Gay Hookup Stories

379 results
Orientation
Length
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Infinite Scroll

CL Hookup

by slimbi213 on Sep 15, 2017
Gay Male

I had been fantasizing about meeting up with another guy for sex, and sucking cock for the first time. I'll save the "why" for another story; suffice it to say I had been thinking about it for a while, and had jerked off a fair amount while browsing the m4m personals on Craigslist. One weekday morning for whatever reason I had the day off. I plucked up the...

Making it Happen

by JonBlack on Aug 18, 2017
Gay Male

Below is the story of how I came to have my first sexual experience with another man. It does not contain descriptions of excessive romance, bondage, incest, or random encounters. Instead, it is an honest and heartfelt narrative of how, and more importantly why, I decided to do exactly what I did. I was in my mid-twenties and finding myself extremely horny...

Close-Up

by KeithD on May 9, 2018
Gay Male

He wasn’t looking. He was talking to a woman sitting at a table across the pool from me, but he was looking sideways at her and giving me a full-frontal view, so I snapped off a few photos. I captured the whole effect of him, just out of the pool, body beautiful, with beads of water glistening off his body in the sun. Then a few close-ups. One of his male-m...

First Time Hookup

by Curiousbottom83 on Aug 18, 2017
Gay Male

I have been curious for some time now, and even came close a few times to hooking up with a guy but always chickened out. I've played with dildo's before and gotten off on video chats with other guys but never the real thing. This is the story of my first sexual encounter with another man. For starters I'm a 30 year old man working in marketing. I am 6' tal...

Mouth Abused

by timmyid2 on Aug 18, 2017
Gay Male

When you're a married guy and you hit 60 it becomes hard to find a quick hookup. You need a "hook" to catch a guy's attention. So I posted an ad on craigslist; "Can you host a submissive slut?" In the ad I described a submissive slut as one who will do what you want, the way that you want it, when you want it. I got several replies, all asking for blowjobs...

Missed a Spot Ch. 01

by whitestream55 on Jan 16, 2019
Gay Male

I was on my knees under his desk, his big, beautiful cock sliding in and out of my mouth as I took every inch of him again and again. I never got tired of the feeling of Jameson's dick in my mouth, nor of his big, firm balls slapping against my chin. I had been going at it for fifteen minutes or so I estimated, and my neck was starting to get sore, but I had...

Filled with Cum

by bdavidson on Apr 21, 2020
Gay Male

This is a fictional story, purely a product of my imagination. My first encounter with a gay couple went beyond what I had expected. I met them through an hookup site, and after some back and forth with emails, agreed to meet them at heir home. Ted was 38, 5-10, slender with a 7 inch cock. His partner Mike was 42, and a bit shorter at 5-8, also slender, wi...

Bottoms Up

by what_mommy_isnt_telling_you on Aug 18, 2017
Gay Male

My phone buzzed at just after one in the morning. It is not as though I was asleep: the raging hard-on which I was sporting was making sleep impossible. I was just thinking of making my way into the bathroom for some release when the silence was broken by the sound of my phone vibrating on the table beside my bed. "Come over now?" read the message from the...

Craigslist Hookup Pt. 04

by Harry_Balsach on Sep 14, 2017
Gay Male

Things were going well, both at home and with Will. Our new office in Chicago was growing nicely, which meant I got to make the trip there a couple times a month. Which meant Will and I got to see a lot of each other. Sometimes we were slow and gentile while at other times we were raw and animalistic. Sometimes we made love and other times we fucked. We even...

Tramp Steaming Ch. 01: Etienne

by sr71plt on Nov 27, 2017
Gay Male

This is the first chapter of a finished, five-chapter novella, which will complete posting by the end of November 2017. ***** Taking him. All of him inside me. Fucking me doggy style on a platform bed in a seedy beach hotel cabana room just steps away from the ocean north of Suva, in Fiji, across a thin line of coconut palms from the top of the beach. He w...