Gay Encounters Stories

984 results
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Infinite Scroll

My CD Slut

by eljayb on Jan 23, 2019
Gay Male

Sweet encounters As a sexually active 77 year old I have recently been attracted to the lovely world of Crossdressers. Not that I wish to dress myself but I enjoy the company of those who do. In my travels I found this interesting personality called Chrissie. Age 64, CD/TV/TS. After we exchanged messages and emails for a while, I felt we might get on well...

Friend's Dad Services New Roommate

by FictionalEncounters on Jan 30, 2018
Gay Male

I just watched my friend's dad servicing my new roommate's cock... And I enjoyed every second of it. It was, without a doubt, the hottest gay experience I've had in my 7 years since opening up my sexuality to homoerotic pleasures. I have to emphasize the word "gay" in that statement because it isn't the hottest overall sexual experience I've had in my enti...

Gym Jerk Off Ch. 02

by wred222000 on Aug 30, 2017
Gay Male

Another day's hard work I thought to myself. Considering I have not hit the gym for a solid week due to finals and work, I challenged myself by swimming a workout set from my old high school swim team days. I usually am able to check both gals and guys while swimming, quickly shooting glances at the spa or people stepping out of the steam room and sauna. I...

In The Park, In The Dark

by luv2getnaked on Apr 21, 2020
Gay Male

I was feeling rather horny the other night and decided to check out this little park that I visit from time to time hoping to find a little man to man action. There is one very attractive and smallish built man that I see there on occasion, and he was there lurking in the shadows when I arrived. He is a small, but finely built man with a very beautiful body...

In the Park, In the Dark

by available269 on Sep 14, 2017
Gay Male

I was feeling rather horny the other night and decided to check out this little park that I visit from time to time hoping to find a little man to man action. There is one very attractive and smallish built man that I see there on occasion, and he was there lurking in the shadows when I arrived. He is a small, but finely built man with a very beautiful body...

67 Cocks

by yvetteinpanties on May 15, 2019
Gay Male

I became a cocksucker at age 55. I started slow, responding to internet ads every six months or so. Afraid of disease, afraid of being seen by someone I knew, afraid of being myself. As the urges grew, so did the frequency of my encounters. Sometimes I was a sissy in lingerie, sometimes I was just naked, but I was always a bottom. When I retired, I moved to...

His Girl Wont... I Take Her Place

by ReggieJones89 on Sep 4, 2017
Gay Male

Friend can't do what he wants with girlfriend, so I take her place... I'm a 28-year-old male that is tall with dark hair and generally considered good looking by many. I portray myself as straight to friends and family as my sexual preference, but I'm not sure what I am because the events that take place in the story I'm about to tell have made me discover...

Business & Pleasure Ch. 01

by nero957 on Sep 5, 2017
Gay Male

Chapter 01: My First Time I have read several stories about first time encounters and realized that my first time was both interesting and maybe intriguing reading for others. I was 39, happily married with 2 children and in a very hectic business world. While I had thought of encounters with men, it was always just a fantasy. In the sports dressing rooms,...

Riain's Adventures Ch. 03

by wolfhond802 on Aug 18, 2017
Gay Male

The following story contains Adult Material – follow the law! Follow your own soul.THE STORY ID COMPLETELY FICTIONAL AND ALL NAMES AND PLACES ADAPTED FOR A WORK OF FICTION! Riain’s Adventures – Chapter 3 “The Seminary” The next part of my real life adventures will in itself be in several parts and much of the personal part of my life, outside of the sexua...

From the Shower to...

by gym_cruiser on Aug 18, 2017
Gay Male

I went to the gym the day that Eric wanted to coordinate that we be there. I went for a swim, but didn't see Eric yet. After 15 minutes of laps back and forth, I got out and changed into basketball shorts and a t-shirt. On my way to the weight room, I heard Eric call my name. I saw him come up to me, dressed in a short sleeved white button-down shirt and bla...