Gay Riding Boots Stories

4,428 results
Orientation
Length
Source
Infinite Scroll

Exploring in the Woods

by sandston3 on Feb 26, 2019
Gay Male

I was out exploring the woods on my bike. A push bike is a great way to do it, cover a lot of ground. I was cycling slowly, near a path that led to a dogging spot and I saw a guy, looking a bit aimless. He was a slim, older guy, 50's, short hair, wearing cheap, hiking clothes. He looked at me as I cycled into the clearing he was in. I looked back with a ques...

Snowy, Snowy Nights

by sr71plt on Aug 30, 2017
Gay Male

In most senses Bran had been invisible at the Hayden saloon the couple of months he'd been there. But as he came out of the back room into the main saloon hall, carrying the bucket of water Levi Yost, the saloon keeper, had told him to use to freshen the bowls in the rooms upstairs, he looked at the tall Christmas tree in the corner. Sadie, Katie, and Faye w...

Poppa's Cub Ch. 07

by LadyTigeress on Sep 17, 2017
Gay Male

Wednesday, December 21st, 1988 Kyle picked up the dishes from the supper table as Mike pulled on his leather jacket and boots. Kyle heard the zip of the jacket and then felt Mike come behind him, wrapping his bear arms around. Mike softly nuzzled. "So you're off for a week?" Mike asked. Kyle nodded happily, nuzzling the furry paws. "I'm going to be tidy...

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

The Other Boy in Goodwell

by Theroughstockeventauthor on Sep 2, 2017
Gay Male

Scott didn't care about rodeo. Didn't care about ranching or farming or none of that, neither. He was a freshman, and Dare was a sophomore, and they was both taking this class, this Spanish class, because you had to take a foreign language, and Spanish was easier than French. Well, that's why Dare was taking it, anyhow. Scott just wanted to learn. He wanted...

Lariats and Lacrosse Sticks Ch. 09

by reddirtwriter on Sep 25, 2017
Gay Male

There are scenes of unprotected sex depicted in his story. In all cases it was between the two main characters, who are in a committed, monogamous relationship and were tested. If you aren't in the same kind of relationship, then you should always protect yourself and wear a condom. * "Did you see what I got from my dad?" Asked Randy as he walked through...

Journey to Mirage Ch. 15

by sr71plt on Sep 14, 2017
Gay Male

[Author's Note: This chaptered novel was originally tagged as running to 15 chapters, but a chapter of the original was split in two for Literotica postings, so there will be 16 chapters. Thus, this is not the final chapter that will post.] * "Ricky? Is that really you?" "Yes, Mom, it's me. I'd doin' fine, Mom. Trying to get settled. I want you to come ou...

Fun at the Rodeo Pt. 01

by ibjtjones on Aug 22, 2018
Gay Male

I was sitting in my patrol car doing paperwork when I noticed the horse trailers start rolling into the parking lot at the truck stop. Some stopping at the pumps, some pulling around and parking. I saw one horse trailer at a pump and looked to have a tire that was low on air. I walked over and mentioned it to the cowboy that was pumping diesel fuel. As we w...

The Duchess's Brother

by sr71plt on Sep 14, 2017
Gay Male

Young Robert came to with a start. The pain and sense of tightness and fullness in his ass channel were excruciating. His breeches, hose, and boots were off; he could see them tossed in a bundle in the ferns by the rocks cascading down to the stream where his horse—and that of the duke—were nuzzling their noses into the gently rolling water. He felt pain e...

The Vacation House Ch. 31

by 1Puck1 on Jan 6, 2018
Gay Male

Oh my god, the pounding blood as it rushes to my brain creates a massive dizzy spell. My head swims with unnerving excitement, reacts negatively. My stomach turns flip flops, I break into an uncontrolled sweat. Nausea overcomes me, all I want to do is to crawl onto the floor, make my way to the bathroom toilet and die there. Tags lips remove from mine as qu...