Gay Cowboy Boots Stories

2,342 results
Orientation
Length
Source
Infinite Scroll

Balls Through The Wall At Sin City

by pdxjo on Aug 28, 2017
Gay Male

I don't know what was so appealing about the entire experience. The anonymity of it? The smell of piss? The aroma of cum? The scent of mansweat, cocks, balls, armpits and asses? Perhaps the subtle movement of a strange hand across my ass, chest or expanding crotch? The stickiness of the concrete floor? That unspoken need and desire expressed in the eyes of m...

My First Time

by John1111 on Aug 18, 2017
Gay Male

This story is a true account of my first gay experience. I'm not making any of it up, and I'm not exaggerating any part of it; what you get is how it happened, even though I could probably make it a little more erotic. It was last Thanksgiving Day. I was driving home from supper at my parents' place, and I stopped off at the porn store. I got a few (straigh...

Chasing Charlie

by VaRiverWriter on Sep 14, 2017
Gay Male

*Author's note: Main characters are 18+. This is a standalone story that features characters from 'Bait a Hook' and 'Plotting a Course.' I hope that you enjoy it. Please comment and let me know. Thanks for reading!* ***** Prologue I grumbled as I rolled over to silence the annoying, shrill sound that escaped the alarm clock. The screen flashed 5:33 AM a...

Closet Confession Ch. 01

by Cherryboi on Aug 18, 2017
Gay Male

he following story, every word, is absolutely true. The names have been changed, that's all. I don't know when it was I first knew that my ass would eventually be trained to take cock. At least that's what I tell myself, even though I know it's a lie. The truth is that I know exactly when it happened. It was just before Christmas right as I had just turned...

Odd Todd

by BOSTONFICTIONWRITER on Aug 18, 2017
Gay Male

I had lots of friends growing up in Boston; there was so much to do. Yet, my two best friends were Rocky and Todd. We were the Three Musketeers. We were always together. With only three channels to watch, channels 4, 5, and 7, until they developed and aired channels 38 and 56, we never stayed in to watch television. We were always out playing. We all had n...

Country Bumpin

by Michele G on Sep 14, 2017
Gay Male

My parents have a cottage in the countryside. There is a farm about a mile down the dirt road where this hunk, who is the son of the farmer, lives. I've caught him spying on me when I would be alone at the cottage. The exhibitionist in me loved dressing and undressing for him. He never approached me, but from watching him jackoff while I put on a show told m...

Getting . . . Educated Ch. 09

by sr71plt on Sep 14, 2017
Gay Male

The exhaustion of and loss of strength from the previous day's unexpected sex encounters may have accounted for my tennis match the next day, but it's just as likely that Ben was just a much better tennis player than I was. He agreed to let me try to recoup the loss and set up another match for two days hence. As I had hoped, we were the only ones in the gr...

The L from Oak Park

by KeithD on May 23, 2018
Gay Male

They had been on the same tour of the Frank Lloyd Wright house and studio in Oak Park, Illinois, and then they'd passed each other or sighted each other from the distance while both were strolling through the area picking out and observing the other houses Wright had designed and that had been constructed in what was now just a far suburb of Chicago. They w...

Sex and the Magic Lamp Ch. 04

by maxpotter on Sep 5, 2018
Gay Male

Work was a bit like foreplay for me. I saw Matt around a bit, granted I kept an eye out for him, and made my way to go by his desk a few times. Matt was a bit on the short side. Nothing major, just a little below average. He had some significant pecs. Very prominent in the shirts he wore. He had a great ass, and that ass was accented by his boots. Like all r...

The Coffee Shop Pt. 03

by canadiancowboy on Sep 14, 2017
Gay Male

The Coffee Shop III: The Good, The Bad, And The Hypnotized Disclaimer. The following story, is a work of fiction. The characters portrayed within are a work of fiction as well, and any resemblance to any person, living or dead is a coincidence and unintentional. Copyright 1999. This story is the property of the author, Canadian Cowboy (formerly known as...