Ts Cuckold Story Stories

141,441 results
Orientation
Length
Source
Infinite Scroll

Story Tags and Searches

by wishfulthinking on Sep 18, 2017
How To

I read this really great story a couple of months ago, but I can't find it now. I'm sure it had black/blue and/or orchid in the user name, and it was about a girl and her boyfriend at her boyfriend's place for a party, and she ends up sleeping with his cute dad. (If any one knows the story I'm talking about, please PM me! Seriously) I've searched: boyfriend...

A TS Friend Pt. 01

by crypticguy143 on Nov 14, 2017
Transsexuals & Crossdressers

Hello readers, hope you enjoy this story. I am 32 years old guy and live near bay area in California. I have had a thing for Transsexuals since long but have not been fortunate enough to meet one. This story is a work of fiction and inspired by some of my fantasies. I might commit some grammatical and factual errors and I apologize for those in advance but I...

TS Madison Tops Brian Pumper!

by Samuelx on Sep 17, 2017
Celebrities & Fan Fiction

Lying on his back, legs spread, the African-American porn star and icon known as Brian Pumper was right where he was born to me. Smiling wickedly, TS Madison, also known as Big Dick Bitch, the world's most famous transsexual performer, was ready to give her biggest fan one helluva treat. Oh fuck, Brian Pumper said, moaning quite deeply as TS Madison pushed h...

The Black Porn King

by Samuelx on Sep 14, 2020
Celebrities & Fan Fiction

"You know you want this," TS Madison said, smiling as she worked her long and thick ebony cock into Sean Michaels ass hole. In this motel located in Van Nuys, California, the action was heating up. The tall, dark and handsome African American porn king made quite a splash in the adult film industry when he went from fucking sexy women of all races to banging...

CL Hookup

by Throwgay1999 on Dec 10, 2017
Transsexuals & Crossdressers

I'm straight (bi?), but have been experimenting with a lot of different fantasies recently. Just kind of having fun and trying stuff out. Being with a TS woman I've always found hot, as well as strap-on stuff with hetero women. This is a story about my first time with a TS. Names and facts changed but of course sex stuff is true. I put an ad up online with...

TS Madison Simply Rocks!

by Samuelx on Sep 16, 2017
Celebrities & Fan Fiction

African-American porn legend, amateur Rapper, YouTube sensation and all-around brilliant entrepreneur Brian Pumper smiled smugly as he slid his long and thick ebony dick into Lethal Lipps tight butt hole. The big-bottomed, caramel-hued porn starlet with the infamously thick, luscious lips and ever-hungry pussy purred contentedly as Brian Pumper's big dick fi...

Stewart, Neema and Mike

by Sub_Hubbie on Sep 15, 2017
Loving Wives

This is a story about a submissive husband, humiliated and cuckolded by his wife who he adores, and who appears to have feelings for him. If you don't like wimp cuckold stories, then you're not going to like this one. Thanks to kjplotts for editing and providing such kind feedback. All credit to you. The mistakes left are mine. ***** Neema hummed to he...

A True Story Of Feminisation

by Pippa on Sep 16, 2017
Fetish

I was just entering my prearranged destination. It was 11 pm and just before I paid the admittance fee, I stopped to look at myself in the mirrored walls. Reflected before me was a sexy, if a little sluttish looking woman in her thirties. The only discrepancy being that I was actually a 37-year-old man, happily married and, here at the precise instruction of...

Pippa's Story

by Pippa on Sep 13, 2017
Fetish

I was just entering my prearranged destination. It was 11PM and just before I paid the admittance fee, I stopped to look at myself in the mirrored walls. Reflected before me was a sexy, if a little sluttish looking woman in her thirties. The only discrepancy being that I was actually a 37-year-old man, happily married and, here at the precise instruction of...

Sandy TS

by Transfix on Sep 12, 2017
Transsexuals & Crossdressers

The first part of this story is true. Having found myself on an online dating service, I was only looking for women to meet. Little did I realise that would include a lovely Pre-op, called Sandy TS. After seeing the photos, I was captivated and started to dream about her.......I hope that you will as well. I do not know what happens to a body when it goes on...