Gay My First Time Stories

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My First Time

by tatsaw on Sep 14, 2017
Gay Male

A few years after college I visited my old roommate in Chicago, and I had done on an annual basis. We had shared a dorm for two years in college, before moving off campus to a house. We were best friends in college, although senior year a bit of a rift formed as I ended up in a relationship with a woman he really had a crush on. Tom was a rather abrasive kin...

My First Time

by HerLittlePiggy on Sep 14, 2017
Gay Male

He looked around the dark parking lot nervously and smiled when he was sure we were alone. The sound of his zipper echoed inside my head as he reached into his pants and fished out his cock. It was still just semi-erect but already long and thick with a bulbous purple head that glistened with a sheen of precum. I could feel my mouth water with anticipation....

My First Time

by mryan1920 on Aug 31, 2017
Gay Male

I'll tell you about the first time I was ever with another guy. I had just turned 18 years old and had started hanging out with a new guy at school. He wasn't new to our school, just a new friend to our circle. I had first met him when he randomly invited me and a couple of my friends to his 18th birthday. Anyway, one night I had a bunch of friends over to...

My First Time

by iwant2692001 on Sep 16, 2017
Gay Male

I was encouraged to write a bit about some of my experiences a while ago and didn't act on it until now. I've decided to write based on my early sexual experiences with a dear friend that I will call 'Joe.' I was confused by my sexuality most of my teen years and remained inexperienced until I was 18. That's when Joe and I started experimenting. I'll go ahe...

My First Time

by K_Martini on Sep 14, 2017
Gay Male

I can't remember when it first happened. When it changed from me just going out for a beer with him, to me noticing the way his hands wrapped around the bottle, the way his tongue flicked the rim before sucking in a long, cold swig of beer. When it changed from standing on the deck smoking a cigarette, to me fixating on how his lips wrapped around the filter...

My First Time

by jw660 on Aug 18, 2017
Gay Male

It started out as one of those nights where you're really bored and have no clue what you want to do. I was hanging out with my best friend Ben at his apartment in Boston. Ben and I have been best friends since we were little kids and had hung out for many a night since. After a long period of "what do you want to do," "I don't know what do you wanna do," we...

My First Time

by bigdaddy66048 on Aug 18, 2017
Gay Male

I don't remember the first time I thought about men as sexual partners. I knew I wasn't gay because the sight of a naked woman definitely turned me on, but for some reason I would have thoughts of naked men and not just any men.....Black men. I am not real sure where the thoughts came from, but they were pretty vivid. I had watched a lot of porn when I was...

My First Time

by ShyBiGuy1991 on Sep 14, 2017
Gay Male

This story is 100% true. I've known I was bi for a long time but had never had the chance to act on it. I look at gay porn all the time when alone, I masturbate to it, and recently started...toying...for the first time based on the suggestion of an article I had read. I'm glad I did because there's no feeling quite like having something up your ass while j...

My First Time

by oralbiguy on Aug 18, 2017
Gay Male

I remember my first time quite vividly.I had never been with a guy before but had for a long time fantasized about it. Allow me to give you a little bit of background about me at the time. I had been married for about 2 yrs but my sex life with my wife was sincerely lacking. I had been going to sex shops and watching video's (gay and straight) and jerking of...

My First Time

by andreaplays on Aug 18, 2017
Gay Male

I have always like dressing in woman's clothes since being a child. I often would dress up when my parents would leave the house and I would parade around like a woman would. Now that I'm 33 years old and married, I have to wait until my wife leaves to dress up as she wouldn't understand. I often like to dress with the clothing that I like fucking my woman...