Oldest Gay First Time Sex Stories - Page 7

A young and upcoming boxer, that I hadn't yet met, had just transferred to train at our gym, and his trainer was out of the city on business. No one else wanted to help out at the late hour Tuesday night that the boxer was needing for the practice. Begrudging, I agreed to help out. I met up with the guy after I had finished dinner, arriving at the small gym at about 9pm.
4.4 3019 words 13 mins athletic

I was about 14 years when my dad left me and my mom. He caught my mom cheating with a Black guy inside our house and he could forgive her for that. So he packed his bags left and never returned. The next thing I knew they were already divorced. After a year of being fatherless, my mom got married again with Big Jack. Jack was big black masculine guy who just got out of the Military.
3.9 3077 words 14 mins interracial

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.
4.6 3866 words 17 mins beginnings & domination & interracial

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.
4.1 3201 words 14 mins beginnings

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.
3.9 3091 words 14 mins college & interracial

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.
3.6 1548 words 7 mins friendship

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.
3.8 4048 words 18 mins encounters & interracial

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.
3.6 1410 words 6 mins encounters

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.
4.3 4280 words 19 mins friendship & interracial

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.
4 4860 words 22 mins friendship