Gay Cowboy Boots Stories

2,342 results
Orientation
Length
Source
Infinite Scroll

Cowboy Wannabe Gets His

by NKY_man on Sep 14, 2017
Gay Male

The clubhouse at my apartment complex has a well-equipped gym as well as an outdoor pool and shower facility. Strangely, these amenities are rarely taken advantage of by the people who live in the apartments. As it is, the sign-in sheet at the clubhouse routinely lasts for three months before it has been filled up and even then few signatures except mine ar...

Sex and the Magic Lamp

by maxpotter on May 1, 2018
Gay Male

The best part of living near the beach was being able to go down any time and look at the eye candy of the beautiful men hanging out in just swim trunks. Today I was just walking along. As always, there were some great looking men, and I could get to them and let my fantasies go wild. Unfortunately, it stopped at fantasies. I wasn't bad looking, but I was a...

Tramp Steaming Ch. 01: Etienne

by sr71plt on Nov 27, 2017
Gay Male

This is the first chapter of a finished, five-chapter novella, which will complete posting by the end of November 2017. ***** Taking him. All of him inside me. Fucking me doggy style on a platform bed in a seedy beach hotel cabana room just steps away from the ocean north of Suva, in Fiji, across a thin line of coconut palms from the top of the beach. He w...

Eight Seconds

by KeithD on Feb 6, 2018
Gay Male

"Stop that," Cal said with a groan, "You're gonna make me come." "That's the idea," Vince said, lifting his mouth off Cal's cock, his fingers still wrapped around the root of the shaft. They were an hour north of Denver on I-25, outside of Fort Collins, making about as good time as Cal's old rattling F150 pickup could do. Vince had been playing with Cal's e...

Forever Love: The Encounter

by cowboi on Aug 17, 2017
Gay Male

Sitting on his trusty steed, Jonah was thinking of his game plan right before he made his run. He eagerly anticipated his run knowing the hard work and time he has put in on his mare Jetta. He knew that if anyone could beat the fastest time of the day it would be her. "Ok Jetta its now or never. We've worked too hard and its time to show what we can do!" T...

Cowboy Up

by TennesseeMe on Aug 18, 2017
Gay Male

I got all ready for my evening jog after a hard day of work. I was out of town on business and the small southern town was one of my normal monthly visits. I took off my suit and put on my jock strap. Reached into my suitcase and brought out my skimpy white jogging shorts. They fit very tight and showed off every inch of my manhood. I put on my Nikes and hea...

Raunchy Cowboy

by casper hunt on Aug 18, 2017
Gay Male

Hi there, one more story for you. This is a story about an affair with a cowboy. I think it is everyone's fantasy to have sex with a cowboy. Let me tell you one more thing. I have written about something called 'gay tests' in this story. I conjured it up right when I was writing. I have no way of knowing if these tests work or not. They are just a figment of...

Road Romeo

by sr71plt on Aug 18, 2017
Gay Male

He was half on, half off the short bunk, with one foot leveraged high to one side on a grab handle in the top center of the back wall of the cab, his back arched on two hard pillows, his hands open wide over the driver's naked buttocks, fingers digging into flesh, moaning in long, building moans matching the long slides of the hard ramrod inside him. The dri...

Candy

by siktici on Sep 14, 2017
Gay Male

I didn't want to be a cowboy, but I certainly wanted one to fuck me. So, to honor those sojourners of the dusty trails I wrote this. When settlers in the 1870's first used "dude," to refer to pasty-faced Easterners coming to The Rockies, they took notice of men with a distinguishable lilt (I have no doubt), of men with a different spring in their step, of m...

Barry Greets His Awakenings

by Jay_Lloyd on Aug 18, 2017
Gay Male

Author's note: This is quite a long saga of a very masculine young man coming to terms with his sexuality. If you just want to read about hard sex, then my advice is to jump to Part 2, where hopefully you may find it? I dedicate this one to my Iowan Butterfly, a very special, warm person. * * * * * Part 1 - England: Barry was a young gay guy; eighteen y...