Dominant Shemale Fucks Guy Stories

159,994 results
Orientation
Length
Source
Infinite Scroll

The Arms Of A Woman

by Samuelx on Sep 13, 2017
Transsexuals & Crossdressers

San Francisco. Mariah walked out of the Bordello. She was getting sick and tired of that place. Sick and tired of working endlessly to satisfy the depraved desires of those people. How she loathed them. Since she began working at the Bordello, she had seen a side of humanity she had never thought was possible. The worst imaginable side. She was just anoth...

Becoming Victoria

by Writer345 on Sep 18, 2017
Transsexuals & Crossdressers

Prelude. I was happily married and still am, but things have changed; or should I say that things have been changed - I have been changed. I was or rather am still wed to Anika, a rather dominating Polish lesbian, who married me for reasons of her own that are still a mystery to me. I'm not the man that I was...Oh, this is so confusing I'd better start at...

The Imperial Infantryman's Uplifting Primer

by Naruyashan on Dec 6, 2018
Fan Fiction

(This is my first story on the site, and one of my first forays into the field of NSFW writing. Suggestions, requests, and feedback are welcomed.) I wouldn't recommend you go in looking for a very serious tone, though. As the synopsis suggests, this is intended to be a mix of lewd and humorous, and I can definitely see how that could put off some people. Als...

Open in Reader

First Time Sissy Maid

by bart2077 on Sep 13, 2017
Transsexuals & Crossdressers

I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for a sissy maid for ongoing service. I answered the ad, includ...

Allia, Futa-Freak

by TexanBelgianCutie on Mar 7, 2018
Fantasy

Allia felt a strange feeling luring her into the forest outside of the city walls. She felt more and more comfortable, warm, and safe as she approached her destination. Before too long, she came upon a large wooden house in the middle of nowhere. Thirsty, hungry and very tired, Allia had no other choice than to knock on the strange house’s door. “There’s a g...

Open in Reader

Made Up

by ChewToySub on Sep 15, 2017
Transsexuals & Crossdressers

My first story on Literotica! Hope you like x ***** For the longest time, I've crossdressed alone. I taught myself how to climb into girly clothes, how to roll on tights without tearing them, how to put on my wig without it looking like roadkill. It took time, but I slowly learned how to get myself ready to enter girl mode. But there's a few things I've ne...

Sister's Shemale Friend

by silkstockingslover on Sep 12, 2018
Illustrated

Sister's Shemale Friend Summary: Family seduced and dominated by an irresistible shemale. Note 1: This is a Summer 2018 Contest Story so please vote. Note 2: Thanks to DarkBreezly for creating the pictures in this story. Note 3: Thanks to Tex Beethoven, Robert and Wayne for editing this story. I came home from work a couple hours early, as our manager...

A Night with a Sexy Shemale

by MajesticLVR87 on Sep 13, 2017
Transsexuals & Crossdressers

This is a true story which goes deeper into my explorations of my sexuality in my younger years many people may not have the guts to share so much about their past I don't have that problem because I have met the love of my life and plan on sharing the rest of my life with her my adventures with other partners or random partners is over I have settled down s...

The Wish of a Submissive Older Brother

by SubmissiveJosh on Dec 20, 2018
Fetish

Hello people, this is my first story, I am not a native English speaker, so the first chapters might have some mistakes. This was already posted up to chapter 14 in other sites so I am just porting the story over to the Chyoa format. I would like as much feedback as possible. Don't be afraid to lay hard on me what you think and how bad my writing is! I would...

Open in Reader

Pool Party

by GuyIncognito06902 on Sep 26, 2017
Celebrities & Fan Fiction

Happy to share this story with you. This one is a bit odder than the usual fare and I warn you going in that this story involves well hung celebrity shemales. I kind of wanted to save it as a surprise twist, but that seemed a bit unfair to have the story seem like a typical lesbian celebrity story and then have it be about girls with hot cocks instead of cun...