Gay Gay Virgin Stories

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The gay virgin's dilemma

by newpaulman on Dec 24, 2019
Gay Male

Dan had often daydreamed about being fucked. But there was a time when he thought only of oral, and the fact that he had never had a cock up his arse made him doubt that it actually happened or was even possible. Then he started watching gay fuck movies and he actually saw erect penises sliding into anuses. It fascinated him and he started experimenting on...

Losing My Gay Virginity

by Lostboy11 on Jul 2, 2018
Gay Male

***This is a real true story of my first gay sex about 10 years ago, I did not use a condom because I was young and stupid, please always practice safe sex**** ***** I was in my 3rd year of college and home for the summer. I went to school out of state and thus could not out with new friends, and I hadn't bothered to keep in touch with people from High sch...

In Bed with The Boss Man Ch. 01

by andy190 on Sep 14, 2017
Gay Male

Well I had recovered and work on Monday wasn't quite the same. My bum was sore and my cock felt wrung out. At 19 I was still really a gay virgin although the fun after the footie match had really changed all that. I was determined to have a sex break for at least a couple of days. After all, it certainly couldn't get better than my "Team " experience after...

Dirty Text leads to BBC Meet'n'Fuck

by Aceginger14 on Sep 23, 2019
Gay Male

So I'll start by saying at the beginning of this, I was a gay virgin. I had multiple fantasies, looked at porn, and grew to enjoy seeing my bubble butt in my ex girlfriends panties. She left a drawer full and with my stocky frame, my ass stuck out and was nice and round from squatting all day at work. After a long shift, a coworker who knew about my dark s...

How I Lost It

by Chris7sw on Jul 14, 2020
Gay Male

I thought I'd regale you with another memory from my distant past, this time to explain how I came to lose my virginity – my gay virginity that is, and this is what happened. It also explains why it is that I'm not the man I started out in life as; that my world has done a total flip! I'm not going to merely describe the sexy bits – to make sense of it all I...

A Casual Pick Up

by Otazel on Apr 3, 2019
Gay Male

It was around nine-thirty on a warm late summer's evening and Jasper was walking back home alone through the park, just vaguely feeling the effects of the several beers he'd drunk while he waited for a date who had never materialised. He wasn't used to being stood up, in fact this was only the second time it had ever happened to him. But then every time he...

First Times

by HenryApril on Sep 14, 2020
Gay Male

At night I sometimes find myself unable to sleep. On those occasions I know what I need to do. I throw the covers off me and put a hand on my cock. It's odd, but I have learned over time that when I masturbate, I often get a bigger charge fantasizing about near-misses than about times I actually scored. Never have figured out what that means. Does mean I...

Daddy's Girl

by oskarwild on Sep 25, 2017
Gay Male

The Hitchhiker It had been snowing all day. A wet, heavy incessant snow that was covering everything including the highway. Combined with a wind-chill factor in the teens, Christopher was almost frozen stiff. He was elated when the huge semi pulled over to pick him up. He climbed up into the cab and smiled thankfully at the driver. "Thanks a lot mister. I...

Curiosity Fucked the Straight Guy

by silkstockingslover on Sep 25, 2017
Gay Male

Editor's Note: this story contains incest content. NOTE 1: A special thank you to Estragon and Goamz86 for editing this lengthy multi-chaptered journey. Curiosity: Fucked the Straight Guy I can't explain for the life of me when I suddenly became curious. I mean I am 44 and have never found any man remotely attractive. Oh sure, I can tell when a man is goo...

The Car

by wildpink on Aug 30, 2017
Gay Male

The car, my car… a silver porsche. I'd gotten it on my own. Earned every inch of leather in the interior, every fucking gleam on the chrome, every speed ticket, I'd earned the whole thing. My car. My best friend. Cute as fuck, better than the car and straight as pi in a monastery. The jock I'd been friends since high school didn't have a kinky bone in his wh...