Gay Transgender Stories

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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,...

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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....

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...

Bike Night

by Raptorcat on Aug 18, 2017
Gay Male

Being Bi is not something you let be known when you are a male biker hanging out with guys that party with the Outlaws and other one-percenter clubs. But, Bi I am and have been for my whole life, so I've learned when and where to let the secret out. The club I was riding with at that time would do all of the usual poker runs as well as the weekly Friday nig...

Earn your Debt to Society

by woofdaddy2 on Aug 18, 2017
Gay Male

Brent had been in prison for several days now. By his own count he had been sexually assaulted a dozen times each day. Both his jaws and his ass hurt from the regular abuse he received. The guards thought this pretty boy could earn them some money outside and they arranged for him to be the entertainment at a bachelor party. To get him ready to rent out, the...

Still Looking For My First

by ursismaritimus on Aug 18, 2017
Gay Male

I'm still looking for my first time. It hasn't happened yet, but I'll tell you what, how, and why I want it to happen. I have had a good sex life since the beginning in 1967. Since then, I have fathered two sons, been on two honeymoons, had my share of adventures between my two wives, have enjoyed and still enjoy a long term relationship with what one mig...