My Wife Trans Shemale Friend Literotica Stories

360,945 results
Orientation
Length
Source
Infinite Scroll

Dick World

by darkness_drearing on Dec 25, 2019
Bisexual

For contributors As was stated at the top: while there were will be two general threads to go off of (for a guy and girl), feel free to create your own characters or scenarios. The only shared premise among them needs to be that they find themselves, however you decide that happens, in this universe and, as The Eagles would say, "You can check out any t...

Open in Reader

Hung Trans Lesbians Fuck Two Ladyboys

by mrstanley on Jul 15, 2020
Transgender & Crossdressers

I haven't written a Trans story this year. In this story I try to describe more intimate intense scenarios with a wider variety of details. If you enjoy the story please vote and comment. Feel free to read my Fetish and Mature stories as well. Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, A...

ShemalePrey.com

by Wazzfup73 on Apr 24, 2019
Transsexual

(Apologies that this is not in the Guidelines, but the term 'shemale' is used only for the purpose of erotic fiction and should not be as a term or to represent trans women in real life. Apologies to any people it may offend) As the alarm clock goes off on my phone and your mom shouts your name 'Ryan' to come down for breakfast I jump out off bed to look at...

Open in Reader

Letters from a Stalker

by Cinner on Sep 19, 2017
Transsexuals & Crossdressers

"How long have you been receiving these letters?" Det. Anton Judge asked the distraught woman seated in the visitor chair in his office. "About three months," she replied, clenching her fist and raising it to her mouth. "At first I thought that it was a sick joke from one of my idiot friends to celebrate Halloween, but after the second one I began to have m...

The Transition Ch. 01

by Quantarx on Jun 8, 2020
Transgender & Crossdressers

Greetings and thank you so much for choosing to read my story. This is intended to be a multi part series so bare with me as I try to develop the characters and lay down the backstories. As always, Your feedback is always essential in the development of the story going forward. Please leave a comment down below * I Had been Married for about eight years w...

Leap of Life

by Iamherslut on Apr 22, 2025

**_(AUTHOR'S NOTE: This is my first story. I'm writing it as a form of exercise , so I apologize in advance for the amateur style. Please, if you like, or don't like, anything, leave me a comment. I will try to change things, but cannot promise. I'd love to hear what you all think.)- - - - - - _** Richard was balls deep in the bimbo's pussy. They were on a c...

Open in Reader

Reason? Nah.

by curdles on Nov 8, 2020
Bisexual

"Oh, fuck!" she gasped as soon as my cock had slid out of her throat. She had held it there for almost a full minute, massaging my balls with her tongue all the while. We hadn't seen each other for almost a week, so our appetites rivaled those of Erysichthon of Thessaly. "I'm almost there," I said, stroking my shaft. "Open up,"...

Open in Reader

Slow Descent into Sissy-Hood... Ch. 01

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

Beta boy beginnings. It started when I was online, lonely and drunk. I'd been at University for maybe three months at that point, struggling along with a Masters degree in Economics. Unlike my undergraduate years, I had decided to live alone in a one bedroom flat - I thought that with more privacy would come more focus. What I hadn't counted on was that wi...

Palace: The Dark Room

by acmsrk on Sep 17, 2017
BDSM

Thank You for Volunteer editor Ortay Ortay. ***** Riya was a twenty-five year old divorced woman who had adopted one of my younger cousins. She is an Anglo-Indian and after her divorce, she chose to settle in India. As I was very affectionate towards my cousin, I frequently visited her Palace. In one word, Riya was perfect. She was smart, kind and sexy. W...

Copswap2030 Ch. 10

by DonScott on Apr 14, 2020
Transgender & Crossdressers

I had sent Mia out for groceries and was sitting in Rik's kitchen contemplating my next move when the doorbell rang. "Fucking hell, Dennis!" I exclaimed when I saw Dennis Croft standing at Rik's threshold, "what are you doing here?" "What do you mean?" He asked as he pushed his way into Rik's flat, "just because you've been a bit poorly doesn't mean you ca...