Cross Dress Stories

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Change of Fate

by Neorotoxin on Sep 16, 2017
Transsexuals & Crossdressers

Foolish choices fill most every persons life at least part of the time. Most of these choices are harmless enough, and don't leave much of an effect on our lives. Other times, like this, we make a choice that forever changes our lives... I used to be a normal guy, like many others, at least for the most part. I dated normal women, and did normal things. The...

How I Became Sissy Willow Ch. 01

by willow619 on Sep 12, 2017
Transsexuals & Crossdressers

Description: A married cross-dresser's fantasy to dress and serve becomes reality at the hands of his wife and her lover. Fern and I had been married for three years. Our sex life had become bland, routine, and, frankly, I preferred masturbation to the work it took to cum by intercourse. I was pretty sure that Fern felt that way, too. You see, my cock is, a...

The Salvation of Paula

by jjsharshaw on Sep 16, 2017
Anal

"You know what turns me on?" "What?" "I frigged off the other night looking at a picture of your wife - your sweet, virginal wife. "I dreamt that you had just finished fucking me and she was wearing a dog collar with a leash attached to it and the leash was attached to the foot of the bed. "I got up and sat on my knees at the end of the bed, looki...

A Night Out with Master

by jctrav on Sep 14, 2017
Erotic Couplings

You decided one night that we were going to go out on the town. Dinner and a little something extra, but you wouldn't tell me what. You told me to dress up but not to wear a necklace, so I do. My red silky, slinky, dress, my hair up, my only pair of high heels, dangling earrings, a few rings, my Pandora bracelet, makeup, the whole nine yards. It is already...

Discipline Correspondant 06

by niteowl2003 on Sep 13, 2017
BDSM

Tammy cooked an excellent meal and after sharing the washing up, I announced it was time to play. I instructed Tammy to go shower the dried cum off her cunt, after she had licked the dried cum from her knickers, to dry herself and then join me in the guest bedroom. Meanwhile I retrieved the ice cold cucumber from the fridge and pick up an aerosol can for whi...

Doctor’s Visit

by LonelyLez on May 6, 2020
Fetish

All characters who engage in sex are 18 years old or older. Feel free to comment with any requests/ideas. Hope you enjoy. ——————————————————————— Daniel Cross sat in the waiting room, his cheeks burning. The reason for his embarrassment was the fact that his mother was sitting in the chair next to him. “Mom,” he said exasperatedly, “I’m eighteen now, I don’t...

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Be Careful What You Ask For...

by StephanieLGFrancis on Sep 16, 2017
Transsexuals & Crossdressers

I've been living with Janet for ten years now and for the first eight all was well. But over the last two years things have changed completely, and not for the better. I started looking at various sites over the years, you know the type, and I concentrated on cross-dressing and transvestite sites. But this would only be every now and then. I did look at othe...

College Surprise

by webbyhose on Sep 16, 2017
Transsexuals & Crossdressers

I was in my 2nd year at college and was sharing a house with 4 other students. It was summer and for 8 weeks I was getting the house to myself. My parents had gone away for summer and I had decided to stay. Ever since I had been 11 I had been a cross dresser and panty sniffer. The house had one girl called Ruth and had sniffed and jerked off with her panti...

Feast for the Demoness

by StrangeSuccubusLover on Sep 16, 2017
Erotic Horror

So tell me. What do you really want, she said. I was thrilled and terrified. I knew this was a horrible idea. I also knew as I looked at her image that over and over every day. Back and forth fighting with what I thought I ought to do and what I wanted more than anything else. She kept changing her image. Revealing a bit more of herself each time. Then when...

First Time Sharing My Sub Pt. 01

by DsCouple1985 on Aug 24, 2020
BDSM

It's not late yet, when we leave the party. The din of laughter, music and overlapping conversations fades as we cross the gravel yard from the main building to our cabin. The night air is cool but not cold as we walk, chatting as we go. I have some time to reconsider my proposal to him, as the three of us cross the yard. It felt so natural, in the heat of...