provide physical security at the White House, the veep’s residence, and several foreign embassies in D.C. He also spent time as a...

Becoming my friends sissy

I was standing in the pub toilet having a piss. I had been in the pub for a couple of hours and had had a few pints with my mate Roger. I had tried to slip off for a piss by myself while Roger was up getting another pint. As I stood really close to the trough my little cock was dribbling, when Roger came bounding in. There you are Tom, I thought you had done a runner, he laughed. He stood beside me and fished out his enormous cock from his trousers. Unlike me he stood about a foot from the...

First Night Out as a Sissy

It was the first time I dared to act on my fantasies but the timing was most certainly perfect! Feeling the urge to explore my sissy side out in the world, I decided I’d hit the local sports bar in hopes I’d find a man that I could make want what I had to give. After taking my time doing all the preparation for a confidant night, I put on my favorite panties and my tightest jeans (the ones I would never dare to wear outside until this night). I was getting so excited with anticipation of making...

Locked In Chastity ndash Sissy

“Oh, dear, baby! This won’t do at all. Another two months it is!” Amelia chirped as she gazed upon her helpless husband, “You know the rules!”John was fully aware that being caught with his hand on his straining little sissy clitty, desperately trying to stroke it through its cage for the third time, meant that his period of enforced chastity would now last six months. In the brief, thrilling moment of his quickening heartbeat forcing blood into his face, John remembered the first day he had...

Sercet sissy

My first day for college was a great day. I went to college to study chemistry. Little did everyone at college know that i was a secret lil sissy. I loved wearing very feminine clothing, stockings, heels, panties and dresses. I met my teacher at college and her name was Mrs Vazquez and damn she was good looking a very beautiful women, she seems to be in her 20's. Her hair pulled back in a pony tail. She wore tall heels, a tight black pencil dress and she wore make up. God by looking at her i...

Royal Sissy

Chapter 1 - Kidnapped I am now an old woman. It's about time that I write my story down. How I became the Queen of this lovely country. How I became who I am now. I know when finish this story; it will be put in the kingdoms archives, never to see the light of day. When people do read this story, they will think it's a fairy tale. I cannot help this; my job is to tell the truth. To let everyone know what happened and who I really am. The fact is that I was not always a Queen. Now I...

Transformation Pt3 The Sissy

The Sissy. I open my eyes and stare into the mirror. It is a male face but distinctly feminine. I am just applying the last touches to my makeup. Bright red glossy lipstick. I pucker my lips and think. "Beautiful cock sucker red lips." I notice the ever present band around my head with its glowing lights. My makeup is rather slutty, dark eye shadow, big eyelashes and my cheek bones rouged to accentuate them and of course the cock suck red lipstick. I can hear the boys getting...

The Cocky Sissy

THE COCKY SISSY By Rhayna Tera, copyright 2019 Warning: Humour. Author's Note: None. Disclaimer: This is a work of fiction. Names, characters, businesses, places, events, locales, and incidents are used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. RT THURSDAY AFTER SCHOOL Rick was fuming. "I'll show them! I'll really show them one day, those nasty meanies! One day. Maybe not tomorrow though..." The...

Fantasy gangbang blowjob deepthroat abuse sissy

Setting: late at night in a free car park.Exit vehicle, looks around. Ghost is clear.Re-enter vehicle and put on the sissy clothes I got from wish. Leaves behind all belongings. Lights off. Exit vehicle.Puts keys in a safe location where nobody but I will know.Makes way to pre-planned date with a guy I met from a dating site.. destination is close by.. Walking in heels, dressed like a slut. Hopefully nobody will approach. Heart racing and feeling nervous. First time jitters.Finally found the...

How I became a sissy

How I became a sissyRecently someone asked me how I became a sissy. I told him about my development from a curious young man, who just wanted to try something new and how this ended up first in submission to a dominant lady and finally in transformation into a sissy. I never thought at this time that being a sissy caught me for the rest of my life. Other sissy girls, which are now at the beginning, will be hopefully encouraged to acknowledge what they will be for the rest of their life....

Danni The Crossdresser First Time Sissy

by - sissy debbie This is a true story about what happened to me after graduating high school and how I became a sissy for woman who was nearly twice as old as me. --------------------- The summer after my senior year of high school a neighbor asked me to look after her house and her cat for a week while she took a trip with some friends. Her name was Heidi and she was an attractive woman about 38 years old. She just wanted me to stop in and check on everything a few times. I...

