Gay Riding Boots Stories

4,428 results
Orientation
Length
Source
Infinite Scroll

Learning Humility: First Cycle

by SlaveToCock on Aug 18, 2017
Gay Male

Note: This is the fist of a series of stories detailing the many erotic aspects of gay male bondage. Subsequent stories may include extreme buttplay, watersports and fantasies of rape. If you find such themes offensive, please do not read the Second, Third and Fourth Cycles which are forthcoming. * * * * * The empty loft was dark and cold. I was kneeling i...

Dressage Training

by sr71plt on Sep 19, 2017
Gay Male

(Written for specific fetish request by SA) "The Hamiltons have asked whether you can go to Lexington with Mr. Hamilton for the Dressage at Lexington competitions in July, Santo. You'd be his groom for the three days there, and if you worked out well, you could stay on helping them here at Ash Creek Farms for the rest of the summer before you go back to s...

Gang Fucked and Tied Up

by Spreadtoyforyou on Jun 17, 2019
Gay Male

It had been about two months since my anonymous master had reached out to me by email to demand more service. I had two encounters with him and my first taste of being a cock servicing slut and I wanted more. I tried to get back into my everyday life but I found my mind wondering throughout the day, thinking about being face fucked or feeling a big cock shoo...

Rory and Sebastian Ch. 06

by sebastiando on Sep 14, 2017
Gay Male

--Like most of the stories, this installment is once again from Sebastian's point of view, rather than Rory's. Like all of the stories, they are above the age of 18. Thank you so much to everyone for their comments on this series so far. -- 'How long has he been like this?' Robbie looked at me as we walked through the school grounds to the playing field...

Heated Interrogations

by CrimsonClown on Aug 30, 2017
Gay Male

"I'll contact you tomorrow morning," Marauder said whipping off his cape as he held the phone. "They've already acquired three of the ingredients we're convinced is some sort of dirty bomb, we're just trying to figure out who is calling for the supplies," the police chief said over the phone. "I've made contact with some informants and should have the info...

My Best Friend the Cop

by DragonRyder4956 on Sep 15, 2017
Gay Male

My name is Darian I am 39 years old, 5'10", with short dirty blonde hair, nice athletic build, and I am a handsome dude, at least I think so. And a lot of other guys think so too. Especially, as I found out, my best friend Dex, who is a Cop thought I was a good catch. I am a bottom 100% gay man. I haven't found the right guy yet but have dated a few guys o...

The Leather Cabin

by LthrBndBy on Jun 1, 2020
Gay Male

A sequel to The Leather Store. *** I get off his bike and he kills the engine. He puts his helmet on the seat, takes mine off my head, and slips his leather finger into the ring dangling from the collar. "Let's go bitch, I'm ready to fuck." He pulls me to the cabin, up the stairs, and onto the deck. He pushes me against the rail, yanks down the zipp...

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...

Fun in the Pub Ch. 04

by andy190 on Sep 1, 2017
Gay Male

Hope you like this new chapter. Please let me have some feedback. It really helps to know how you feel about the stories, esp. how I can improve them. So don't be shy, get back to me and let me know. Thanks and enjoy chapter 4. * Hi again, It's Matt. This took place just after Easter when the weather should have been warmer but wasn't. I was getting used...

From the Fields

by KeithD on Oct 6, 2020
Gay Male

Riding the backroads between Butterworth on the Malay peninsula, across the water from the island of Penang, and the plantation manor at Taman Binjai on Mountjoy, with Sebastian on the lead behind me, I glimpsed a disturbance off in a cinnamon tree field at the side of the pathway. An undulating furry pelt peeked out incongruously from between the cinnamon t...