Gay Boot Stories

775 results
Orientation
Length
Source
Infinite Scroll

Suits

by sr71plt on Aug 30, 2017
Gay Male

It was a steamy, smoke-filled night at Hernando's, and I and the other two guys had been dancing to the music on the small stage for twenty minutes. I was already down to the ten-gallon hat, the pinto pony vest, the cowboy boots, and the low-slung belt and six-gun holsters with the even lower slung eight-inch gun swinging in between and nothing else on when...

Trucker's Whore Ch. 02

by andrewforfun on Sep 14, 2017
Gay Male

At precisely 5.57pm I was standing at the truckers' stop exit with my small bag carrying an umbrella to make sure I would stand out. I looked around at the unfamiliar trucks, massive beasts of the road and wondered which, if any, was his!. One started its engine and I looked across watching as it slowly jumped forward as its driver slammed it into gear and...

After Poker

by sr71plt on Sep 14, 2017
Gay Male

Mike clung to the arm of Larry, the older man he'd met just earlier in the day but who was everything to Mike at the moment, as, one of six men concentrating on their cards, a pall of smoke hovering over the table, Mike won another hand of poker. He hadn't even played much poker before now. And he'd never been in a place like this before now, either. The p...

My Trip to Miami Ch. 02

by ibvince_29841 on Aug 18, 2017
Gay Male

I had only been home a few weeks when my boss called me into his office. He asked if I wanted to go back to Miami, a customer had called and needed some help planning a big project. I asked for a couple of days to get ready and he said that wasn't a problem. The first thing I did in prep was to call Anthony and tell him I was coming back. He told me to call...

Powerhouse Conversions

by AmberFemXD on Aug 18, 2017
Gay Male

Falling flat on my face was not the greatest way to start off the evening but there you have it. I was unpacking taped cardboard boxes in my newly rented apartment. Such a hassle. "How's it going?" Someone had stepped inside. I forgot I had left the front door open. He was a very big man, somewhere around 6'2 wearing all leather. Quite intimidating actuall...

David and I Go Out To Dinner

by ibjtjones on Mar 13, 2018
Gay Male

David and I were on the last of our day rotation. He texted me and asked if I wanted to go out to a new Italian restaurant in town for supper. I agreed, and he said he'd pick me up at 7 pm. I heard him when he drove up. I went out and crawled up in his truck. I was wearing my best blue jeans, boots and button-down shirt. David was wearing black jeans, boots...

Airport Sex

by swingerrn73 on Nov 27, 2017
Gay Male

I was transiting in a Middle East airport on the way to Thailand from Europe. Another of my college buddy was already in Bangkok. He had told me about all the happy ending massages and I could not wait to get there. At 18, I was horny like hell just thinking about the amazing sex – I had even tried to masturbate on the plane thinking about the women! Little...

A Cop's Night

by yokaichan on Sep 14, 2017
Gay Male

I'd like to thank DeadlyNyghtshayde for betaing and editing, even though I know she wanted to go off and beat the crap out of someone after reading it. Please note, this is a gay male story, and is extremely reluctant and borders closely with rape. If you don't like stories like that, then don't read this, please. ================ ::Three shots. My entir...

A Stop in the Desert

by JJEroticas on Dec 25, 2019
Gay Male

Chris wanted out of the Nevada desert. The dust piping his sinuses heightened anxiety. His old 99' Buick rolled its last leg—just making it to Rick's Auto on the intersection of nothing. There was an attached gas station that had not spilled gas in a decade. He pulled up near an open garage with breaks squealing. He rubbed and flipped open his worn leather w...

Liam's Submission Tested Pt. 03

by PupTracer on Oct 6, 2020
Gay Male

As we rested together, a stage was being populated to our right. In no time at all, bondage demonstrations of all types began. They ranged from simple decorative collar and harness ties, to dangerously complex suspension work and stress positions. I looked over longingly. It had been a while since I had gotten a nice long lasting rope burn. As if detecting m...