Shemale X Male Stories

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Infinite Scroll

The Brand Ch. 08

by Abraxis on Sep 14, 2017
BDSM

1 You are my trickster angel, my sheep in wolves' clothing, my dark temptress, with wicked, wicked hands and sweet, gentle mouth, you drive me to my uttermost distraction. There is the barrier, the angry open sea that keeps me from getting to shore. Then you, my rock; so slippery in the crashing waves. I grip your jagged slopes, and I slip, but you remain;...

Trailer Trash Teen Hates Rules Ch. 03

by RetroFan on Sep 19, 2017
Fetish

INTRODUCTION & DISCLAIMER - Waking up in a bad mood on Monday morning, trailer park girl Breanna drives her aunt, uncle and cousin Kate insane with her antics. But when bitchy nympho Breanna selects two guys to satisfy her sexually, maybe even she should have been more discerning! This kinky sex comedy set in the early 1990s contains strong language and adu...

Jenny's Summer Ch. 01

by nicecthulhu on Sep 1, 2017
Erotic Horror

Author's note: This story takes place following Holly's Winter and Cecee's Spring, but before Vicky's Fall and Oksana's New Year. However, this story was written immediately after Holly's Winter and before any of the others in the series. It should stand as its own complete story. I appreciate comments, feedback and constructive criticism. I Why is it that...

Helen's Night Out

by fordcurry on Sep 12, 2017
Mature

Chapter I Helen spent three Friday evenings in a elegant little lounge on the east side of town. She wanted to pickup men, she was horny, she craved sex, and this seemed like the most likely place to find horny males. The slightly past middle aged widow was a good looking woman, spending a number of days at the gym, another good place to find males. She was...

Pirate on the High Seas

by spitzharder on Sep 26, 2017
Transsexuals & Crossdressers

The westerly winds had been blowing steadily for the last three days as the old barque stood out to round the headland, the casual eye would not notice her stained sails were in fact quite new and only the briefest glimpse of copper showed that she had been careened recently. Salt stained timbers gave the ship a tired and dilapidated air, though the crew jum...

The Wonderful Adventures of Miss K Ch. 2

by BrettLynn on Sep 13, 2017
Transsexuals & Crossdressers

Welcome to the next installment of my wonderful adventures. I hope you enjoy reading this one as much as I enjoy writing it. I reserve all non- electronic and commercial rights to this work. If it is illegal in your jurisdiction to read this work, please do not read this story. * * * * * Miss K brushed a strain of hair out of her face as she backed her SUV...

Jess

by DaniW on Jun 11, 2019
Transgender & Crossdressers

I first met JD in the 6th grade at Westminster Middle school. We had several classes together and after being paired up repeatedly for science projects and other activities, we became good friends. Our days at school often extended to doing stuff together after school and on the weekends and eventually even the occasional vacation together. JD and I became i...

Wife's Friend with Benefits Ch. 04

by DarkBreezly on Apr 9, 2019
Loving Wives

Authors Note 1: I apologize for leaving this series for so long. A few of you have poked me over the months, so here it is finally. I have been working on a more visual/illustrated story line and that takes a great deal more time and effort to develop, so I wanted to get back to more story based lit. Please let me know in comment or message if you would like...

Wannabe Cuckold Gets Found Out

by tombrennen on Jan 20, 2020
Fetish

A little about myself before I start the story. A trim 35 year old man that would probably be diagnosed as a sex and porn addict. As long as I can remember, I've been extremely sexual. Starring at cleavage and tight pants, led to porn mags and the occasional video, led to the internet. Once the internet exploded, so did my sexual fantasies. Shemale porn, and...

It's Only Temporary Pt. 02

by ChangeYourPassword on Dec 24, 2019
Transgender & Crossdressers

Continued from Part 1 -- Read that first! Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story and the fetishes involved, great. If not, please forget t...