Gay Cowboy Boots Stories

2,342 results
Orientation
Length
Source
Infinite Scroll

Cowboy Hats and Calamine Lotion

by PheeGee on Sep 14, 2017
Gay Male

"Dude, I have something you so want to get in on!" Mitch whispered excitedly into Craig's ear. Craig turned away from loading paving stones onto the back of the truck and eyed his bud suspiciously. They'd been friends ever since Craig had hired on, right out of high school, with Mitch's dad's landscaping company, and the subsequent four years had taught Crai...

Legend of Cowboy

by sr71plt on Aug 18, 2017
Gay Male

All sorts of expatriate "characters" gravitated to Bangkok, Thailand, in the seventies and eighties, and none were more colorful than the man known simply as Cowboy. Cowboy was a six-and-a-half foot black American stud, who was said to have been a pro basketball player of some note who had retreated to Bangkok in the face of possible charges for point shavin...

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...

Sacrificed by Curiosity Ch. 11

by sr71plt on Sep 14, 2017
Gay Male

The fresh, clean air of the mountain country was good for Doug. Within a few weeks, I was able to harden his cock through, first sucking him off, and later, taking the lead in sitting in his lap with his dick up my ass canal. Merely days later, he was back to humping me in his favorite sidesplitting position. But the fire was not in our fuck sessions yet. We...

Getting Lost In a Store

by CowboyBootedNJ on Aug 18, 2017
Gay Male

Jerry was a normal acting male, he worked hard for a living, went home to his wife every night, they made love on occasion, etc. They had two grown children, now out and on their own, Jerry can now go back to the way he was before kids, more sexual freedom, and who he really is. When he goes to work he cannot be so liberal, he must wear his suit properly, we...

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....

Derek Pt. 03

by TAHammer on Apr 27, 2020
Gay Male

Everybody was decked out in cowboy boots, jeans, and bandannas at the afternoon barbecue. Of course, Derek with his sleeveless button-up shirt, tight jeans (with a big buckle belt), and cowboy boots looked like the Playgirl cover model for the cowboys issue. Everyone watched him swagger around the patio. Karen gave him a cowboy hat, and every gay guy and str...

Don't Look Back Ch. 11

by ShelleyRunyon on Sep 14, 2017
Gay Male

Despite Lee's warnings—or perhaps because of them—Marshall spent the entire day breaking in his new boots in preparation for the trip to Partners. As added protection, he placed a band-aid on each heel. Better safe than sorry. They surely were beautiful boots. He admired them in his and Lee's full-length bedroom mirror, twisting and turning to catch the whol...

Connor's Pretty Horny Pt. 09

by connorwitmer on Jan 30, 2018
Gay Male

So, to say the least, I had suddenly become hot shit. Just kidding. If anything, I now felt like a complete imposter. Alex seemed to have accepted me as somewhat cool, and now Robbie added a level of intrigue, and Henry was ever present. Despite being hot shit, I rarely saw a text from Alex. I had already placed him in the category of "people who don't text"...