Gay Boot Fetish Stories

1,474 results
Orientation
Length
Source
Infinite Scroll

Picked Up At A Bus Stop & Used

by jersub on Aug 18, 2017
Gay Male

This is the true story of my first man-to-man sex. I had enlisted in the Navy, to get away from home and see what the world was about. Although I hadn't realized my feelings for the male sex at this time, the shower scene was always embarrassing. I would try my best to take a shower when no one else was around, shameful stirrings always tried to take over w...

We're Done

by ZulKnight on Aug 18, 2017
Gay Male

The genial rays of the setting Sun filtered through the canopy, illuminating Central Park in irregular splashes of golden rays with a tinge of green as it reflected off the surrounding verdancy. I took a deep breath of the humid air and could smell, among others, cedar and honeysuckle. I looked out and took in the majestic view of God's gift to Earth that sh...

The Gimp's Toy Pt. 06: Final Chapter

by PenDeSade on May 12, 2020
Gay Male

Editor's note: this submission contains scenes of violence and non-consensual or reluctant sexual situations. Just want to say thank you for reading! Had a blast writing it! Wasn't sure what to do with the ending but decided on this. Hope you enjoy! * Atticus sat on the porch of his old farmhouse enjoying a cigarette. The farm was quaint and secluded. A...

Cocksucker from the 25th Floor

by BeltBuckle on May 15, 2019
Gay Male

"...and furthermore, due to the sales decline in the last quarter, we will have to resort to some budget cuts. Mr. Cooper has some inputs on the matter..." Yeah, I bet he has some inputs on the matter. He could yank down my pants, bend me over the closest chair and give me one or two inputs any time of the day, that handsome old bear. I closed my eyes and...

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...

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...