Gay First Time Sex Stories

Ripe For The Picking

I had just turned eighteen. Young, naive, and always horny, that was me. I had sex with only one girl just before I joined the navy. It was good for me, but I don't think she enjoyed it much. I was too clumsy and thinking of my own pleasure. I was only 5'4" and had a slim build (120 lbs).
4.1 domination & military

Straight Seduction

It wasn't my intention, it just sort of happened. With his long blond hair and green eyes, Justin was a drop-dead gorgeous friend of mine. We were both studying at the same college with the same major, and I saw him in every one of my classes. I'd spent many nights jerking off thinking about this hot stud. He had a trim waist and nice, nice legs.
2.7 beginnings & college & friendship

Learning To Have Fun

One problem with being a project lead was that the old idea of nine-to-five didn't apply to you. You worked until you were finished, and there was no one to pass the buck to if you didn't. And if the team didn't meet their deadlines, it was your ass on the line. We'd only reached the halfway point in the project, and I could already feel the warning signs of burnout.
3.3 friendship

Hot Fun During Field Trip

You should know that there aren't many blacks to begin with - which is unfortunate - but that's changing everyday. Weary Californians and sun-starved Seattle residents are flocking here. It's it a good city, with a growing black community. There were some really good looking guys n my class. Dante and Rob are good examples.
4.5 friendship & interracial

Gay First Time With a Guy I Met On the Subway

I knew I was hot for guys since I was in junior high school, but I never felt like trying anything with my friends. The one or two guys that I did know that were cute enough to want to do it with were real straight arrows and I never had the guts to any more than jerk off while thinking about them.
3.5 encounters

Remembering the Taste of Cum in My Mouth

I went into the bathroom and did my usual hoping to see dick. A guy came to the urinal beside me and pulled his out. I don't know if he peed, but even though other guys were in the bathroom, he was stroking his limp dick. I couldn't believe it. He wasn't hung, but I was very entertained. He further surprised me as I could hear him moaning.
3.6 encounters & interracial

Gay First Time with Girlfriend's Older Brother

I was 19 then, and I'm 6'1" tall, weigh 175, have brownish-blond hair and green eyes. I've got a muscular build, and I'm smooth, so I suppose I have what's called a "swimmer's build. Sherry doesn't really fit into the story, as you'll see, but her brother does, so let me describe him to you. His name was Gary and he was a couple of years older than me - I think he was 23.
3 friendship

Whiteboy in the Black Man's World

Jason and Kershaw were college roommates. Both were straight, good-looking, well-built athletes, Jason was white of Irish descent, Kershaw was black. They got along well and often dated the same chicks, which tended to be co-eds that put out since neither of them were looking to fall in love, as young as they were.
3.4 college & interracial

Out Of The Gutter

Joey was a 20-year-old homeless man. He turned to prostitution and selling drugs to stay alive. At 35, David was a self-made millionaire. In high school he had made a major invention and turned it into a major empire. David lived alone and had never married. He had a few relationships with women, none had lasted very long and none were satisfying sexually.
2.7 beginnings

Fourth of July Fireworks

Not the 'Safe and Sane' type that were all that were legal in my state, but the real thing. I wanted to get a real bang for my buck. There was a stand where the highway passed through the nearby Indian reservation. The tribe was not subject to most state laws and sold alcohol and tobacco from stores along the road year round.
3.9 beginnings & domination & interracial

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