Free Stories

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The Story of Stephanie (Chapter 5)
After that trip to Kinky's Closet, things quietened down a bit for me. I wasn't really dressing as much and wasn't online as often. Then my life changed. I started a new relationship with a woman. Slowly but surely I felt myself falling for her. But she was very different from girls I'd been with pr... Read full Story
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Becoming My Roomate's Wife
Him becoming my master started a year ago when we moved in as roommates – we are both in our mid 20's and had relationships break up at the same time (we were sharing apartments with our girl friends at the time). We have known each other for more than a decade and have no secrets from each ot... Read full Story
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My True-Love Story
My name is Kim Young. I'm a happy and healthy nineteen this year. This is my very first story (but not my first "submission!") My story begins five years ago, when our neighbors moved in next door. I'll always remember that sunny April afternoon in Omaha, when they climbed out of their ... Read full Story
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Caught In Your Wife's Panties
DRESSED IN YOUR WIFE'S PANTIES I called on a girlfriend of mine the other day and you'll never guess what. I'd gone upstairs to use the bathroom, and I noticed her bedroom door was ajar and, me being a nosy fucking bitch, glanced in. What did I see? I saw her kinky husband pulling on a pair ... Read full Story
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The war in my mind
"I found that I wake up at night to watch sissy hypnosis. I think I'm addicted and more than I look, the more I become a real cumslut. Everywhere I look, I see guys and I secretly beg to get ass pounded". Started to deal with my sissy around 16-17. At this time I didn't know a... Read full Story
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My Job, For The Past Five Years
Hey, everyone! This is Eva Patricia Meglesch and I am really pleased to welcome you to my personal Sissy Social page! I am currently located in Bucharest, Romania and I have been employed for the past 5 years as a Front-Desk Receptionist for a women's fashion/clothing& accessories compan... Read full Story
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ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
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Honeymoon Suite 2
Jason is on the phone with room service, while I am about to change out of my wedding gown. I had just got married, and I was now the blushing bride. Yes I got married. I was nervous now and my pussy was burning, because of the crazy bet we had made about not having sex a week before the wedding. We... Read full Story
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Why does cock look so good on a girl ? P.2
The gorgeous little honey I considered "The Perfect Woman" having every feature I find most desirable, pulls out a cock!!!!! WTF???? I was agitated as hell with almost having my orgasm ruined. My only consolation was that it was quite the contrary, it was awesome and by the time she showed her cock... Read full Story
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2.ΜΕ ΕΝΑ ΦΙΛΟ ΓΙΑ ΤΣΟΝΤΑ ΣΕ ΚΙΝΗΜΑΤΟΓΡΑΦΟ Μια φορα με πηρε ενας
2.ΜΕ ΕΝΑ ΦΙΛΟ ΓΙΑ ΤΣΟΝΤΑ ΣΕ ΚΙΝΗΜΑΤΟΓΡΑΦΟ Μια φορα με πηρε ενας φιλος μου να παμε να δουμε κινηματογραφο τσοντα.Δεν ηξερε τιποτα για εμενα οτι ειμαι crossdress.Εγω τις περισσοτερες φορες μεσα απο το τζιν φοραω καλτσες η καλσον ανοικτα απο κατω, σουτιεν η μπουστακι και φυσικα στρινγκ.Η αισθηση του ν... Read full Story
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The Story of Stephanie (Chapter 2)
So there I was. Kind of at a crossroads. I didn't know what to do with myself. The months previous, anytime I had free time on my own, I was crossdressing and going on cam getting a thrill out of men watching me. Men! That was just strange. But I didn't know what to do with myself. I really did get ... Read full Story
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Being Shemale
Every night I wear make up and dress up in a sexy lingerie. I stand in my balcony late night trying to lure men and women driving on the road. Last night a truck driver stopped near my house to inspect his vehicle. During his inspection he suddenly saw a long legged booty women in the balcony inf... Read full Story
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Porn Princess
They say if you are going on a journey of revenge, to dig 2 graves, one for your enemy and one for yourself. I thought I understood the meaning of that saying, but never so much as right now. My name is Dan, and at the age of 21, I had been working for nearly 2 years as a production manager for ... Read full Story
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Depois da Senhora dos Anéis, o negão superdotado!
Oieeee.... Sou Paula CDzinha. Esse conto aconteceu no início de 2016. Espero que vocês gostem, eu estava começando minhas aventuras pela Capital Federal até me transformar no que sou hoje, Paula CDZinha a primeira pornstar da Capital Federal. Vamos ao que nteressa: Olá, este é meu segundo conto.... 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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Anastasia's Life
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, Barb... Read full Story
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Am I gay?
