Ts Dominates Guy Story Fetish Enema Stories

219,349 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Girlfriend's Dream Comes True

by add1cted on Sep 17, 2017
Group Sex

It's been four years since I first met my girlfriend - Annie. I fell in love with her straight away. She was all that I've dreamed about before. She is 175 cm tall, cute face with black hair, big tits which she likes to show off and a nice round ass... and a big pervert also. Her sex imagination is beyond anything I've seen in porn movies or read in stories...

In a Neighborly Way Ch. 02

by KristyT on Sep 16, 2017
Transsexuals & Crossdressers

(Summary: A couple sexually befriends a beautiful woman neighbor. In Chapter 1, they get together for the first time, as couple invites her over for an evening BBQ. Wife serendipitously sexually engages neighbor, and neighbor eventually seduces them both that evening. But, neighbor lady never takes her pants off the entire evening! Couple decides to each kee...

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 New Adventure...

by johnjinglez1 on May 16, 2018
Transsexuals & Crossdressers

I saw someone begin a "diary" of their experiences as a sissy on here recently and it inspired me to give it a shot myself. The following will be true stories from my past starting from the first time I ever hooked up with a Tranny / Cross dresser / Sissy. First things first, I consider myself to be a straight male; despite having had sex with all of the a...

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...

Several Stories from Somewhere Else

by Freyasbearn on Mar 11, 2018
Fantasy

This is the landing page that will take you to the several stories re-archiving here. I am also using this section for new stories with the same themes as my other stories. That way I don't have twenty different stories all over the place that cover the same stuff. You can get it here. If you want to add on, or take a story a different way-- please, please d...

Open in Reader

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

Open in Reader

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...