Shemale X Male Stories

86,849 results
Orientation
Length
Source
Infinite Scroll

Lust and Love with Leona

by cbachtland on Sep 17, 2017
Celebrities & Fan Fiction

This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not stop thinking of Leona and that I stayed at home fretting and loo...

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Spicy Story

by TexanBelgianCutie on Jul 17, 2019
Transsexual

Family Kyle had wildly mixed feelings when he saw his mom walking towards him. He kept his feelings to himself however and forced a big smile to welcome her back from the SpringWood Adult Mental Hospice. He had not seen her since he was child, yet he was glad to see she looked healthy and happy. “Hey Sara”, he grimaced, “How are you? Sara had spent the last...

Open in Reader

Life for Futa

by GCStarnen on Jul 22, 2018
Fetish

Disclaimer: This story is the story "Living in a Futanari society"/Shemale Worldo but kind of reborn, somethings in the story have been edited here and there and some characters names and traits they have might also change from the original. (Such as the mothers name being changed). Also this story is hugely inspired by Futanari World/Shemale World...

Open in Reader

Shipwrecked Pt. 03

by JJ122964 on Sep 13, 2017
Transsexuals & Crossdressers

I am Sorry, but I have to break up the forum portion of this story. Otherwise it would be too long. I hope you like the series and please comment. Thanks J. ********** The tasting house. I woke up to the feeling my ass being penetrated by something. I was still on the X and being cleaned again. I saw that my loincloth was on the table and the ooze was on...

Shipwrecked Pt. 02

by JJ122964 on Sep 13, 2017
Transsexuals & Crossdressers

Here is part 2 and please let me know if you like it. The survivors are moved and prepared before going to the forum. Feedback has been positive so if you want more let me know in the comments. ******** Preparation Village I don't remember how long I was out but I was woken up by the gentle pulling on my cock by the tentacles. I then realized where I was,...

Members Only Exclusive Club

by DontJudgeJustRead on Sep 21, 2020
Group Sex

Note: this is a true story. There have been many similar experiences to this day, which is why I will not give the location so it won't be shut down. As participants are introduced I will include a brief description of them as I remember them like it was yesterday. There is a place that I regularly frequent just a half an hour drive from my home. It look...

Allyson's First Blowjob

by sissymaidallyson on Sep 16, 2017
Transsexuals & Crossdressers

I have been a closet cross dresser for many years. A few people knew but it wasn't well known and that is how I liked it. I enjoyed dressing up and prancing around my flat in ladies clothing but I always had fantasies about going further. I kept stopping myself from doing anything further but there was that burning desire to be truly slutty inside of me. On...

Jenna & Stephen Ch. 02

by Naf_Noparts on Sep 12, 2017
Transsexuals & Crossdressers

AUTHOR'S NOTE: My intention all along was to follow up with the progress in our relationship shortly after my original story, but so much has happened since that the story I'd start to write would be scrapped again and again. Here is the latest. Thank you so much to those of you who gave it such a high score, for your comments and constructive feedback, and...

Virginia's Luxurious Evening

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

West Palm Beach didn't have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design's building overlooking the Intra-coastal Waterway. She had been chilly all day, mainly because of the dampness in the air; Forty-eight degrees outside wa...