Mature Shemale Stories Xxx Stories

83,342 results
Orientation
Length
Source
Infinite Scroll

Club XXX

by Nref on Sep 26, 2017
Transsexual

A/N If you like any of the content in the story please hit the like button, it really helps to motivate me to keep writing. Thanks and enjoy the story! Located in a rather rough neighborhood in the massive city, Club XXX fits in rather snugly with its dingy front and the 'Club XXX' sign flickering at random intervals, its neon red light illuminating the imm...

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Heather in Leather

by Inktligent on Sep 14, 2017
Fetish

Dan walked into his video rental store and headed to the back section. As he moved past the curtain, he saw a good looking woman was also looking for some porn. It wasn't very often that he saw females in here, and he felt slightly uncomfortable. Starting on the opposite end of the XXX video shelves, Dan sifted through the hundreds of titles. He looked for...

The "One Night in XXX" Story Event - Story List

by Literotica on May 6, 2019
Mature

Here are a few words from challenge organizer ChloeTzang: * Back in early February (2019), I (Chloe) was tossing around ideas with a few other Literotica writers for a Literotica Story Event (NOT a competition, just an “event” where anyone interested could write and submit a story on a common theme). It’s a great way to get a whole bunch of people kicked o...

Transwood High Pt. 01

by BoobVillian on Sep 16, 2017
Transsexuals & Crossdressers

The Shemale Bully Authors note: All the characters in this series are over 18, this is my first ever story so be nice :-) The story has a few main characters, which will be introduced over the course of the stories. ***** WAH WAH WAH WAH WAH!! Lauren groaned as she rolled out of bed and turned of her alarm clock. The day she knew she was coming all summe...

Going Gurly Ch. 01: Cara's Clitty

by anna_subCD on Sep 16, 2017
Transsexuals & Crossdressers

My stories are all true recollections of events from my life, as accurately as I can remember them, with two exceptions: 1. The names of my partners have been changed for their privacy; and 2. I have omitted any references to safe sex, because reading about people fiddling about with condoms is not to my mind very sexy, and in stories you don't need to be...

Amy Finally Lives Out Her Fantasies Ch. 02

by LuvAGoodPegging on Sep 11, 2017
Transsexuals & Crossdressers

(Author's Note: This is a continuation of "Amy Finally Lives Out Her Fantasies -- Shy Amy uses her strapon on Kyle". Thanx to all who provided such great feedback. Hope you like part two. Warning: this story contains male/female strapon sex, cum eating, and as the category suggests, shemale sex. If those aren't your things, you won't enjoy this story. Love t...

2016 Literotica Reader's Choice Awards Winners

by Literotica on Sep 16, 2017
BDSM

The stories and authors below were chosen by our readers as the best of 2016, in voting which took place here. Though these are not the only wonderful authors and stories on Literotica, they are worthy of praise and recognition. Thanks to all of the writers for providing us with hours of hot reading, and to all of the readers for your input, support, and a...

Just Another Story

by neoview on Oct 15, 2017
Transsexuals & Crossdressers

Once upon a time... "Wait, wait, wait! We're not actually starting the story like this, are we?" Said the short fat kid in his mid-twenties. "I'm neither short nor fat." He said while swallowing his stomach and lifting himself on his toes. "I'm not doing any of that. STOP GIVING THE READERS FALSE INFORMATION!!" The angry non-short, non-fat kid yelled. "H...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

My Wife, the TOP ONLY Malay Shemale

by yarracuda on Sep 19, 2017
Transsexuals & Crossdressers

Hi all, my name is yarra (not my real name perverts!!) and I am a proudly married matured male, now 57 years old. My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years. Let me tell you my fantastic and totally out of this world story. Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish a...