Cissy meats Sissy

I saw him at Macy's buying panties, I approached him and said quietly "I think you'd look cute in the lacy pink boy shorts". "Oh, they're not for me" he said blushing as he put the panties he was holding back on the shelf. "Oh really, I bet you're wearing panties right now" I giggled. I could tell by the look on his face I was right. "Why don't you let me help you shop"? I asked. "You would do that"? he asked smiling at me. "Sure, we can go to my house after we shop and dress you, if...

forced Submission

Okay I would like to give a little bit of background information for this. This girl told me she was lesbian, but was curious about being submissive to a man. She asked me to write a story about it. I had been drinking when I wrote so not best short story, but it will do. On the bright side, the girl that wanted the story enjoy it. Let's see if you guys do also. We would be at my house, you would be wearing something sexy not thinking anything about it. You would be getting me turned on...

Cissy meats Sissy

I saw him at Macy’s buying panties, I approached him and said quietly ‘I think you’d look cute in the lacy pink boy shorts’. ‘Oh, they’re not for me’ he said blushing as he put the panties he was holding back on the shelf. ‘Oh really, I bet you’re wearing panties right now’ I giggled. I could tell by the look on his face I was right. ‘Why don’t you let me help you shop’? I asked. ‘You would do that’? he asked smiling at me. ‘Sure, we can go to my house after we shop and dress you, if you’d...

Daddy cute secret sissy

After 20 yers of boring years with is wife, Jame wasnt sad a bit to see her goLooking foward to have his own place finaly free of her bullshitWalking from work thinking of tonight and the hockey game hes suppose to watch with his work buddyFrank was knocking at the door around 8, the game already ongoing , montreal loosing to the bruins by onethe 1st period ended and frank ask James about finally being without his bitch of a wifedrinking beer chilling in the living room''wanna know something...

The Despoliation of Her sissy

The Despoliation of Her sissy. How long had we talked about it? How long had these dark desires overshadowed so many conversations? How long had we both assured each other that we could share our forbidden desires? It's not easy confessing to anyone that you have a rape fantasy. Nor is it easy for someone to confess they want to witness it. More, that they want to facilitate. And yes, to participate. The sweet, not quite so innocent but too shy to act on her desires, little sissy...

My White Boy Sissy

That kid is picked on more than most people in this school. Mostly because he’s small, meek, and looks more like a girl than most of the girls in this school. I wouldn’t say he’s skinny because he’s got the widest hips I’ve ever seen, but his upper body is the stereotypical nerd torso. His ass though… Damn, he’s got an ass most girls would be jealous of. Most of the time I can’t stop thinking of what it would feel like to have my big black dick 9 inches deep in that ass. Or his pink luscious...

Covid is making sissy

I wanted to thank him for the delivery , i wanted him to see how pink and slutty i dress to ride my dildo watching sissy most days since the crysis locked me homei see him every weeks delivering the food to our areawondering if he would have a bbc to make me suck onits been a month and i am staying in my new little chastity device training my ass like most of us sissy confined home, training into good little butt slutI never imagine it but i love getting me ass shaved, putting on smooth little...

Miss Keven Jeanne Bardot Is SUCH A SISSY

I have this one regular who comes in every Sunday night. He never gives me money, because for one thing, he’s just not a trick; and for another, he knows I want him probably more than he wants me. He fucks a lot of strippers at the club next door – in fact he’s even fucked my ex wife. I didn’t tell him that she’s my wife, but I asked him once if he’d ever been with Cherish - that's Dani's stage name - and he said he had. I don’t even know his name, but we’ve been having sex together for over 4...

Successfully squirting like a sissy

After getting home from a long day of work i realized i would be alone for a few hours. I haven't came in a week. An all time record for me! Then i thought about using my toys on my sissy hole. My cock stands up throbbing with agreement. I thought about trying to make my cock squirt just by use of toys sad that i don't have the real thing.I showered, cleaned out with a douche and stripped naked i sat down in front of my computer my cock rock hard.Looking on xhamster i found a few sissy trainer...

a follow up on Ken Sissy

Sissy had been led from the mini adult theater, to a white van in the parkinglot. She quickly started to have second thoughts, knowing that she could nolonger count of the safety her husband could provide, should the situation getout of control. She tried to stop from being pushed into the van, with the oneblack guy pulling on her arm, and the other black man grabbing her by the waist,she went where they wanted her to go, which was into the sliding side door.She ended up roughly on the floor of...

