Gay Cuckold Cleanup Stories

290 results
Orientation
Length
Source
Infinite Scroll

Playing with the Workers Next Door

by sjl1701 on Sep 17, 2017
Gay Male

I was working for a small insurance firm that had it's office's next to the back side of a strip mall with a number of businesses including a breakfast and lunch diner. The guy who owned the diner was a good-looking guy name Mike. He was in his mid-thirties and in good shape. He was the main cook for the diner. I'd go there several times a week for both brea...

Groom-To-Be & Me

by pdxjo on Aug 18, 2017
Gay Male

I answered the classified ad with trepidation. I was married, everyone assumed I had the perfect life and here I was answering an ad from a guy looking to have sex with "bi-curious" men. In the letter to the blind box address I accurately described myself as 6' 1", with brown hair, brown eyes, a swimmer's build and a great tan - except for my brilliant white...

Drunk At The Porno Movies

by AutocraticDoc on Aug 18, 2017
Gay Male

One of my first experiences with a straight stranger took place some years ago after moving to a large city with a number of 24 hour movie houses. My fascination with the unconscious, sleeping, drunk, unconsenting form had been awakened several years earlier so the potential was obvious. After exploring several of these at various hours of the night and day,...

Initiated by an Older Man

by honestWithWifie on Jun 9, 2020
Gay Male

I am a 60 year old male and this is my true coming of age story. This may not be jerk off material. It happened ... This was the seventies. I had just turned eighteen and was still living at home with my parents. We were living in suburbia on the outskirts of New Orleans. New Orleans is famous for the French Quarter and the gays who live there. I was young...

Never Say "Never" Ch. 03

by walterio on Mar 16, 2020
Gay Male

THE WORK WEEK BEGINS Ted was up at 5:30 to make coffee and get ready for the 6:00 AM conference call. He peeked at Erin lying naked in bed on his belly. His gorgeous ass was poised for the taking but Ted maintained his discipline. It was going to be a long day with calls and scheduling appointments. Erin was no bother and never interrupted Ted except to r...

The Adventures of Ted and Mark Ch. 04

by sensual_senior on Aug 18, 2017
Gay Male

Outside, the wind rustled the trees causing them to perform a tap dance on the window. Inside, silence and blackness. I lay tied naked and spreadeagled on my best friend's bed at his lake house. My senses were heightened because of the blindfold. The foreskin of my dick was painfully stretched under its head. It has been a while since it has been in this p...

Backstage Tensions

by Whorephology on May 9, 2018
Gay Male

The hot dressing room lights beat against my skin, and sweat begins to run down my forehead, making its way past my blue eyes and heading for my chest. I look in the mirror, between the blinding lights, and see that the top button of my costume has come undone. Sighing, I re-button my shirt before exiting the dressing room and heading for the stage. The hal...

First Time Fucked in a Park Ch. 01

by married_but_curious on Dec 24, 2017
Gay Male

I was horny and browsing the Craigslist "casual encounters" section, when this ad caught my eye: Married woman seeks discreet meeting in a local park. I don't quite want to cheat on my husband, but I'd like a guilt free way to spice up a love life that's gone a bit stale. So, I want to talk dirty to you and masturbate you until you cum. That's it. No sex, n...

John the Usher Ch. 02

by koksocker333 on Sep 23, 2019
Gay Male

I slowly unbuttoned his shirt, the man had a smooth chest, hair around his nipples, and a trail that led to his public region. I unbuckled his belt and pants, his cock tenting his boxer briefs, I reached in and grabbed the man's cock, it progressively got harder and harder. I got up and took my own clothes off, standing on the side of the bed naked I pulled...

A first time for Everything Pt. 04

by StoryTeller1959 on Dec 25, 2019
Gay Male

In order to understand the full context of this story, it would probably be helpful to start at the beginning, if you have not already done so. I appreciate the feedback that I have received so far, and welcome any additional comments! *** For the uninitiated, it may come as a surprise to learn that cyclists typically do not wear underwear beneath their b...