Gay Dress Stories

3,413 results
Orientation
Length
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Infinite Scroll

Fitting In

by rdodger on Oct 6, 2020
Gay Male

Fitting In by Rajah Dodger (c) 2017 This work is licensed under the Creative Commons Attribution-Non-Commercial-Share Alike 3.0 United States License (by-nc-sa). In jurisdictions where the Creative Commons license is not recognized, United States copyright and Berne Convention provisions apply; all rights reserved to Rajah Dodger except that electronic not...

Family Offerings Ch. 03

by walterio on May 23, 2018
Gay Male

START OF ANOTHER WEEK On Tuesday morning after Martha left for work Aaron arrived at the house. Now that he had fucked Martha, he would have to figure out have to balance his time between mother and son. He took of his clothes and left them in the family room before heading to Chris' bedroom. Aaron got in bed and slipped under the covers. He felt the slen...

Introductions

by skinnysailor on Feb 12, 2019
Gay Male

Marie is my best girlfriend. She's straight, so it's nothing like THAT. How we became friends is kinda funny. One Thursday night I decided, what the hell, I'd go to a different club than the gay bar I usually frequent. We both work for the same company, but hadn't really spoken. Just 'hi' in passing, that sort of thing. Anyway, I had my long blond hair do...

The Day After

by ifiknewthen on Dec 24, 2019
Gay Male

This is the continuation of Horny on Halloween. Ryan finally loses the dress and while it's no longer Halloween, he's still getting tricks and treats. ***** The Day After: Ryan's Walk of Shame I stirred awake to find myself on a couch. My head hurt and at first, I didn't remember where I was or how I got there. I had woken up to what was officially Novem...

Dick - The Teen Gym Stud Ch. 06

by dominanceaddict1 on Nov 18, 2019
Gay Male

After our run in the park, I didn't hear from Ryan for almost two weeks. We had walked out of the park together with Dick's arm around my waist. He had tucked his hand into the back pocket of my opposite cheek. The pocket wasn't meant to be functional, of course, the pants being as tight as they were. So Dick's large hand was clearly outline as he pinched...

Black Magic

by cityrose on Sep 14, 2017
Gay Male

Part 1: Black Magic I am a member of an athletics club and run at 5 and 10K. There are a number of really gorgeous black guys in the club. Most are sprinters with wonderful, well built sprinters bodies. One in particular is absolutely stunning and I have fancied him ever since I first saw him. Lincoln is about 22 and well over six feet tall. He has broad sh...

Not So - New Experiences

by writerfromoz on Sep 14, 2017
Gay Male

Hi again. Part 2 of my fetish/fantasy story! I'm writing this having just submitted Chapter 1 to the editors, so I guess it is going to be written regardless of what people have said about the first one. I have had a re-read of part one and I think it is okay -- probably not your quick 'stroke' story, but a nice build up and background for the next Chapter....

Imprisonment Ch. 04

by AgentK on Nov 24, 2017
Gay Male

Justin was slightly surprised to see his boss, the warden, arrive at his door around four in the afternoon Friday instead of the usual time of five. Blinking up at him from his desk, he hesitantly asked "Something wrong, sir?" "Nothing's wrong. Is there anything you're working on that can't wait until Monday?" Justin considered for a moment. "No, I suppose...

Halloween Treat

by MWMottawa on Sep 1, 2017
Gay Male

It was 1987. I was married to my first wife and living in a small town in the south of Alberta. My wife and I had been invited to a costume party at my brothers’ house in Calgary. As much as we would know nobody at the party other than Ron my wife was anxious to go so we agreed. She had decided to dress as Vampirella and I went as the bearded lady from the c...

The Birth of a Sissy Pt. 03

by sissymedic1426 on Sep 14, 2017
Gay Male

By my sophomore year of college I had performed well enough in the class room that I had earned a few scholarships. This meant that my folks were saving money while I was getting my learn on. It also meant that my dad had promised me that if I rode it out for one more year in the dorms that by my junior year I could move off campus. The thought of finally ha...