Gay Hookup Stories

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Hookup Games

by shabbu on Aug 31, 2017
Gay Male

I'd been sitting reading, with the lights out and just a lamp on in the sunroom at the rear of the house. Nero heard you first, lifting his head and then going to the back door and looking about, alert. There was a full moon, and I couldn't see anything in the backyard. But I knew there was someone there, outside in the garden or the neighbor's garden. Nero...

Hookup App Helping my Speedo Fetish

by speedodave on Nov 27, 2017
Gay Male

Wanted to share this story with you guys, it happened last night and I'm still enjoying the afterglow of the experience. I have a VERY specific hookup app profile: I love speedos and playing around in them. It's the first thing on my profile. Most people don't care about the speedos and message me about sex. I hadn't found any luck finding any cute guys tha...

Craigslist Hookup Ch. 01

by Harry_Balsach on Sep 14, 2017
Gay Male

Probably a little too perfect for a first time but what the hell. It's fantasy, right? I'd fantasized about being with a guy for most of my life. I don't really know why. I'd watch porn and wonder what it would be like to be the girl. Okay, not really wonder. I flat out wished I was her. Wrapping my hands around his hard cock. Stroking it. Maybe even suckin...

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...

Craigslist Hookup Pt. 03

by Harry_Balsach on Sep 14, 2017
Gay Male

Life was good. I had just been made a senior partner at my law firm. In addition, we had opened an office in Chicago, which meant my meetings with Will soon became a regular thing. During the months we spent together we started growing close. Our "fuck sessions", as we called them, were starting to include talking and we actually got to know each other beyon...

Craigslist Hookup Pt. 02

by Harry_Balsach on Sep 14, 2017
Gay Male

Things were going well at the law firm. I had been winning most of my cases and was getting a reputation around the local courts as "a force to be reckoned with" as one of the senior partners put it. "In fact," he told me one day, "you keep going like this you could even be a judge some day." "Really?" I asked. "Why not? But in the mean time I need you to...

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...

Hitchhiking Hookup

by loneguy01 on Sep 25, 2017
Gay Male

It was the early 1970's and I was back in Boston to begin the school year. I was hitchhiking along Commonwealth Avenue at around 9:00 PM on a Friday after visiting some friends. I was thinking about giving up on a ride and taking the MBTA when a classic red Mustang convertible stopped and the passenger door opened. The driver was a well-dressed man of about...

Casual Hookup with Younger Guy

by Jbearisthe1 on Oct 29, 2018
Gay Male

I should start off by saying that I am a 40 year old married man. I have always been attracted to men around my age. Mostly bear types, and definitely masculine. I guess being in the closet, and not very experienced, I had my own assumptions as to what other gay men were like. For example, feminine means bottom, or not manly. Younger means submissive, and/or...

Hotel Hookup

by TrvlGuy on Mar 25, 2019
Gay Male

It wasn't the first time we hooked up and it certainly wouldn't be the last. We were both aware we had hit upon the sexual jackpot guys in our situation found ourselves and neither wanted that to change. It was 6PM and I had been back in my hotel room getting ready for his visit for about an hour. In addition to the shower, I had been nursing a drink or two...