Short Stocky Dude Sissy

Gene pulled up the website for his bank to check his account balance. He was just like 95% of America in that he typically was only one paycheck away from poverty. But, this was a month where he got three paychecks and he had finally stacked away enough cash to get his 1996 baby blue Mercury Grand Marquis with the black vinyl roof fixed. It had been out of commission for three months which was more than he cared to remember. Thankfully, he worked at the same job as his cousin. After paying for...

Her Sissy

Her Sissy by Tiffany Scott 96' At the time I had no idea what my wife had planned. We had been married for three years and I thought we were both happy, but Kelly was getting itchy and restless. It wasn't that she was tired of me or the life we had created for oursleves, it was more that she wanted to be in control. That she knew what she wanted almost made it worse, because ...

Sissy Mission 5 Stacked Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 5: Stacked Sissy By Cheryl Alison Everyone in the hardware store was staring at me. The checkout lady at the front of the store stared when I walked in. The mother and her teenage daughter stared. The guy in the back at the engine shop stared as I walked by. As I...

Persuaded to be a Sissy

Persuaded to be Sissy Note: This story is almost completely true. I will fill in for the parts that are not quite clear anymore. This happened about 15yrs. ago when Mistress Becky and I were younger......(sigh) We were living in a trailer park. I was still in the Navy, and was on shore duty assigned to a small dispensary. My wife and I were seriously thinking about me getting out of the service and starting my civilian career after 10yrs. of military life. I was dressing up...

Sound Sissy

Sound Sissy By Karen Singer Written in 2003, this is the first story I ever wrote. In fact, I thought I hated writing until I decided to write this. Now I can't stop writing. I am submitting it here to serve as a marker to show how far I've come as a writer since then - now that I am actively trying to find an agent for my "legitimate" books. As such, I've done almost no editing so it is pretty much in its original state. I know I went horribly wrong with this story near the...

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...

Forced Group Fuck

Hi friends am Vithu,22yrs,white,slim,slight girlish look I am a fan of ISS and now I decided to share my experience with you. I am from Thiruvalla, Kerala.This occur when am 19.even though I have some little experience in gay sex I don’t experience fucking. I was staying in hostel and as the college was going to close within 1 week I decided to go back to my home on the way I decided to watch a movie so I entered the theater. To my surprise there was only 3 guys that too very old for the que...

Gay Male

I m a Sissy

One day I woke up. Looked at my body, and thought to myself, I'd be way more sexy as a girl, I'd probably have more fun too. It's not like I'm overly girly, in fact, I'm quite masculine, girls can't have enough of me and I enjoy it. But there's this itch I can't scratch, I'm sure you know it too, a feeling of needing to be filled up and pumped full of, well you know. It's a shitty feeling, I let my hair grow out, now it falls past my shoulders and frames my pretty porcelain features well. See,...

Transsexual

Becoming Sissy

Hi everyone,I'm toni naomi, a sissy slut from ohio, and this is my journey into sissy-hood.Little about me:I've always been into cock.. but to scared to act on my desires. I've had said desire since I was very young. My family and piers have always been fag bashers.. and I would play along to try to fit in, act strait as possible. Spent my life with women to try and force my self strait. didn't work. I love women.. how they look.. act.. sound.. i want to be like them.. i want to try all the...

2 cock night for chastised sissy

I had been denying my sissy urges for months... 10 months, felt like an eternity. I had recently ordered a cb-6000s chastity cage and when it arrived I spent 3 days in a chastity induced cock addiction I couldn't shake. My wife miraculously got called out of town for a family issue on day 3 of my self inflicted chastity, we hadn't had sex for months so I wasn't too worried about being caught... almost want it to happen. I got home from work that night and within 5 minutes I was posting an ad on...

The making of me the sissy

I was married at 20 and it was ok for about 8 years until it all started to change including me. One day I came home from work and passed a electrician service truck at the end of my driveway with a black guy driving it. I went in the house to find Kim my wife of 8 years laying naked on the couch. I asked her what she was doing and she gave me a story that after the electrician was gone she was hot so stripped down to cool off. For the next year I found myself getting no sex hardly at all...

