Gay Sloppy Hole Stories

12,925 results
Orientation
Length
Source
Infinite Scroll

Bully to Bitch

by Emily_sweetness on Jul 3, 2019
Gay Male

You know the phrase: 'Karma's a bitch'? Well, I didn't believe it until only recently, although I didn't think it would take me 10 years for me to learn that lesson, the hard way. The name is Josh, let's start from the beginning. 2008 15 years old and still living in the innocent world of secondary school, I was the top of the food chain. Having gone throu...

Serendipity Pt. 01

by CurtisLove on Mar 2, 2020
Gay Male

Years ago I was out of town on a business trip to the east coast. It was a two week trip which was highly unusual for me as I was usually home on the weekends. It was basketball season and my college team was playing in the semi finals. I was sitting in the bar of a nice hotel in downtown DC and the game was set to start in a while. I was chatting it up with...

Jared

by historycup on Aug 18, 2017
Gay Male

Jared and I have been best friends since birth. We grew up one house away from each other. We had all the same teachers growing up. In high school, we started on the varsity football and baseball teams. We both chose the same college to attend with the same major. Hell, we even drive the same model car. The first time we fucked wasn't until after high scho...

Jacob's Dad

by Pissdrinker on Jun 15, 2020
Gay Male

This story pre-dates the Aids crisis and so no condoms were used or deemed necessary. Please play safe. This true story follows on from my previous also true story, 'Just turned 18'. *** The summer I turned 18 and went camping was the first time I experienced gay sex, before that I had only ever seen magazines and I guess had fantasies about some of my fe...

Night Time Lover

by Rob Writer on Aug 18, 2017
Gay Male

When I was about 18, I spent a lot of time with my friend Eric. Eric and I were pretty close, and I would go to his apartment, and we would watch HBO and Showtime porn. One time, it was around 9, and he was flipping the channels, and there was no porn on. We decided to go to the local movie rental store, Video-Stop, and rent a porn. We went into the porn roo...

10 Years of Lust Ch. 01: Cousin's Love

by lusthunterz on Feb 6, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. ***** Before I start this multi-chapter story of my newly discovered gay-self I need to make it known how many times I procrastinated trying to open up publicly about my old and recent sexual fantasies. Not out of fear, No. But constant hesitation when it comes to addressing such a wide...

Bathhouse is Open Again

by smoothbtm76 on Nov 16, 2020
Gay Male

I was feeling extra horny on Saturday and just couldn't deal with another night of disappointing flakes on the hookup apps so I looked online and to my surprise found out that my favorite bathhouse had reopened, albeit with mask rules and limited hours...5 pm to 1 am. Fuck, it was already past 7. Cleaned out, took a quick shower, threw my stuff in my bag and...

What Happened in Harvey's Room Pt. 02

by Robert_Furlong on Sep 14, 2017
Gay Male

It turned out to be totally different from playing around with girls. For a start, we didn't even get on his bed together and there was cuddling each other or anything like that. I just hitched the front of my jeans down so my aching hard-on sprung up, and Harvey pulled the back of his down and leaned over a chair. His hairy arse crack gaped open and I shuf...

Drunken Surprise

by funandbold on May 23, 2018
Gay Male

I had been out for my best friend's 40th birthday. Yes, we got smashed! I knew this was going to happen so I took a cab home, I entered my apartment, stripped and fell into bed. Jerry had been my best friend since we were in our 20's. We had tried dating but it just didn't work, so be became friends and our relationship grew over the years. We'd seen each ot...

Do You Want To Sit On My Face?

by pdxjo on Aug 18, 2017
Gay Male

This was insane. After getting all horned up with some online interaction on a man-to-man sex site I was driving to the house of a guy I didn't know. He'd asked me to come over for some cuddling and fondling after letting me know he just wanted some body contact with another man. In fact, he specifically said that the invitation was not for sex - and, for so...