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A Night to Remember
I have always had a strong fetish for stockings, garters, sheer panties, heels and other sexy lingerie. I've always required my women to dress this way for me. Even when I walk through the lingerie section in a department store or Fredrick's and I can't help but want to look at the panties and stock... Read full Story
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Betrayed Chapter 6
Monday was the most vile, loathsome day of my life – for no earthly reason other than having to be me. The first thing I had to come to grips with was who 'me' was that particular morning. 'Lance' had to put in an appearance at the office. Back to the old routine, go out there and make the big... Read full Story
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Unexpected
Well my mom knowing I was a crossdresser and hell all about me and more.I have only talked to her on the phone since her sister Mary came for visit two weeks ago.Well aunt Mary didn't know that i was dressing as woman and living as one plus she didn't know at all about me and my mom being together. ... Read full Story
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Chrissie's New Client
I run a small investment consulting firm. Very small, actually it's just me. It's really just a cover business for what I really do which is to service my male clients clandestinely. There are an average 20-25 active clients. They are all successful proper business man, many of them you would class... Read full Story
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A Second Crazy Adventure Chapter 1
It started with a phone call one day, I answered my cell phone and heard, “Hi this is Greg from that night in my adult toy store, do you remember me?” I said, “Yeah, I remember, why are you calling me if you don’t mind me asking?” He replied, “I’ve got... Read full Story
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A Sissy's New Daddy Chapter 2
I hope you enjoy this second installment of 'A Sissy's New Daddy'. I worked hard on it and hope that it brings all of you the same pleasure reading it that it has brought me writing it. There are some extreme moments in this chapter but also some very tender ones. There was a line in the first piece... Read full Story
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Blame Abba
Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** Part 1 - Well, I knew I was bound to be caught one day .... *** Thinking back - wow! So much, in such a short time, or at least it seems like that. Whe... Read full Story
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Polish Maid
'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.' Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, l... Read full Story
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One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
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First Time
I'm not really sure how I ended up where I am. However, the events below are true and only the names have been changed. It happed to me over 15 years ago and my life has never been the same. It was my freshman year of college, being 35 in the middle of a mean divorce I decided to sell my condo an... Read full Story
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Downsizing Chapter 3
Work was going quite well. The company started to grow again, and some new personnel had been hired. Even unknown to me, there had been a couple of males hired in the last few months. Ms. Stanton had informed them when she got to the dress code that the makeup was a requirement, and that the one mal... Read full Story
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Dressed for Disaster
After a last look at himself in the full-length mirror on the closet door, Pat put his magnetic key in his purse and left his hotel room. He had done this enough times to be almost calm as he waited for the elevator. When the door opened, he was relieved to be greeted by an empty lift. It always ... Read full Story
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Anastasia's Life So Far
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barbi... Read full Story
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"My First Time"
I remember my first experience with a tgirl,i saw her ad on craigslist and was really turned on by how sexy and beautiful she was,i`ve always fantasized about fucking a tgirl and being fucked by one thats been my fantasy for a long time,so i finally decided she`s the one,it was her pictures on craig... Read full Story
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Pre-Birthday Party
so, what do you want for your birthday? just you. seriously, you can ask for anything. anything. and i will make it come true... seriously... anything? anything.... while i'm tied up, you want me to ask for anything? if you want me to keep playing with your cock ... yes. ... Read full Story
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My Shemale Fantasy
Allow me to introduce myself, i’m a young European man, in my early twenties, writing my first erotic story. This has been a fantasy all my life, it probably will remain a fantasy, but that doesnt mean i cant write about it. Ever since i was old enough to realize my raising sexual interest and... Read full Story
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Sissy schoolgirl and her black daddy
I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning... It was summer time. As always I spent m... Read full Story
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My cute, crossdressing flat mate
Boarding school fucking sucks. I'm 16 and the Captain of the Rugby team, build like a real man. Short cropped Blonde Hair and Blue eyes. Could get any woman I wanted.Locked away at an all boys school constantly. My parents live a long way out of the city so its not really practical to even go home o... Read full Story
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My First Night of Being a Sissy Cumdump
Well I first started dressing when I was about 14. One thing that I always noticed is that putting on slutty clothes makes me an absolute whore for cock and cum. Throughout High School I dressed in my alone time but never acted on my slutty urges from fear of being caught by my parents. When I moved... Read full Story
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A Night of Lust
I was out at a night club with a few friends, and we were there for for a while before I noticed this sexy, rather short girl across from me at the bar looking over. I could tell, even from this distance that there was something special about her, I wasn’t sure what that was quite yet though. The mo... Read full Story