Punishment for a Sissy

Punishment For Sissy - By: PJD As soon as his wife Wanda went through the front door he raced up stairs to her bedroom, and went to her lingerie drawer. With trembling hands took out a pair of pink nylon panties, suspender belt, dark nylon stockings, pink lacy bra and a fulllength nylon petticoat. Stripping naked, he steeped into the suspender belt pulled the nylon stockings up his shaven legs, his pathetic tiny penis grew to its full two and a half inches, as pulled the pink...

Sissy Mission 4 Southern Belle Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 4: Southern Belle Sissy By Cheryl Alison Mistress believes in community service. So when she dropped the ad on my desk at home, I knew that I would be a faithful community servant within a short while. The ad read: Southern Belles Needed The Ladies' Auxiliary needs...

Sally s Little Sissy

Sally's Little Sissy I'd been writing a regular piece for a woman's magazine on unusual marriages when someone in the office said I ought to visit Sally and Pete Kendall. They gave me a number and I rang one Tuesday morning. Sally answered and said that she was more than happy to be the subject of an article, subject to the usual anonymity. She could speak for Pete and she knew that he wouldn't mind either. I asked about the marriage and Sally just said that it would be better if I...

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;...

Forever sissy

This story is based on something that really happened to me. Yesterday i cam out of the shower and, as always, looked at myself in the mirror. i always get pleasure looking at my soft little impotent cock resting on top of my ball sac. My fat titties bulging out to the sides and my rolls of flabby fat!! i've always said i look like i'm pregnant!! My pubic hair is gone and my underarms are smooth too. However my wife will just not allow the rest of my body to be smooth. Anyway, getting back to...

Forced to Love

Daniel shot her a grin and whispered in her ear. "It's okay, babe, I know she's your best friend. We'll let her tag along for now." A gorgeous blonde walked a few strides behind the young couple, her slender figure rushing to keep up. "Guys...slow it down!" Aubrey whined. Kayla rolled her eyes so that only Daniel could see. The truth was that she had been looking forward to spending a little alone time with Daniel in his dorm room. Opportunity knocked - how else could one...

FORCED TO CROSSDRESS AND I LIKED IT PART 2

FORCED TO CROSSDRESS, AND I LIKED IT!! PART 2 I walked out of the room picking up a package that was left for me by the door and left for the bathroom to change into what was purchased for me. As soon as I entered and closed the door I rummaged through to find a pair of black lace bra, panties, garter belt and high heels which I quickly put on, eager to suck and fuck cock. As I entered my darkened room I see Xavier stretched out on my bed with his huge cock standing straight up waiting for my...

Forced feeding

--Saturday morning--As every Saturday morning my master wakes me up att 07:00 sharp. And always in the same way.-"Wake up my beautiful sissy cunt" he says with a grin and yank the thin steel chain leech that is connected to the D-ring attached on the leather strap that is securely tighten around my ball sack. The yank is harsh but not unbearable hurtful.-"It´s time for breakfast!"I immediately wakes up.As always my master have me sleeping on the floor just below the foot end of his bed. My arms...

Forced to become a CD Slut Part 8211 2

Hi, guys Komal here. This is the part-2 of my story “Forced to become a CD Slut”. I ran to Anita’s apartment after dressing and barged into her living room. Anita was sitting on the sofa reading a newspaper. I screamed at her asking why she did this. Suddenly I felt a burning pain on my cheek like something just struck there. I also heard a muscular voice saying “Shut the fuck up slut, you should only open your mouth if you are asked to speak”. I felt like my head was spinning. Then I heard...

