Crossdressing Sex Stories

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Infinite Scroll

My Best Friend Jenny

by DanielTriesToWrite on Apr 13, 2020
Erotic Couplings

Jenny plopped down on the couch beside me and put her beer down on the table. In a well practiced move she handed me my beer while I handed a controller back to her. "What's next?" she asked and took a sip from her beer. I thought for a second and said, "Street Fighter? Or Gears maybe?" "Gears sounds good to me," was her answer and she put down her beer....

Bachelorette Party Chaperone Pt. 03 - Finale

by KingBandor on Nov 18, 2019
Loving Wives

Chapter 13 I was in a near panic after the video came to an incomplete end. I was frantic to know what had happened but could find no other videos posted to the site showing my wife. Maggie was still not due back for a few hours. The longer I waited, the more agitated I became. I needed to get out of the house. I didn't know what I would do, but I knew I co...

Fuck Buddies with Privileges Ch. 06

by Ratamaquee on May 12, 2020
Romance

Fed, Fucked and Protected - December 22 Six years after we both graduated from college I ran into Allison Caroll in the mall. While we were only casually acquainted in college, we found out that we had a lot in common now. Namely we are both obsessed with work and career. That was two and a half years ago and at the time Allison was an accountant with aspir...

Cuck'd

by kurrginatorX on Dec 23, 2019
Interracial Love

Brad Applegate sat alone at a table in Mama June's, the only bar in town where live Blues music played seven days a week. Tonight was open mic night, so a few locals were present to hone their craft while looking for their shot. It was a Wednesday, ten p.m., and though the crowd was diverse insofar as ethnicity was concerned, it was still sparsely populated;...

Lyssa Turns a Trick

by CrazyLyssa2020 on Dec 14, 2020
Exhibitionist & Voyeur

I looked at my husband of ten years unsure of whether he was joking or serious, my answer came soon enough when he showed me his phone and confirmation of our passes for the weekend. "Wow, I thought this was all just a fantasy. I mean, I like our little games and dressing up sexy but never thought you wanted me to really go through with it." Jack looked at...

Alan And The Doctor Ch. 01

by Quietoldie on Sep 26, 2017
Transsexuals & Crossdressers

Alan Slater likes his doctor and trusts him. His GP Dr Greenbank has helped him with his medical problems for twenty years. But when he goes to see him about an embarrassing personal problem he finds he has retired. His new doctor is Edward Newman. Dr Newman is a tall imposing man who immediately impresses Alan. He falls under the man's spell and Alan decide...

Camille Ch. 01

by silversun84 on Sep 16, 2017
Letters & Transcripts

Author's note Camille is 23 and lives just across the water from me in France. She is 5'7 tall with blonde hair, blue eyes, ample 36D cup breasts and a cute smile. We met online late one evening, her opening sentence says it all. This is slightly tamer than some of my other chats, but I still do love Camille's shyness coupled with her growing horniness. You...

Partridge Family Love Ch. 05

by philsogood69 on Sep 25, 2017
Celebrities & Fan Fiction

Disclaimer: This story is based on characters and situations created and owned by ABC. No money is being made and no infringement is intended. Chapter 5 ***** Shirley woke up early the next morning just as the sun began to rise. She heard the sound of heavy slow breathing and turned to head to see her oldest son, Keith laying in bed asleep next to her. Th...

The Free For All

by MissAyda on Sep 13, 2017
First Time

Disclaimer: while the story does take place in a high school, high schools in this fictional world begins at 18. That means that everyone in this story is over 18. The story is completely fictitious, and any resemblances in the real world are coincidental. ***** This story really began when I was sitting up way too late reading up on something completely d...

Deny Me Please

by Salamando_Flames on Sep 19, 2017
BDSM

Kim watched with fascination as her hand slowly stroked Cole's cock. She was seeing all sorts of strange lines and auras of energy flowing around his throbbing organ. Well, not actually "seeing" them, but "sensing" them, and in her minds eye picturing the lines of energy like a glowing web. It was very difficult to describe these new sexual senses, brought o...