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Shawshank affair
Courtrooms can be a scary place. They smell like older leather, the wood paneling has been polished with oil and each sound penetrates your body like a loud smack from a cap pistol, which echoes in the forest, especially the gavel smacking on a block from the Judge. I felt strongly that I would be f... Read full Story
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Late night park visit
It was 11pm on a Friday night, I was driving my car back from a failed meetup with a guy I met online a couple of days prior. I thought it was going to be an amazing night, so I spent close to two hours getting my makeup and hair sorted to look pretty for him when we met. I was wearing a short black... Read full Story
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Best session with a T Girl
I like T-Girls. Recently had a chance to go to Costa Rica for work. While I was there I decided to see what Costa Rica had to offer in this department. There is quite a good amount of girls to select from. I started texting this Tgirl and we set a time. I got ready and headed over. It was a Hotel th... Read full Story
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Honeymoon Suite
Two days after having been gang banged into ecstasy, I got a call from Lucas, one of the gang bangers who had brought me so much joy two days before. I was elated, but I tried to be calm and not let him know how happy I was to hear from him. He wanted to get together, just the two of us, for a more ... Read full Story
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Estelle
Estelle sat before her dressing table, putting the finishing touches to her makeup. She had prepared herself as well as she was able, as her lover tonight was her benefactor – as the kept “whore” of Marcus Smith she owed her whole self to him and indeed, she loved him, but more than that, she loved ... Read full Story
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a day in the life of Amber SissyZofen 264
And the days had passed one after the other and now it was the day of my date. He sent me a txt at 8.30 on Saturday morning to say he was coming And you remember he was leaving his phone at home in case his wife called You know I had sent him my address, parking advice and left the gate ajar. ... Read full Story
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Virgin Slut Cravings.
There have been so many times that I have had to hide how I felt because I lived my life denying who I was. I was a closet queen who was pretending to be normal. Some might have guessed my secret if they were observant. I didn't do things that other boys my age did. I love hanging out at home like a... Read full Story
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TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
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TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
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Crossdresser gets dick for first time
I was so tired of just watching porn. So tired of the sissy hypno threads that made me crave men, crave cock, crave being weak, crave being the bitch...only to cum and do nothing about it. But the desire to transition from fantasy to reality was growing stronger and stronger. I decided it was ti... Read full Story
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The Slippery Slope (Cont. from Beginnings)
As this is a continuation of the story from my last post, i will very quickly just mention the time and event that triggered this downward spiral into my sissyhood. It was in the middle of college, totally moved on from my previous escapades that i brushed off at the time as "experimentation&... Read full Story
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Why I’m a Cock Whore!
Hello Love, The summer before my freshman year in high school. I found a VHS porno video right next to a dumpster behind our local video store. Brought it home. Couldn’t watch it until my family left to use the VHS player. It turned out to be a she male porno at first I felt weird but after watch... Read full Story
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the orgiastic fever of a trans-milf
Simulating a woman, or the orgiastic fever of a trans-milf It's been two months since I moved to the megapolis, where I've discovered several places where the third gender goes. One of my first explorations was a huge lingerie shop in a MALL; I wanted to buy some sexy stuff without being noticed ... Read full Story
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Clothing and the Nude
In The Erotic Eye and the Erotic Senses, Stefan Beyst observes that various gestures and poses have been designed to display parts of the body that would remain otherwise unseen. Erotic art is a striptease, he points out, in which, sometimes, nudity is revealed to oneself, as in a mirror. Whereas, a... Read full Story
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Bewitched, Bothered and Bewildered
Vivian flipped through his mum's mail order catalogue, turning to his favourite bit -- the lingerie section. She had asked him to choose something for his birthday, a new fishing rod perhaps, a couple of golfing irons to add to his set, or maybe even some new clothes. The catalogue provided some ... Read full Story
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Aunt Cindy's Bizarre World
My name was Jim Rogers Jr. at one time. I was born and raised in a small town in a rural county in Oklahoma. My father James had been the pastor of the local Pentecostal Assembly of Jesus. Dad was what was known an ultra conservative hell fire and brimstone preacher. My mother's name was Allison. Sh... Read full Story
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Lady in the House
How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild mannered, and diminutive but highly successful accountant in his 30s ended u... Read full Story
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The story of how i began crossdressing
Entry #1: I guess i was 17 years old and broke up with my first gf back then. barely had any sex, so was horny all the time :P I decided to look online for couples and women who would be interested in camming with me, and a mistress responded to one of my advertisements on some swinger site ... Read full Story
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Anal Therapy