Gay Male

how i got my start as a sissy

. Growing up was tough . I spent a lot of my younger years trying to figure out if I was normal or not . Had many girl friends but still I had an attraction to cock . This all started at a very early age and abuse continued till upper ages from both sexes . I really started exploring my sexuality after I joined the army and got away from home . There I was used by other army high ranking men who knew what they were looking for . I had a command sgt. major for my first dom who took me out one...

how i got my start as a sissy

.Growing up was tough . I spent a lot of my younger years trying to figure out if I was normal or not . Had many girl friends but still I had an attraction to cock . This all started at a very early age and abuse continued till upper ages from both sexes . I really started exploring my sexuality after I joined the army and got away from home . There I was used by other army high ranking men who knew what they were looking for . I had a command sgt. major for my first dom who took me out one...

how i got my start as a sissy

Growing up was tough . I spent a lot of my younger years trying to figure out if I was normal or not . Had many girl friends but still I had an attraction to cock . This all started at a very early age and abuse continued till upper ages from both sexes . I really started exploring my sexuality after I joined the army and got away from home . There I was used by other army high ranking men who knew what they were looking for . I had a command sgt. major for my first dom who took me out one...

Master Turned into Sissy

This isnt my story, I saw it online and loved it so thought I would repost. If you see this and it is yours I will happily give you credit.deflowered like the fag she turned me into!Mistress positioned me so that i was facing her on my hands and knees as Master Michael knelt behind me,Mistress continued to verbally humiliate me as she ran her hands all over my body,knowing this combined with her removing my chastity for the first time in months would make me very hot and bothered and follow ANY...

Happy Birthday Dear Sissy

Happy Birthday Dear Sissy "My! What a good boy you are, Alan! It's so sweet of you to do the washing every day ? and I really do appreciate the sweet way you have folded all of my panties and other lingerie! Most boys wouldn't even touch them, let alone fold them so carefully!" She then tousled my soft curly blond hair and leaned over to give me a wet kiss. As she normally did it was a kiss on my lips. I had grown accustomed to her kissing me, and also to her wearing next to nothing...

My Neighbour Is A Sissy

I could not believe Danny my next door neighbour was a sissy just like me! I found his profile when I was looking for fellow fetishists around my home town on Fetlife, his profile name being Dani. At first I was unsure so with a sense of excitement I sent him a personal message and a friends invite. When he accepted my friends invite I got the chance to see more of his pictures including full face pictures and I knew it was him! With a sense of wonder I scanned through his pictures. He...

Inside the Mind of a Cocksucking Sissy

It has been a roller coaster of emotions the last couple of weeks. I am writing this as I think about a meet-up that is scheduled for tomorrow morning. This will be the second time that I get to suck this guy’s cock and my dick is hard just thinking about it. How did I get here? What happened the last couple of weeks? What are the emotions I’m feeling? Please read on to find out.I posted a story a couple of weeks ago about a meet-up I had with a BBC. It was a nice encounter. The dude had a...

Track Star Sissy

Track Star Sissy Author's Note - I actually ran track and cross country while I was in college. While I was never good enough to receive a scholarship like the protagonist in this story, the story is interspersed with tidbits from my time in college plus fantasies of mine. Some of the fantasies are somewhat dark and involve forced feminization or humiliation. I realize these aren't for everyone but I hope you enjoy reading as much as I did writing it. Chapter 1 -...

Forced Lust Blinded Part 1

This story was written with the thought of quick arousal. I haven't written stories in awhile, so bear with me please. Nonetheless ~ Enjoy :] Contents: Rape - Piss - Abuse - Slavery - Humiliation - Binding/Bondage - Gagging - Throatfucking - Anal Hint: If you want to find the sex parts, look for this * "No! Please!" The shrilling scream of a frantic mother echoed throughout the small wooden home. A woman in rags cried helplessly as she was knocked down to the floor, her body...

Forced at Work

Forced at Work I started at this job a year ago and noticed Darlene the first day. She had long blondish hair and was wearing a tight mini skirt, which showed off her curvy ass and nice legs. Her top was tight and revealed her nice sized chest. She also wore 4-inch high shoes. Although she was a programmer here, she dressed more like a secretary and did it everyday. The other woman in the office made fun of how she swished her hips when she walked (and they were...

forced by dad and brother

It was the summer of my 19th birthday, me and my brother both decided to come home to spend our vacation. Although my brother and I shared a apartment together, since we we"re both in the same university, but i often noticed him looking at me in a "hungry way". I wasn"t gay, at te time I was what you would call a player, going from one girl to another. We were heading down to montreal from Boston, and it was a long drive. We were taking turns driving the car because 6hrs is way to long for...

