Gay Riding Boots Stories

4,428 results
Orientation
Length
Source
Infinite Scroll

Alex and Me

by robinkaty on May 12, 2020
Gay Male

Alex opened his front door. He stood there wearing gym shorts and a tank top, and said "Well, here I am" as if half-expecting me to be disappointed in his looks. On the contrary, it was instant hardon for me. I said I liked what I saw and stepped inside his house. As soon as the door was shut, we were all over each other. It was the start of what would keep...

Ridden West Ch. 03: Colorado

by KeithD on Apr 3, 2019
Gay Male

They stopped at a work house in Denver and picked up Timothy. Another orphan, Timothy had aged out of an orphanage and had gone directly out on the street. A saloon owner had tried him out in his upstairs operation and had offered him a job, but Timothy wanted to work his way farther West, he'd said. So, the saloon owner, for a finders' fee, had written to M...

Searching for the Exotic

by sr71plt on Aug 17, 2017
Gay Male

Padding out of the communal shower in the apartment at Old Dominion University—ODU—that the father of Steve Tenley, a senior and the captain of the swimming team all us guys were on, rented for us, I heard the sounds of sex coming from the TV in the living room. Wrapping a towel around my waist, I padded in there to see what sort of DVD the guys had on. The...

First Weekend Alone with Marlon

by whitebottom1000 on Sep 14, 2017
Gay Male

It's been a few weeks now that Marlon has joined Amanda and I in the sack...and by joined I mean completely taken over. From that first night where Amanda had become completely enamored with his large black cock as well as watched me succumb to it too, our sex life had revolved around him. We barely fucked or fooled around anymore except for a few times wher...

Baggy Shorts

by sr71plt on Sep 25, 2017
Gay Male

Jake thought I was concentrating on his typically long-winded explanation of why the Singapore office hadn't sent in their section of the Arnold proposal, but I wasn't. I was sitting there, rocking back and forward in my leather chair, with my back to the whole spread of the Baltimore Inner Harbor from my eighteenth-floor World Trade Center office and lookin...

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...

Liaisons Ch. 03: Return to Ski Week

by sr71plt on Aug 18, 2017
Gay Male

January, 1924, the Baron's Austrian Mountain Chalet It was time for Paul to have his skiing lesson with Toma, the Italian ski instructor. Bundled up, Paul stopped by his mother's room, where he'd been told she'd retired for a nap, to check on whether she was all right. She seemed more than all right. She was lying on her back on the bed in just her pettico...

Shawn's Punishment Pt. 02

by Guy521 on Jul 31, 2019
Gay Male

Master led Shawn to the basement, a very familiar place to Shawn. It was here that he had been trained by his master, worshipped his master and been used countless times. Tonight he was here to be disciplined. He had been disciplined before, but Master had was incredibly angry. He was tired with Shawn's insolence and was ready to teach the young man his righ...

Cut and Blown

by Pissdrinker on Mar 6, 2018
Gay Male

Please note that like all my work, this is essentially a true story and that for fantasy purposes only I have omitted the use of condoms, which always take place with people other than my long term boyfriend. Thanks. *************** When we first moved here to France from the UK we had lots to sort out and even though it's a small town, finding handyman a...