Gay Cowboy Stories

703 results
Orientation
Length
Source
Infinite Scroll

Like Father Like Son

by sr71plt on Aug 18, 2017
Gay Male

As I walked into the city on the main street, Damrak, leading directly from Amsterdam's central train station, I nervously fingered the folded e-mail I'd been carrying tucked in my wallet for the past month and a half. Damrak changed into Rokin, and at the end of canal off the Amstel River, I made a right onto Heiligeweg. I had thought of this possibility o...

Tramp Steaming Ch. 05: Noah

by sr71plt on Dec 4, 2017
Gay Male

I rolled back over and surveyed the body stretched out beside me. He was lying on his back, panting slightly, his legs still spread and knees bent. The pillow not yet out from underneath the small of his back. He gave me a wan smile, wrapped a hand around my neck, and drew me in for a kiss, barely giving me time to take the joint from my mouth that I had tur...

Noah Flip Flop

by sr71plt on Aug 31, 2017
Gay Male

I rolled back over and surveyed the body stretched out beside me. He was lying on his back, panting slightly, his legs still spread and knees bent. The pillow not yet out from underneath the small of his back. He gave me a wan smile, wrapped a hand around my neck, and drew me in for a kiss, barely giving me time to take the joint from my mouth that I had tur...

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...

The Cowboy vs Big Cock Indians

by silkstockingslover on Dec 1, 2017
Gay Male

Summary: The shocking truth of the old west finally told. Note 1: This is a special western themed story created by the lovely Black Randi. Thanks to Tex Beethoven, Black Randi, thor_p, Robert, and Wayne for editing this strange attempt. PS: Western is not my forte so please don't judge me too much on this story. Cowboys & Big Cock Indians History i...

Ride Me Cowboy!

by Versatile2008 on Sep 14, 2017
Gay Male

Three of us had just finished working on a very important presentation at the agency and after we finally snared the client's account, our boss rewarded us by giving us an all-expenses paid week at a fancy Wyoming dude ranch. Even though I ride, I'm pretty much of a city slicker and this was my first time out at a ranch. My colleagues were a couple who were...

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...

Artistic/ Photo Friends w/ Benefits

by sensualstories on Aug 31, 2017
Gay Male

I was at my Figure Drawing club, which consists of about 8-12 people. We draw various nude (non sensual) poses, of mostly women, when we meet once a week. It is a fun class. Most of the time it is the same group of artists that come, but we occasionally get a new guy or gal artist that joins up with us. On this particular night a new guy came to the class....

No Rest in the Rest Area

by rodneysteele41 on Jul 31, 2018
Gay Male

During my years of exploring the world, and getting my rocks off in as many different ways, and places, as possible, the first time I enjoyed a sex romp at a highway rest area was back in the mid-nineties. I had been returning to Austin, Texas, for my senior year at the university when the need for a bathroom stop got the better of me. Too much McDonald's dr...

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...