Gay Sex Stories - Page 75

Academy Education

For the record, it was not *the* military academy, the one located over the Hudson River outside New York City, but it was *a* military academy. As this is a work of fiction, it matters not which one it was, but if there are other graduates of this institution, they might recognize the location based on some of the incidents.
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Chubby Party Boy

I was taking the subway home, and found myself alone in the subway car. It was 2:30am and at the next stop, a thin guy in his 30's got on and sat across from me. He was wearing a tee shirt and gym shorts. As we rode, I looked him over. He had hairy legs and from the way he was sitting I could look up his shorts and could see his cock resting against his leg.
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Brief Weekend With Shawn At Convention

Shawn is about 40, single, and pretty much a loner. I had asked him to run a few errands for me, and I took him to lunch to show my appreciation. I asked how he was doing and what was going on in his life. His dad recently passed away and he was alone. He told me he was ok, but he feels alone, like there is him, and then everyone else.
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In the Hot Tub with Trent

At my first job after college I start hannging out with a guy at work, Trent. I finally find the courage to ask him out for dinner. One thing leads to another.
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Gay Yacht Orgy

At a gay bar a guy walks up and asks me "How's it hanging tonight, Dude?". I tell him that rigid and hard was a better description than "hanging". He laughed and said tonight was my lucky night since I had been invited to participate in an orgy aboard a yacht.
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My Worst Cockfight Defeat

We met at a friends apartment, put down a plastic tarp and went over the rules. It would be an erotic oil first-to-cum-loses wrestling match, we would use any means to force the other man to shoot first. I chose a white thong to wear which barely contained my swelling 8" cut cock.
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Beach Twink

The weather was warm, but most people were at work. It was a school day, so the younger people weren't around. There had been a lot of dead fish that washed up on the beach from a bacterial issue in the water, so the beach was almost deserted. I sat in the sun for a while, then went to the mens room to shower the sand off me.
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Man Helps Me Clean The Garage And Gets Blowjob

There was work to do in the garden and the garage needed cleaning There was just too much furniture stored in there. While I sat I noticed a young man walking up my sidewalk. I did not know him. He was dressed in cut off sandals, shirt and a baseball cap. He had dark hair and was about thirty years old. He stopped at the bottom of the stairs and asked me if I had some work for him. I did.
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Fantasy Sex Between Young Friends

His two friends Willie and Harold were both eighteen too. They lay on a blanket in the park watching people walking by. "I sure would like some sex," Wayne said. "What's your sexual fantasy today?" Howard asked. Wayne thought a few moments before speaking. "I'd like getting a man around thirty, stripping him and giving him a complete work over."
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Bathhouse Adventure

As I went inside the building the attendant said for me to strip naked in the locker-rooms. I went into the locker-rooms and stripped naked and put my clothes in the locker. The only thing insight was a towel on a hook outside of the sauna rooms and seeing everybody was men I just shrugged my shoulders. What I didn't know was this was a bathhouse for gay men.
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