Gay Transgender Stories

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

Business Meeting

by Sean943 on Jan 6, 2020
Gay Male

Business Meeting. Although still in Southampton, I was between assignments. However, my friend Bjorn's Consortium client was looking for someone to attend a meeting on their behalf in Dubrovnik; this time for five days. Hanna or Suzi had arranged my hotel and travel from Gatwick, together with all the contract paperwork and authorisations. An early start...

A young adult night

by Yelawolf on May 7, 2018
Gay

All characters are 18 and up. This is a story revolving around a boy who finds out his own secret in a special night. This story have different outcomes for the night, with some aftermath stories for the second day in working progress in the sequel, WHICH IS GETTING WRITTEN NOW. I will leave you the joy of finding out all the stories by yourselves, however,...

Open in Reader

Aquata Cove Ch. 44

by Feare909 on Sep 14, 2017
Gay Male

Chapter 44: Colorful "Mmm, I'm gonna miss you guys," Adam said as he hugged his grandmother and grandfather at the airport. It's 5 in the morning, and their vacation in Hawaii has ran out, and despite having only half a week to see their grandson, thanks to the Agency, it's time to go back to Germany. "Oh, can't believe it was so short, son," Grandpa said....

Waking up gay

by Honeybunni on Sep 16, 2019
Gay

You stretch and open your eyes. Sun is shining, birds are singing. What a wonderful sleep! Ever since your girlfriend left you, the bed has always felt empty, but that was phenomenal! Finally moving on from that bitch and ready to move on. You brush off your covers, letting the air hit your naked body. Sleeping naked is healthier for you; or so that one Face...

Open in Reader

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

Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

Open in Reader

Playing Dressup Ch. 01

by mfs1390034 on Jan 21, 2020
Gay Male

"Sure. Why not?" I said and we went upstairs to his parents bedroom. My best friend and I had watched several YouTube videos about men who dressed up in women's clothing and, after helping ourselves to his parents liquor cabinet, we decided it would be fun to try on his mom's clothes. At first we tried on her wraps and coats and had fun drunkenly strutting...

Little Sex Toy Ch. 07

by keptsissy on Sep 26, 2017
Gay Male

The cum all over my face mixes with the tear smeared eye makeup. It's running down my cheeks. It's in my hair, on my neck, I'm covered with cum. The first man that came in my face came huge. He choked me too, deep throat fucked me and made me cry. I've been crying and tearing up ever since. That was three hours ago. He had very large spurts that soaked me,...

Research

by eviltwin52 on Aug 18, 2017
Gay Male

This story is dedicated to Kept Sissy who was so instrumental in helping me understand my urges. I was in the final phase of getting my Doctorate in psychology. My dissertation was to be on the difference between transgender boys, homosexuals, and sissies. You see, the transgender feels as though they were born with the wrong physical sex organs whereas i...

Fuck You Dad Ch. 01

by Nasties on Sep 28, 2020
Gay Male

***All characters are 18 years or older.*** My dad is against gays. Gays, lesbians, transgender, the lot. If a person isn't having sex with the opposite gender, then he has a problem with them. He makes this clear with everyone including family, friends and even strangers. From when I was a little boy he used to tell me that if I ever turned out gay he woul...