Shemales Stories

429 results
Orientation
Length
Source
Infinite Scroll

Mommy 01: Drunken Sex

by hasnoalias on Sep 16, 2017
Transsexuals & Crossdressers

*Both parties are over the age of 18* ***** About a week after Aunt Lisa and Mommy enjoyed my body, Mommy called me up and ordered me over to her house. It was about 9pm, and she sounded a little tipsy. I was sitting at home relaxing after a long day. I answered the phone quickly, when I saw who was calling. Mommy cut right to the point, saying "MMM...get...

Jay's Sex Club Adventures Ch. 12

by WhiskeyIsGood on Sep 13, 2017
Transsexuals & Crossdressers

I have had a LOT of technical errors lately, this was written a week ago and was edited four days ago and I just now submitted it. Hopefully things run more smoothly from here. Those of you who have been hinting at Jay and Rob, I'm sure you will enjoy this chapter. I'm going to take a short break and put out a few one-shots that I have had in mind lately, a...

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...

The Happiest of Endings

by bb1212 on Mar 12, 2019
Transgender & Crossdressers

Author's note: Due to the fact that all my other stories on this site are heterosexual I want to stress that this story is in the transsexuals and cross dressers category because it contains explicit sex between male and transsexual characters. If this content is likely to offend or upset you please stop reading now. I am happy to receive criticism on writin...

The She-Shed Ch. 02

by Brittni4u on Mar 25, 2019
Group Sex

When I awoke early on December 31st, I was careful not to wake my boyfriend Shane who slept soundly beside me. We were guests at Nancy and Joe's villa near Phoenix and had been there the last four days. I was happy that I had convinced Shane to loosen up and have sex with Nancy even though he was unaware of my total sexcapades the previous three days or with...

Household Sluts Ch. 02

by JordonLynn on Dec 25, 2019
Interracial Love

Surprise! I already had chapter 2 written and proofread, and chapter 3 is well underway. Now, where did we leave off? Oh, yeah… Household Sluts BY: JordonLynn Chapter 2 I had done it. Even with its commanding presence before my glazed eyes, I still couldn't believe I had actually done something I never would have imagined myself doing; I had sucked of...

A Changed Man Ch. 1

by sub5000 on Sep 12, 2017
Fetish

Part One - Beginnings It had to happen one day I guess. I had such a collection of porn on my hard drive, that it was inevitable that one day my wife would stumble across it. It wouldn't have been so bad if it was average, everyday porn, but my collection consisted of more 'specialist' images. There were pictures of shemales with big hard cocks dressed in s...

The Transformation Device Ch. 01

by Miles63 on Sep 12, 2017
Transsexuals & Crossdressers

Author's Note. A friend of mine dared me to write a story about a Transsexual so I wrote this story, he loved it so I have decided to share it with others who enjoy this kind of erotica. This story was written for fun and does not reflect the views of the author, nothing in this story is possible and contains fantasy situations. Let me know what you think an...

Miranda: Origins Ch. 03

by Quazzi on Sep 16, 2017
Transsexuals & Crossdressers

Miranda: Origins Pt. 3 Present Day: Money, power, being from a higher class. It changed nothing when it came down to Dominance and Submission. I've seen it many times, the high powered CEO made the bottom bitch of his Mistress's stable. The low housecleaner holding a stable of five submissives at her beck and call. And of course the spoiled rich daddies...

The Cabin

by Miles63 on Sep 18, 2017
Transsexuals & Crossdressers

Author's Note: I have had this story stuck in my head for some time, I hope you enjoy it and it is a bit long. Don't worry, I will get back to my other stories soon, promise. "Edited 20/07/14" * * * Jake looks at his watch in frustration, they should have been at the Cabin hours ago. Mike is driving through the woods, looking at his Sat-nav like he wants t...