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Losing My Cherry

by Matt25


I was a pretty small dude in college: only about 5'6 and about 135 pounds. My freshman roommate was a big, strapping football jock: probably 220 and about 6'2". We didn't have that much in common but got along okay anyway.

When school started it was pretty hot in our dorm since we didn't have a/c. He spent a lot of his time hanging out wearing not too much…usually just briefs and t-shirt and sometimes just his briefs. I was a little embarrassed about this, but he would kid me and say, "Dude, aren't you dyin' in all those clothes." After a while, I started to hang in out in my underwear too.

One day we were kidding around and started to wrestle in our briefs. With the size difference it wasn't much of a contest and he pinned me pretty fast. We had both gotten hardons and mine was pushing up towards his ass. He started rubbing his brief-clad dick over my face and asked if I wanted to be his little buddy. At first I turned my head away, since we were supposed to be "straight". But he turned my head back around and pulled his big cut dick out of his briefs. He brushed it over my lips and said, "Suck it." I resisted at first, but he opened my mouth and slid his dick in. He face fucked me until he came. He gave me a little chuck on the chin and said; "Now you're my little buddy."

Later on, he pretended nothing had happened and talked about pussy all the time. A couple days later, he tackled me and we wrestled again. This time his dick was pressing against my virgin hole and he was grinding through our underwear. He pulled off my briefs and went over to his dresser. He pulled out a blue Trojan package, dropped his briefs and rolled the white rubber over his dick. He picked me up off the floor, bent me over the dresser and slipped his lubed prick up my ass all at once. I gasped and he groaned. He fucked me hard while jacking me off. After only about 2 minutes he tensed up. I could feel him spasming and filling up the rubber. I shot all over the dresser.

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3 Gay Erotic Stories from Matt25

Losing My Cherry

I was a pretty small dude in college: only about 5'6 and about 135 pounds. My freshman roommate was a big, strapping football jock: probably 220 and about 6'2". We didn't have that much in common but got along okay anyway. When school started it was pretty hot in our dorm since we didn't have a/c. He spent a lot of his time hanging out wearing not too much…usually just briefs and t-shirt

Losing My Cherry 2

After my football-player roommate nailed me over the dresser I didn't know what would come next. The only other time we had sex, when I sucked him off, he pretended nothing happened and kept talking about pussy. I didn't know if he'd do the same now or if he'd want to play again. He was a party boy and was out late more often than not. I was pretty quiet and usually in bed by the time he

Nailing the Pizza Man

I was planning to go out partying, but decided I should eat something before I drank too much. I called my favorite pizza place and ordered a large pepperoni pie. The pizza's good and the delivery is fast, but the pizza men have never been anything too look at. This time was different. The bell rang and I opened the door. In front of me was an incredibly hunky dude, about 24, handsome

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