SISSY

SISSY Looking at me now, one will have an extremely difficult time believing this story. But let me assure you that every word is true. It started late one spring afternoon. The weather was typical spring weather, windy, wet and cold. I was walking home from high school, hoping for a ride. I had just turned 18 a couple of days before and was within two months of graduating. My options after school were causing me much concern. I was very small, looked 16 and feminine. If you’re thinking...

TIGHTY TIGHT SISSY

POLLY GLOSS HOOKS UP WITH TWO UNHAPPILY MARRIED MEN FOR TIGHTS/LYCRA FETISH FUNI met Pat and Len via a fetish forum for lovers of crossdressers and tights enthusiasts. We shared saucy messages and pics. It was fortunate that they lived nearby, as I had told them in no uncertain terms, that I wanted them both. My hungry eyes behind my shiny stocking mask longed for their hard mature cocks in their tights, in my mouth and, naturally, up my arsehole. The fact that they had wives only deepened the...

Many Firsts for Sissy

I have always had a desire for dressing femme and having submissive thoughts ever since I can remember. I started like many other gurls by trying on my mother's lingerie and loving it. Things gradually escalated to shaving (thankfully I am blonde and not very hairy naturally), experimenting with make-up, and inevitably sucking cock at the park toward the end of my college days. I was on my way to being a true sissy gurl now that I reflect on it. Everything I did was subconsciously geared toward...

Birth of a Sissy

I met Jeff one day at the nearby tennis courts. I could never have imaginedwhat the result of that meeting would be. I suppose I should tell you a bitabout me. I'm a happily married 34 year old. About average in mostrespects. A little spare tire trying to form around the middle but indecent shape. I wear my hair short with a mustache and goatee. I had beenmarried for about 6 years and had been physically faithful to my wife. Isay physically, as I did think about other partners on occasion,...

Being a good slutty Sissy

Being a good Sissy for my mistress“Hey Martina. do you like what you see?” Samantha, a very beautiful shemale with tits size D, asks standing in front of me. A smile curls her lips as she strokes her 8 inch cock.“Yeah, I'd love to play with a cock that big.” Martina says licking his lips at the sight of pre-cum dripping from the tip of her cock. I’m a 5 feet 11 tall sissy original called Mark. If I have to dress for my shemale mistress as a sissy gurl I call myself Martina. “Well then, come and...

Introduction of Sissys

Indoctrination School for Sissies ? by: latexslut Chapter 1 "Mr. Phillips, as we will call you," she paused, looked at him disconcertingly and continued, "for now." She paused again and returned her deep green eyes back to the file before her. "Your file is most distressing. Most! Do you have any thing to say in your defense?" John Phillips was gagged and handcuffed, and roped to the small wooden chair, with two extremely well toned attractive women on either side of him. But...

A Cockold Sissy

A Cockold Sissy Part 1 By Tiffany Scott 2006 Denise, the woman I had been married to for the last 11 years knelt between my spread legs with one hand planted firmly on my lower back for added support, while she grasped the terrifyingly huge cock that stuck out where her thighs met with the other. She laughed as she listened to the muffled sounds that managed to make their way past the fat ball gag filling my mouth. "Oh don't worry my sweet little bitch," She coo'd as she rubbed the...

Truck Stop Sissy

I had passed the layby numerous times on my way to work, always with an eye to using it on one of my 'walks on the wild side'. Well tonight was the big night, dressed in my purple PVC slutty mini dress, black and purple lacy basque with integral suspenders holding up black fishnet stockings. Panty wise I had on a purple G string that barely contained my throbbing cock. I say barely, it was quite embarrassing that my cock was small enough to fit, even when hard! A thought that sent a...

Cuckold Sissy

Cuckold Sissy It began at my wife's Christmas party. Consuming too much wine, my lovely wife wanted to dance with everyone. She was having the time of her life but everything changed in a matter of minutes. As I watched her change dance partners, Marcus, a large muscular jock finally got his turn with her. Fortunately, or unfortunately, the music changed to a slow dance. Ann seemed to just melt into his arms and body. She was tired and drunk. Marcus moved slowly with her, holding her...

Forced into the stall P2

In the morning my dick was rock hard from dreaming about how good it felt to feel the warmth of a thick cock being pushed into my mouth. As the days went by I was taunted more and more with my feelings and finally decided I should relive the experience once again. Knowing that I could possibly end up dead didn’t even bother me one bit, I guess being a 14 year old with a high sex drive made the risk seemed well worth it. My parents had told me earlier that they would be going out for dinner...

