First Time Gay Stories

351,239 results
Orientation
Length
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Infinite Scroll

Tranford Tales - Dilys

by SlightlyRude on Oct 5, 2020
Transgender & Crossdressers

CHAPTER 1 Our family holidays were always two weeks at a Christian Summer Camp. Not bad, actually. Wholesome games and activities, camping food, songs around the campfire. Everyone so positive and jolly, out in the countryside, or at the seaside. This was a different one. Some sort of fenced enclosure. We were met by big friendly American, the Reverend BS...

The First Bisexual Exploration

by OceanviewFtLaud on Sep 13, 2017
First Time

I'm glad I have finally started to fully pursue my feelings and curiosities... I wish I had begun earlier in my life. This was my first experience: When I was 19, I worked a summer in a factory. I was slim, very blond in the summer. I was probably 5-6, 28 waist, clean shaven face...cute boy. A guy I worked with was gay, about 45 or 46. He was tall, about 6-...

Adventures with Alex

by Hungry4aman on Apr 21, 2020
Mature

I'm an "old guy." Much of my coming out had to do with sex rather than lifestyle, but now lifestyle has just about caught up. I may be bi or gay or whatever, as if I even care. As the saying goes, where the dick leads, the heart will follow. Or something like that! After many years of hiding in the straight world, including two marriages, I have evolved, and...

Lindsey & Wilmer: The Break Up

by kimberlykitten on Sep 17, 2017
Celebrities & Fan Fiction

This is the true story on how the famous red-haired actress Lindsey Lohan got dumped by her boyfriend That's 70's Show Wilmer Valderrama. This story contains graphic and explicit content not suitable for readers under 18. The star of Mean Girls and Teenage Drama Queen Lindsey Lohan just arrived on the set of That's 70's Show to have lunch with her boyfriend...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

An Anal Beginning Ch. 01

by caffinated on Sep 16, 2017
Anal

This is the beginning of a longer story. It is the first piece I am publishing in this format. Your feedback is welcome. John's deepest desires left him lost. He longed for something that went against every fiber of his being. John's girlfriend Heather had opened a door to his sexual exploration, and now John longed for more. His deepest desire was hard en...

Gym Friends Pt. 05

by eroticwriter00 on Sep 16, 2017
First Time

The anniversary of our first meeting was fast approaching and several times we had come close to intercourse. Two guys thinking with their cocks isn't a great recipe for clear reasoning, or for delaying gratification. We wanted the first time to be special and I had a fear that he, or I, would lose interest once the deed had been done. Our anniversary came...

Bar Hopping

by JJ122964 on Sep 13, 2017
Transsexuals & Crossdressers

Hello readers: I am trying something new. I hope you like it. Please comment or send feedback. ************ I was getting ready to go out for the evening with a few friends, we had planned on drinking and forgetting the day's cares away. I was dressed in jeans and good t-shirt with tennis shoes. I haven't had a good fuck in a while and I had mentioned this...

Foot Fucked

by BlackSnake on Sep 12, 2017
Fetish

Edited by Rozezwild It started off when Andrew, my friend picked out a pair of shoes for me that I really liked. He was always sweet and thoughtful. Most people thought he was gay. I thought so to, but he never made comments about guys or anything like that. He knew how to dress and his hair was spiked with highlights. He would be pretty had he been a girl....

Thrash Maxim vs. The Other Dr. Phil

by XicotencatlSmith on Sep 1, 2017
Humor & Satire

Thrash Maxim staggered out of the building, trying to clutch at his heart. His arms, perpetually kept six inches from his body by his bulky lateral muscles, hobbled by his chunky biceps and popeye forearms, couldn't bend quite enough to reach his chest, and so he flailed like a youthful author reaching for a metaphorical butterfly. "I'm having a gawdamn hea...