My new psychiatrist wasn't at all what I expected. When I saw her name in the phone book, I pictured a dowdy old lady wearing a long, gray skirt and flat-soled shoes. What else could Dr. Edith Doss look like? I got my answer when a tall, leggy redhead stepped into the waiting room. A tight, black... Read full Story
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Sissy story and 1st meet humiliation
I recently met up with someone to be a sissy slut for them and wanted to share what happened on my first meet. This is the genuine true story. I use the username indoblu on websites, but my sissy name is Holly so I'll refer to myself from now on as such. I'll mention my history as a sissy before tal... Read full Story
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Becoming a Sissy - My aunt my Mistress
For more than 6 months i’ve got this fetish, whenever my mom is out i crossdress with her clothes. It all started with porn, and slowly i got courage and from a pair of panties i ended up full crossdressed, with the make up made. Everything changed on this day, when i decided to crossdress even ... Read full Story
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DENISE IN BLACK FF NYLONS AND HEELS
I have a passion for corsets and black fully fashioned seamed nylons, which I like to wear with tight revealing tops and miniskirts or very clingy dresses. I always wear multi strap 10 or 14 suspenders with a tight lacing corset that reduces my waist and gives a sexy outline to my shape. My favou... Read full Story
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Slut /W Bad Boy
I was excited as always because I was about to go out in public and hopefully I will meet some horny man with some money and get laid. Now, to make sure that I am a picture of femininity, I double checked my makeup in several mirrors from many angles. My lips were perfect and I made sure my cheeks b... Read full Story
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How I sucked my first shemale cock
It was the beginning of the year 2023, in January, three days after New Year's Eve. I was driving home in the morning from a party 100 miles away from my hometown. On the highway, after going half the distance, I received a notification from my dating app, and I was like, "Oh, a new match", I'll che... Read full Story
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Pee-Boarding
Pee-Boarding (Another True Story)  It all started with a weeks holiday in 1997 at a Holiday Camp in Somerset, a place called St Audrie's Bay which was by the coast overlooking the Bristol Channel. St Audrie's was, and still is I think, a place Transvestites, Transexuals, and Sissies, could stay ... Read full Story
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A little favour
Day 1 – Friday My neighbor Kathleen called me up one Friday evening and asked me if I could come over to her apartment and help her with something. She lives in the apartment next to mine, so I went over there. She was sitting at the kitchen table talking to a girlfriend. They were finishin... Read full Story
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The invitation
The envelope was waiting on the mat when Jack and Sally got home from college to the small house they shared in North London. Sally scooped it and what was obviously yet another bill up from the floor and plonked them down on the table in the hall as she shrugged off her coat. The young pair were se... Read full Story
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The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
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Marla Makes My Wife
I'm kneeling on the edge of the bed, my stocking-clad wife moaning in ecstasy as my shaft moves in and out of her cum-filled pussy. I watch her breasts jiggle in time with our sex. But what's really driving me mad is the feel of a hard shaft of flesh moving in and out of my ass, complimenting my mov... Read full Story
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Once Upon a Tranny
Bob was having a time with the winter traffic. It had snowed last night, the roads were slick, and all too many people were driving like they had never seen the stuff before. He had started out early in what turned out to be a vain attempt to get to the office on time. Conditions were worse than he ... Read full Story
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The Invitation Part 5
This is the latest installment of a story about cross dressing and the changes in a relationship between a young man and woman at college. Bits are autobiographical, but not as much of it as I would like! If this is illegal where you live, don't read it. If this sort of thing offends you, don't ... Read full Story
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Young Hercules: Versatile Stud by The Fan
Prometheus Academy. It sat atop a hill, dominating the vast region of Thessaly, Greece. It was the most prestigious school in the area. The most famous men and women of the world came there to get their education. The sons and daughters of kings and queens, ... Read full Story
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The Neighbor Part 3
I was uncertain if it was the wine or just the intense sexual release, but I had drifted off into a deep sleep with my newfound lover in my arms, enjoying the silken feel of soft pink satin sheets, and feminine lingerie. Of course the feeling of my lovers warm cum oozing out of my well fucked a... Read full Story
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Cross dressed slavery
Oh just try it on, don’t act so…stereotypical.” I started to protest again, I mean I was not trying to be a jerk, but I did not feel like serving as Leena’s dress dummy all afternoon. I felt uncomfortable enough around her and her clothes. The way she dressed made me craz... Read full Story
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A Fantasy
Hi baby, You're sitting on a chair with no arms and you're naked. I walk over to you and I'm wearing 5" heels, red stockings and my red panties. You're not hard yet and when I sink to my knees between your legs I lightly kiss the inside of your left knee. My tongue glides up the inside of yo... Read full Story
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A Game within a Game Part 2
The first steps A few weeks later, after their 'special' marriage, on a Sunday morning, while having breakfast in their glasshouse, Helena asked Rob: "Are you up for a game, dear?" She watched Rob with some caution because she knew from the past, that 'games' did not always end well.... Read full Story
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