Gay Cross Dresser Stories

3,450 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Cross-Dressing, Gay & Lesbian Sex 04

by SusanJillParker on Aug 30, 2017
Gay Male

There are no underage characters in this story. All characters are over the age of 18-years-old. Daniel and Martin swinging in a foursome, k-i-s-s-i-n-g. * "One more thing?" He looked at her as if she was about to ask him for a divorce. He looked at her as if she was about to ask him if Greta, Maureen, Ebony, Janya, and Veronica, along with Martin, coul...

Cross-Dressing, Gay & Lesbian Sex 05

by SusanJillParker on Aug 30, 2017
Gay Male

There are no underage characters in this story. All characters are over the age of 18-years-old. * Daniel's one time bi-sexual fantasy consumes him "Maybe if you allowed me to have sex with Martin," said Emma to Daniel pausing without finishing her thought. She looked at him with teasing eyes and flirty sexiness in the way she used to look at him when t...

Bathhouse Heaven Ch. 32

by glory_first on Aug 22, 2018
Gay Male

The bathhouse was fairly empty this Wednesday afternoon, a reminder of different rhythms from the past. Following the familiar routine, today with more space to undress than the case lately. The beer was quenchingly cool, and quickly finished. Going upstairs, I walked towards the sling room, noticing a couple of men going different ways than my path. How...

Cross-Dressing, Gay & Lesbian Sex 07

by SusanJillParker on Aug 30, 2017
Gay Male

There are no underage characters in this story. All characters are over the age of 18-years-old. * Emma and Daniel invite Veronica and Martin over for some sexy fun. Daniel and Martin have bi-sexual sex while watching their wives having lesbian sex "Won't you join me?" Directing his conversation to his cock, Martin gave Daniel's big bulge a raised eyebr...

Intern

by Alluring_Crimson_Shifter on Nov 26, 2019
Gay Male

Robert said, "Tommy I want you to meet Sam he is probably the best Politician ever!" Robert had his hand around Tommy's waist as close friends with his new intern, and handed another drink to Tommy's free hand as Sam shook his other. Sam gave Tommy a side hug with his hand around Tommy's waist below Robert's hand. Sam was well dressed in a suit and said, "...

Bathhouse Roles

by glory_first on Sep 14, 2017
Gay Male

Arriving right at the bathhouse's opening time on Tuesday, the sky dark enough to think that rain would be arriving soon, the entrance was busy. 5 stacked bundles of the latest edition of a free local gay magazine were outside the door. Going in, before I could mention the delivery, a man with a blue t-shirt that read "I like face fucking - ask me" brushed b...

Complete Control

by vicw1392 on Apr 27, 2014
Gay

James had read, and seen, porn about men who could change the world, and that's what he'd been doing last night. After a quick, and mostly unsatisfying, wank, he'd fallen asleep wishing that there was more of this type of porn for gay men; where was the fun in reading about unlimited possibilities if all the characters do is make everyone's tits bigger? Then...

Open in Reader

Seth's New Life

by EveanW on Aug 18, 2017
Gay Male

I sat in my office sipping coffee and lounging in my office chair waiting. My office was a decent size with walls painted a nice cherry wood color the flooring was cherry wood with a simple light purple rug by the door. Two comfortable chairs sat in the other side of the desk. Black in color with arms. The desk had a computer and keyboard on it along with a...

The Fraternity Party

by Dawns on Aug 18, 2017
Gay Male

The Lambda Delta Phi frat house at UCLA campus decided to have a party at the start of the school year. It would provide a chance for new students and members to get together and get to know each other. There might be thirty plus members there. I was just starting school as a freshman back then in September 1997. At the same time I was coming out. I knew si...

I Find My Daddy

by youngindiantwink on Mar 26, 2019
Gay Male

After having my first cock, I knew I wanted more and this time I went all out. I created a new account online. Uploaded one of my pics in lingerie and wrote a new bio about how I was a cross dresser and wanted a man to make me his bitch. I instantly got a lot of messages. I chatted with a lot of guys and within two days, I found my man. He was 27 year old h...