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by UncutCanuck


This is the true story of the first time I ever slept with a guy.

I went through university struggling with being gay and not wanting to admit it to myself. For some guys that meant sleeping with women, but for me I just jerked off a lot. Sooner or later though, that’s just not enough.

One night I went to an end of term party where I had quite a few drinks. On my way home, I was drunk and horny and ready to get my first taste of cock. I lived pretty close to the gay village -- at least what there was of a gay village in the city. I was way too scared to go into a gay bar or bathhouse, but I cruised a couple of streets that hot June night.

On one street I thought I saw a guy that might be looking too. So I slipped into a phone booth a short way from where he was and pretended to make a call so I could watch him to see what might happen. He didn’t move so after I finished my ‘phone call’ I took a liquor-emboldened walked down the street to see what would happen.

As I got close, I could see that he was in his 30’s, pretty thin, not overly attractive but definitely gay. And hey, I was drunk and needed to get laid, badly.

He was smoking a cigarette so as I walked up to him, I asked if he had an extra smoke. I don’t smoke but figured it was as good an icebreaker as any. He said he did, and handed one over and flicked a lighter at the tip as I put the smoke in my mouth. As I exhaled the first puff, I looked at him and said: “So, what are you into?” He just looked back as he stubbed out his cigarette and said: “Come on in and I’ll show you.”

Damn, this was it; I was 22 and finally going to lose my virginity! My head was spinning and my stomach turning from the excitement. I followed him inside the low rise brownstone building and down the dark hallway of his apartment into the bedroom. There was some hot gay porn playing on the TV in the bedroom. I wasn’t quite sure what to do next but he must have sensed it and helped me out of my shorts and underwear then went right down on my cock.

Wowza! This guy had some AWESOME oral skills. I didn’t fully appreciate at the time just how skilled he was but nearly 10 years later, the blowjobs he gave still rank among the best I’ve ever had! My cock is an average size but pretty thick and it’s uncut. This guy was able to comfortably fit the whole thing in his mouth without having any teeth touch me. It was wet and warm without being sloppy and even though he was cut, he knew exactly how to work my foreskin.

After he’d sucked my cock for a while, I asked him if he wanted to get fucked. He said sure and got me a condom that I put on. He then bent over the bed and presented his smooth ass to me. I assumed he’d need some lube in his ass for me to fuck him, but I was wrong.

That first night, I was fumbling so he coached me as I penetrated his ass. It was tight but smooth enough that I could just sink my condom wrapped cock deep inside him. That ass was amazing and I pumped it until I couldn’t hold on anymore and just filled that condom right up.

I continued to drop by that guy’s place for about a year after until he moved away. His hot mouth and tight ass that I fucked without lube was just too much too resist. After that I knew I was gay and that I’d never be sleeping with women.

***If you like this story, drop me an email at UncutCanuck@hotmail.com

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1 Gay Erotic Stories from UncutCanuck

Deep Bottom

This is the true story of the first time I ever slept with a guy. I went through university struggling with being gay and not wanting to admit it to myself. For some guys that meant sleeping with women, but for me I just jerked off a lot. Sooner or later though, that’s just not enough. One night I went to an end of term party where I had quite a few drinks. On my way home, I was drunk

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