Gay Cuckold Interactive Stories

118 results
Orientation
Length
Source
Infinite Scroll

Cuckold at a Cocktail Party

by CuckoldGuy on Sep 1, 2017
Gay Male

When I was a young, naive, immature man or maybe I should say boy, I was engaged to be married to a very beautiful, sexual, voluptuous, full figured girl. She had full puffy lips, large rounded breasts, curvy hips with full rounded buttocks. I introduced her to my boss. He was an old wise man and she must have made an impression on him because a couple of da...

The Road Sometimes Traveled

by rnumbers123 on Aug 18, 2017
Gay Male

The following is a first time gay tale that grew out of the dark place in my mind. My stories tend to have a cuckold theme. Most cuckold fantasies have a bisexual element. This is no exception, but it crosses a line. It's not uncommon for cuckolds to question their sexuality. As a mental exercise, I've looked at another man in the gym, wondering if I could...

You are a Sissy Pt. 07: Cuckold

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, princess. Hello again. I see you are back. That pleases me, sissy. It pleases me that you have come back for more of what only I can give you. The truth only I can give you. And we have come so far together, princess. We have come so far exploring the depths of your sissy feminine mind. And your mind is feminine. Make no mistake about it, princess....

It Could Be Worse Ch. 07

by eviltwin52 on Sep 14, 2017
Gay Male

We've been in service to blacks for 6 months now. Mom, my wife Cindy, and I have completely devoted ourselves to the pleasures of the Superior African race and Leon. The club where Leon has us working is a nice dinner club on the waterfront in S.W. Washington, DC. We work as greeters and servers with a few other white couples and single white women. All of...

The Metamorphous

by eviltwin52 on Aug 29, 2017
Gay Male

I didn't plan to be a homosexual. I didn't want to be known as a sissy. I didn't want to be used and abused by those who were my friends. I tried to be a normal, heterosexual male. Mother nature had other plans for me. My name is John. I've always been on the small side. My height is 5'6" and my weight was 130. I have a narrow waist, a pert, round bottom...

I Turned Myself Out Ch. 04

by drmweaver705 on Sep 14, 2020
Gay Male

All characters are over 18. This story contains bisexual and cuckolding activity as well as fetishistic name-calling. If you don't enjoy these things, this might not be the story for you. *** Porn seduced me early in life and, even as a married man, it commands part of my loyalty to this day. It happened that I became bored, or maybe just desensitized, to...

My First Time

by silverace1 on Aug 18, 2017
Gay Male

I am a divorced man in my late 50's and very, very confused about my sexuality. I have been married and divorced 3 times and my sex life in all of the marriages was not exciting but primarily used for procreation. I don't know – perhaps I subconsciously looked for women with a low libido so I wouldn't have to perform too often. In all three cases, the sexual...

Mutual Benefit

by drmweaver705 on Feb 4, 2020
Gay Male

I got in the passenger side of Roger's car and extended my hand. We shook hands in greeting. "Good to see you, my friend." "Good to see you, Rog." We'd been friends thirty years, through high school and college, through family events to family tragedies. Our wives were friends. We attended the same weddings and funerals. Rog and I even worked together at...

March Madness Ch. 07

by watchdwag on Sep 14, 2017
Gay Male

It felt really weird waking up beside another man in my bed. My ass was pressed against Larry's cock as I woke with his arm gently draped across my waist. It was a position to which I was accustomed with my girlfriend Sandy as she would often cuddle close to me in a spoon position in the bed. I looked over and Larry appeared to be dead to the world as I pull...

Doug Ellis Ch. 01

by muffinbod on Aug 18, 2017
Gay Male

This story series is based on real life experiences with names and some incidents changed for the sake of confidentiality. ***** Doug Ellis would have been a heavily built man even if he'd never been engaged in manual work and then, later, obsessively into the gym. Not more than five feet eleven when his generations were suddenly outgrowing their predeces...