Gay Cuckolding Stories

31 results
Orientation
Length
Source
Infinite Scroll

Into the Sunset

by sr71plt on Aug 18, 2017
Gay Male

I took Shawn to the Westside Bar and Lounge as punishment. We were sailing up the New Jersey coast toward New England on a Summer Solstice group cruise, which had put in to Atlantic City for a night at the casinos. Although we were doing this cruise to have fun, I'd been able to finagle it into a business trip too. We'd reconditioned a forty-three-foot 1987...

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...

Straight Guy's First Time

by Str8af on Jul 31, 2018
Gay Male

This is a true story. So, it's been a rough year for me. I ended my almost decade-long marriage, marriage that I had never been happy in. I had spent the past twelve months squabbling in court with my vindictive ex-wife over child support and the custody of our two children. I had a good lawyer, but he had taken me for every cent I had. Doesn't matter. You...

Comfortably Numb

by Nils Huim on Jun 19, 2018
Gay Male

The humiliation was now complete, and Sean was loving it. He was down on his knees on the kitchen tiles wearing nothing but a pair of lace panties, and his wife's lover's cock was in his mouth. It was a beautiful thing to behold (and taste). Long and proportionately thick, from behind its bulbous pink head until it disappeared, at a slight curve, into Gary'...

Liam Ch. 01

by Lucas96 on Sep 14, 2017
Gay Male

Disclaimer: this story involves cuckolding/cheating. ***** Kyle and I were dating for almost a year now. We met early in our sophomore year in college, and when we entered our junior year together, we decided to rent an apartment together and see how things went. So far, it was going great. We had a lot in common - we were the same age (21), we both liked...

Descent into Depravity

by HerLittlePiggy on Sep 14, 2017
Gay Male

Sun streamed into my hotel room, waking me from my alcohol aided slumber. My head ached, my mouth was dry and my memory of the night before was spotty at best. I heard the shower in my room running and confusion set in. I had come to the conference alone and I had no idea who could be showering in my room. I recalled talking to a woman named Janice early at...

Dominating Devin Ch. 02

by Cyanlot on Sep 14, 2017
Gay Male

I imagine that Devin thought it was a little strange when I invited him over to watch a movie together. It wasn't "bizarre strange." We'd talked before about the fact that we both liked bloody action films but often missed them because our wives weren't interested and it just wasn't the same sitting alone to watch a movie. I'd engineered it so that Marcie a...

The Hanky Code Pt. 15

by His_fag_wife on Sep 14, 2017
Gay Male

Mistress Caprice stood in front of me and looked deep into my glazed eyes, as I rocked up and down on my rubber cock. "I had to pay a pretty penny for you bitch, after so many people had watched some of your more extreme videos. A lot of very depraved people could see just how much use you might be." "But I wanted you before your inevitable trip to the far...

Becoming a Cocksucker: A Journey

by silkstockingslover on Sep 25, 2017
Gay Male

Becoming a Cocksucker: A Journey Summary: Man's journey from straight & married to loving cock sucking Note 1: Although unorthodox, this is a 2017 Valentine's Day Contest. No it's not a love story between a man and a woman, a woman and a woman or even a man and a man... it's a love story of a man and the discovery of his love for cock. No hearts and fl...

My First Threesome Ch. 02

by Cyanlot on Sep 25, 2017
Gay Male

[This is in the category of "Gay Male" out or deference to those fragile souls on Literotica who are threatened by any tales that involve man-on-man sex and, to avoid challenging their fragile masculinity, want those stories in the "Gay Male" category. Those looking for true gay male sex stories may be disappointed. In fact, this is a love story between a ma...