Gay First Time Anal Stories

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Taking the Big Step

by Shady_Lady on Aug 18, 2017
Gay Male

As a female this story makes me nervous about its content, not because of the subject matter, but because I have no idea if I have got the actions and feelings right. I would love to get any feedback but especially from any gay or bi male readers as to if it works or not. If it doesn't work I apologise but hope you enjoy. ******************* A whole weeken...

Every Man is a Little Bit Gay

by ChestersBoi on Sep 14, 2017
Gay Male

Hmm.... Which category to post under? Group sex, loving wives, anal? This story could have gone in any of those but, as I've seen very similar tales in Gay Male, and, in the end it's about exploring one's gay side, that is where I'm going to post. Enjoy. C.B. * "They're doing cookery classes down at the local college. I think I might give them a go," Tr...

Confessions of a Straight Going Gay

by aliassmith on Sep 15, 2017
Gay Male

This memoir has been on my mind for a long, long time. I think it may be a common story. I’m always reading these days about bi curious guys. There’s a chat room I visit where the guys talk about how they would like to try sucking dick. Some may never try, and just get off talking about it, but many are genuinely curious about the fantasy they have in their...

Black Cock Party Ch. 11

by MarkLazer on Sep 14, 2017
Gay Male

Since my New Year's Day threesome with Vinny and Dante, it wasn't until that weekend until I saw either of them again. It was actually Sunday afternoon before classes started back up on that Monday when I called their room. Dante answered the phone. "Dude, I'm glad you called," Dante said. "Where you been? Vin's at Cherise's crib and I got the whole place t...

Anal Sex for the First Time

by niplock on Sep 14, 2017
Gay Male

I have been a bi-curious male for some time. I tried going to gay bathhouses, nude beaches and even steam rooms at a local gym to explore my gay feelings. Up to this point, the only gay sex that I had experienced was sucking on a few cocks here and there. The most erotic experience was being naked in a porn movie room at The Club with a naked man sucking my...

Learning a Lesson

by tommyrj on Aug 18, 2017
Gay Male

When I was around eighteen years old I worked for a newsagent, sorting and delivering papers. One day, as I got back a bit later than usual. I went round to the back and picked up my bike. I noticed a newly arrived stock of porno magazines, and to my surprise, there were some gay ones. I was Curious, and not sure what I liked at this point. Girls were fun, b...

Tricked into Gay Sex

by beatoffboy on Aug 30, 2017
Gay Male

This is the story of how I was tricked into having gay sex. I had been dating a woman named Jean for several months. Jean had long dark hair, perfect thirty-six C breasts and long legs leading up to a nice tight behind. Although we were dating regularly, we had not yet had sex. My only attempts to lure her into bed had ended with me getting a quick feel of h...

Black Hawk Down

by Dazman on Sep 21, 2020
Gay Male

Black Hawke Down The winter of 2005 was a barren time, sexually, for me. The endless summer of that year was punctuated by an exciting and sexually adventurous bisexual threesome between work friends that died away with the demise of the company we worked for. Thomas was still around for wonderfully filthy transactional gay sex. When I say transactional, I...

Straight Guys Can Fuck Ch. 1

by Darksider on Sep 25, 2017
Gay Male

Me and Ryan have always been best friends. We grew up that way. Our parents were best friends and were always doing things together and going on vacations. We told each other everything, and talked about everything as well. As kids, when we were alone, our favorite topic was sex. We compared knowledge and our fantasies. As young growing up boys we even expe...

Mr. Right Now Ch. 04: Fred Pt. 01

by KenJames on May 4, 2020
Gay Male

It's Saturday night. I'm at a gay nudist party. Technically, the group isn't a sex club. If a guy just wants to hang out with other naked guys, he can do that. But, at most parties, there's a room with gay sex videos playing and live men playing with each other—hand jobs, blow jobs, butt fucking, whatever. I'm standing near the video room's back wall, idly...