Gay Affair Stories

890 results
Orientation
Length
Source
Infinite Scroll

What'll I Do? Ch. 01

by leroyNYC on Sep 1, 2017
Gay Male

"That's it! This is the last time I am ever going to fall in love." The moment those words left my mouth, I found myself in a dark space. A space that was distant and remote, away from the voices, away from the stories that encouraged hope.' 'There he was, on OUR bed, fucking some fit young guy.' The image was too vivid, too visceral, too intense, too mu...

Raunchy Cowboy

by casper hunt on Aug 18, 2017
Gay Male

Hi there, one more story for you. This is a story about an affair with a cowboy. I think it is everyone's fantasy to have sex with a cowboy. Let me tell you one more thing. I have written about something called 'gay tests' in this story. I conjured it up right when I was writing. I have no way of knowing if these tests work or not. They are just a figment of...

A Long Time Coming Ch. 05

by hikertenn on Mar 2, 2020
Gay Male

Doris lived just a few doors away on the same floor as Cal. We timed our arrival so that we were at her door promptly at 5 p.m.. We were both dressed in sport coats. Cal wore slacks, I had on jeans and boots. We were a good looking couple. Cal's elegant conservative style contrasted nicely, (I thought), with my relaxed 'west coast' groove. Doris was a love...

No Remedy for Love Ch. 08

by podga on Sep 14, 2017
Gay Male

I'd just about made up my mind to open the door, when it opened for me. "Oh, hey," Thomas exclaimed, obviously not expecting me to be lurking on the other side. "Uh, I was just about to knock," I lied. "I called the airline. No seats available until tomorrow afternoon. They said we could try going to the airport in case there are any no-shows, but I don't...

Achilles and Hercules in Love

by PredatorSmile on Aug 17, 2017
Gay Male

My name is Heracles. Better known as Hercules, the greatest superhero of the Ancient World. A Symbol of Masculinity and Military Power. A lot has been written about me. Some call me the Son of Zeus, King of the Gods. Stepson of Amphitryon, Commander in Chief of the Army of Thebes, the most powerful country in the land of Greece. Cousin of Eurystheus, King of...

Fritz & Greg's Rooming House Ch. 03

by drmweaver705 on Feb 10, 2020
Gay Male

All participants are 18 or over. This story contains reluctant sex. ***** After Fritz, my lover's husband, nearly caught us fucking in the house, Greg and I did anything but cool our affair. Even though Fritz was retired and theoretically spent all of his time at home, Greg and I found plenty of opportunity when he was working outside or tinkering in the g...

Professor, Help Me with My Project?

by MattThrowaway on Jun 9, 2020
Gay Male

This is a true story of a wild hookup I had when I was a young professor with a student who was, unbeknownst to me until we were in the midst of it, a Japanese porn star. This was also my first affair. Names have been changed. *** I can still remember the first time I saw Alex. I was scrolling through Facebook during Thanksgiving break and spotted him in...

It's Never Too Late Ch. 2

by zaphod40 on Aug 18, 2017
Gay Male

He was stunned when I told him and pleaded with me to reconsider. We had had sex in our usual way, and we were both very loving, not having met for a number of months. In the four years that we had been meeting I think the most we ever met was five or six times a year. This was because our work schedules and times free from family responsibilities rarely co...

Like a Good Neighbor

by tsipper on Oct 15, 2017
Gay Male

I grew up in a small town in Central Texas and lived there until I went away to college. I had a very regular life until I returned from my first year in college. That is when an event happened that forever changed my life. It was three days before my 19th birthday and I was mowing the lawn when I noticed our neighbor Mr. Rice unloading a whole bunch of lu...

Master Mike Ch. 05

by mdp_2004 on Sep 14, 2017
Gay Male

"Woohoo!" I rejoiced out loud once I was in my car with the door shut. I felt incredible. The exhilaration of an awesome job change and the promise of freedom for total sexual exploration by day coursed through me. I liked my new employer and his cock felt magnificent in my mouth and ass. "I am now officially a slut-in-training," I said out loud again, "and...