Forced Ejaculation Anthology

In the not so distant future of 2088, in a strange reality where 80% of the world's population is female and men are the submissive gender, men cope with being sucked, fucked, and otherwise milked of their sperm on a daily basis. Society is completed dominated by female desire for male seed, though no one quite knows how or when it started. What they do know is that being a man marks you for life as a semen factory that women can use anywhere, any time... and after the “Female Satisfaction Law...

Forced Creampie

I am naked on the bed face up, my arms and legs tied to the four corners of the bed. Suzanne is also naked and about to fuck me. We met earlier at her place and proceeded to wrestle around on the floor of her large bedroom. At the time, I did not know she had plans to fuck me, I live down the street and just thought she was into wrestling. She is much stronger than she looks. At 5' 5" she is about 80% muscle, 10% fat and the rest water. She is a triathlete, and a very good wrestler. Her thighs...

Forced to pay the rent

This was going to be the last time that Camille decided to skimp on the rent. John, the landlord was tired of seeing her drive up to the apartment in her dad's BMW while she was behind almost three months on her payment. He had let her slide the first couple of months because she was cute and he thought that being nice to her would pay off in some perverted way at some point in the future but now it had gone too far. John had called some of his friends from high school and told them to meet him...

forced into Submission

I had just entered college, moved to the big city, with neon lights, all night clubs, non stop parties. I thought that this was the life, in my early twenties , enjoying that I could be fucked or fuck who I wanted too. I was just living life to it's fullest. There was one set back to this life, many young men was being found murdered after they had sexual relations. No one trusted who they did not know, the field of new meat was shrinking. You often found out that you either had just had sex...

Forced Feminization of Cloud

Cloud was slowly returning to his senses. He knew it wasn't good idea to infiltrate Don Corneo's mansion in the female clothes. It was Aeris who made him wear them. They almost managed to reach their goal, but when they break into Don's room, that fat ugly mobster used some kind of gas to turn the tables. Cloud did his best to fight, but that damn gas put him into sleep instantly. He found himself still in this same, blue dress that Aeris bought him before. He was sitting on the...

Forced To Be A Girl

Forced To Be A Girl Synopsis: Nathan knew that he was a girl and started to dress as Natalie with his parents' approval. Then one fateful day, his best friend meets Natalie. Their relationship grows as Natalie takes over Nathan until an event forces Natalie to take over. [][][ ] I've known that I was a girl ever since kindergarten when the bully Chuck spilled paint all over my play clothes. Momma Leslie got me a green dress with matching panty, white apron,...

Forced Perspective Chapter One

Forced Perspective One I sat in the back of my robo-cab answering a few last minute work emails, anticipating the long weekend ahead with great relief. I had no plans, that was the plan. Work had been so all consuming for the past two months that I'd barely had time to take a breath. Just as I sent away my last email, the robo-cab smoothly pulled up to my apartment building. The cab door slowly slid open as the A.I. gave me its canned farewell in a slightly robotic voice. "Thank you...

Forced Inc Invitation to Dinner

This tale is about a young housewife. She has straight shoulder length brunette hair. Her face is slightly freckled with an upturned nose and grey eyes. She is very curvaceous with big boobs and large hips. I've based her on Yasmin Bleeth from Baywatch and so called her Yasmin Bleat. Her husband Tony works in the small town's only real business the tyre factory. He is a junior manager in the business owned by the local rich family the Beavis brothers. The pay is poor and he works very hard...

Forced Entry

Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world. Danny was a large man in his forties and was running to fat. He was dressed in a travel-weary navy-blue business suit, a crumpled white shirt now open at the neck, and a ratty tie. He was attending a convention for accounting software distributors at the hotel, and he mistakenly believed...

Forced Into IncestChapter 7

It was about an hour later when the two guards came back. As soon as they entered the cell they could see the cum on the floor below the tied couple. "Damn, Giovanni, look at that, the boy came in his mother's cunt and it dripped all over the floor. He either cums like a horse or they did it more than once. Get some good photos of that." Laughing, Giovanni brought his camera out and took pictures of the embarrassed couple. Then he untied them. Amanda gasped as she lifted off of her...

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