Gay Transsexual Stories

74 results
Orientation
Length
Source
Infinite Scroll

Gay Boy Does a Porno

by erectus123 on Jul 11, 2018
Gay Male

INTRODUCTION Dear Reader--If you haven't read the previous Gay Boy Story here are a few paragraphs to introduce our hero. This story dates from an episode that took place about eight months ago. It was just before the Harvey Weinstein scandals broke. ------------ YOU CAN CALL ME DONNIE, most of the guys do. My real name shouldn't interest you. Don't I ha...

Rocky Horror Redux

by JKendallDane on Sep 14, 2017
Gay Male

Dr. Randy Wolfe, PhD, stared with purpose into the bathroom mirror as he applied the last bit of near fluorescent, ruby red lipstick to his mouth. Setting it aside, he used a piece of toilet paper as a blotter to dab away any excess, then stepped back to admire his handiwork. Suddenly his deep voice began to reverberate off the walls and ceiling of the small...

Changing Teams

by shptchr on Mar 12, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** Dear Reader: This story is a response to a request. It's a stretch for me to try an unfamiliar genre. Since I am not gay and have very little experience interacting with the gay lifestyle, please excuse my naive view and know I wrote from the heart. Regards, shptchr. As always, th...

Emerald Hall

by kicky1000 on Sep 1, 2017
Gay Male

Professor Chadwick was sitting behind his large oak desk when the four accountants came into his office carrying the books of Emerald Hill. Emerald Hill, Exclusive College for Young Gentlemen. The finest, most respected institution of higher learning in the whole country. And now there was a real danger that it would go under. The accountants took chairs on...

Am I Really Gay? Pt. 02

by Str8NotSoMuch on Jun 8, 2020
Gay Male

My biggest challenge that week was going to be keeping my pecker in my pants and keeping my lust for men in check, that is, if I wanted to stay married. I had already committed a marital sin that would be a deal breaker for most marriages. My wife found me fucking my ass with her dildo. And it wasn't a little purse number. It was a huge, pink, exquisitely...

Pony Boy Ch. 08

by ChestersBoi on Sep 14, 2017
Gay Male

Gosh, has it really been eight months since I last posted. Oops Sorry. I guess you'll need a catch-up as much as I did. So here's the story so far. Ben, when desperate for a little extra cash, discovered that there was good money to be made running in races as a 'ponyboy'. Despite being assured that the worst he would be subjected to would be a 'certain amo...

Thoroughly Used

by CSK on Sep 14, 2017
Gay Male

Hey all, here is a nice bit of fantasy for you. As always, please exercise safe sex in the real world and live out these dangerous fantasies here. Please note, before reading, that this story includes a bit of cross-dressing (panties) but not really enough to place in the Transsexual / Cross-dressing category, hardcore gay throat-fucking and sex, public sex,...

Explorers Ch. 12

by T@nman on Apr 3, 2019
Gay Male

I went over to Sandy's and Dan's office immediately after class. When I walked in, they were in the front office. Dan looked up, "Hi, Gary. What's the decision?" "Hi, Dan. Hi, Sandy. I talked it over with my parents and they said o.k. They even said it would be good for me to get out on my own." Sandy smiled, "That's great. Have you had lunch?" "No," I sm...

Intertwined Lives

by brunorivera on Aug 18, 2017
Gay Male

Hello. I am Harry and I am homosexual. After studying literature in college, it has been difficult for me to get a job, not so much for my sexual orientation, but because in my line, it sometimes is necessary to have contacts with influential people. I decided to gain influence to the hard way, through volunteering in hospitals and community organizations, n...

His Best College Roommate Ever

by walterio on Aug 29, 2017
Gay Male

BEDDING CODY Cody turned out to be the best college roommate I could ever hope for. He was a handsome 20 year old who was 5'6" and weighed a trim 150 pounds. Cody was fit from all his years as a figure skater and as a result he had one of the finest asses I had ever been around. He had light brown hair that he kept neat and trim and he had light brown eyes...