Gay Affair Stories

890 results
Orientation
Length
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Infinite Scroll

Would I Have Liked It

by trubrit on Aug 18, 2017
Gay Male

Back in the late sixties I was serving in the Royal Navy, and we were visiting the East Coast of Canada. After several stops at Ports in Canada, we were informed that we were having one last visit before sailing for home. This final stop would be fifteen days in New York. We sailed into the Port of New York, mooring alongside the liner Queen Mary. The morn...

An Affair to Remember

by Bakeboss on Aug 18, 2017
Gay Male

You may just think this is another story of a man having an affair and cheating on his wife, but you see my story is different. I am cheating on my wife but I'm cheating with my wife's boyfriend. Let me start at the beginning, it seems so long ago now but has really been only a few months. Believe me when I tell you that Sue and I were not swingers or even...

Fritz & Greg's Rooming House Ch. 02

by drmweaver705 on Feb 3, 2020
Gay Male

My drunken Friday night encounter with Greg was my first ever gay sexual experience and I quickly decided it would not be my last. That first quickie was followed by another hour of passion later that night. We went to my room where I enjoyed Fritz's sloppy seconds willingly. I heaved myself at Greg's ass, hammering until I came hard. It must have felt good...

It's Never Too Late to Learn

by zaphod40 on Aug 18, 2017
Gay Male

I was the baby of the family and my father died when I was nine. My brothers and sisters were all getting married and having children while I was still at school and living with my mam, and when I left school at sixteen I got a job locally in a big factory. I’m still there after 27 years, only my mam died when I was 20, leaving me on my own but not far from...

The Older Man Pt. 05

by t2u1ck on Apr 1, 2020
Gay Male

It's some time since I wrote the stories about my affair with a much older man. I'm married and in my twenties and Tom is a widower in his 50s. I had not recognised that I was bisexual until I met Tom but since we first got together I have enjoyed the delights of oral and anal sex and shared a fetish for briefs, especially with shirts tucked in them. We also...

After Meeting Online

by Murrayd53 on Aug 18, 2017
Gay Male

Things were slow at work and as I was nearing the end of a contract placement (I work as a BA in the IT industry) I was not getting anything new to work on. I like to at least look like I am doing something plus it helps to keep from getting bored. I was surfing the net somewhat and was checking a site on which I had posted a profile. I had exchanged e-ma...

Cross-Dressing, Gay & Lesbian Sex 07

by SusanJillParker on Aug 30, 2017
Gay Male

There are no underage characters in this story. All characters are over the age of 18-years-old. * Emma and Daniel invite Veronica and Martin over for some sexy fun. Daniel and Martin have bi-sexual sex while watching their wives having lesbian sex "Won't you join me?" Directing his conversation to his cock, Martin gave Daniel's big bulge a raised eyebr...

My Wife Hands Me Over to My Dom Ch. 03

by FantasizeAndRealize on Mar 6, 2018
Gay Male

It has been almost three months since my wife Susan found out about my gay affair. Since she found out she has been handing me over to my Dom, in person, every week for our sessions. She has gotten to know Carl, my Dom quite well. They love talking about me as if I am not even there. Susan really enjoys taking me to Carl and picking me up after our session...

So Now I Know

by ifitsfundoit on Aug 31, 2017
Gay Male

It all happened one Thursday night some years ago when I was in my mid to late twenties. I was, and still am, very happily married to a beautiful, sexy, intelligent woman. She worked silly hours at the time, and was often away over night in some godforsaken part of the UK. I was working locally in a company that I was desperate to leave, and bored me stupid....

Dominating Devin Ch. 01

by Cyanlot on Sep 14, 2017
Gay Male

[Note: Despite the category of this story, there is no male/male sex, or even foreshadowing of it, in this segment of the story.] * It was a the tiniest piece of red foil—easy to miss. So easy that my wife clearly had. I could have, too. If I'd missed it, the cleaning lady certainly would have cleaned it up the next day, on her weekly visit and, then, thi...