Please help me. I'm confused and unsure if I am gay. I feel so ashamed of myself. I don't want to be gay but I was molested by my neighbors at 6 years old and from then on I would wear my mom's panties or sniff my sisters while masturbating. Cumming would always make me feel guilty for what I have d... Read full Story
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A hole new world unfolding before my eyes.
When i was still a little boy, i was always surrounded by women, i was raised mostly by them, so i always was in touch with that feminine side of mine. In addition my sexual desires and cravings developed actually kinda fast. I remember loving the feeling of watching my mom's wardrobe specially her ... Read full Story
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Need A New Keyholder/Daddy
I get an erotic thrill off of the thought of another man "owning" my body and having control over my sexual pleasure. I enjoy having my boyclitty, my cock, locked up in a chastity cage; it represses my erections, hides my cock so I rarely see it, and denies me any of that little sexual pleasure of t... Read full Story
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Why Do Guys do this?
Why do guys on the porn, dating sites and social media sites I'm on want to chat live on video all the time? And if I don't agree they unfriend and even block me. Why? Aren't my videos and pixies good enough? They are of me...they ae real, and not photoshopped (except for sharpness and clarity.) I h... Read full Story
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My Fantasie: I am a sissy slutty stripper
My favorite fantasie: I am myself but with a feminine body, but with my cock and with real breasts and a pussie, dressed in heels with lacy anklets, white hose and garter belt, white high-cut lacy panties, white lacy bra with nipples exposed, pageboy short blonde haircut, rhinestone necklace/br... Read full Story
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story of Jojo
Some find it confusing of who i am or what i am, including me. i found some kind of definition: femboy A young boy who presents extensive feminine mannerisms and actions often blurring the line between a boy and a girl. Can be confused with a cross dresser, but it usually refers to boys at v... Read full Story
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Sissify Your Boyfriend Manual - transation
original= manual-sissificar-a-tu-novio-4979 Used google translate, found some pronoun/object/context issues, and I believe ladybug = ladyboy Sissify Your Boyfriend Manual MANUAL FOR WIFE/GIRLFRIEND TO SISSIFY YOUR MAN, DISCOVER HIS SUBMISSIVE SIDE AND TURN HIM INTO ?HORNAND? AN... Read full Story
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Lust and Love with Leona
This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... Read full Story
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Would You
'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her sk... Read full Story
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Amanda and Me Chapter 2
I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. ... Read full Story
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First Time Outdoor Festival Fantasy
Fantasy Setting: Summer time in the mountains of Colorado the perfect bluebird weekend we all dream of. The day before an underground rave in the mountains all my friends bail on the show and was now left with either not going or going solo. Well I deiced what the hell and I'll go solo an... Read full Story
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Gargantua
Women do not have penises or testicles. These sex organs are specific to men. As the boy in Kindergarten Cop demonstrates, even young children are aware of this most fundamental fact of life. However, in the genre of erotic fantasy art known as futanari, hermaphroditic "dickgirls" defy nat... Read full Story
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It does not get any better than this
15 years ago, I went into my older b*****r's room to grab a porno mag. He had stacks of them all over the place. I wasn't too choosy. I picked the magazine off of the top of the pile that was closest to his bed and went into the bathroom. My usual routine was to open the mag, find a babe, pull out m... Read full Story
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It doesn't get any better than this!
15 years ago, I went into my older brother's room to grab a porno mag. He had stacks of them all over the place. I wasn't too choosy. I picked the magazine off of the top of the pile that was closest to his bed and went into the bathroom. My usual routine was to open the mag, find a babe, pull out m... Read full Story
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True story, TS 3-way
This is a true story. It was a typical night in Pattaya Thailand and I'm still recovering from the 25 hour flight from Tennessee to Bangkok that I flew just days before. After a few days in BKK, I arrange for a hotel car to me to Pattaya, a seedy explosion of lights, blaring music and drunken ... Read full Story
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Inevitable mistakes happen for a reason
My life has been challenging and has changed since my ex left me. We grew into complete opposite people, no sex life which led me to watching porn every time she worked her night shifts or if she was out all weekend being a slut. I discovered shemale and ladyboy porn and I was instantly hooked and a... Read full Story
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Transsexual Actresses Part 1
The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... Read full Story
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Transsexual Actresses Part 2
On the way to Florida, in 1992, Meghan stopped in New Orleans, Louisiana. Her visit to this city lasted an unexpected five years, during which time she began her transformation into a transwoman. A popular nightclub, Papa Joe's, was looking for a replacement for a transsexual who had played Madonna,... Read full Story