Gay Boots Stories

1,920 results
Orientation
Length
Source
Infinite Scroll

The Handyman Ch. 01: Prologue

by sr71plt on Sep 14, 2017
Gay Male

[This is the prologue to a GM historical novel in eleven chapters of the men of Shernhaven, Massachusetts, as the leading families of the harbor town are established over waves of immigration. Posting of the chapters will be completed by mid-November 2015.] ***** The Trailways bus came in south from Boston on the Boston Road, turned right onto Cushing Stre...

First Experience With A Man Ch. 1

by girlboybootsie on Aug 18, 2017
Gay Male

I wasn't always attracted to men. In fact, until I was 18, I never felt confused about my sexual orientation. In terms of sex, I was only attracted to girls, especially sexy ones who dressed in provocative and sexy clothes. I was popular with girls, and had lost my virginity when I was 14. Without meaning to be immodest, I was, and am, a very good looking gu...

Relieving after a Field Trip

by NicoDeviante on Oct 6, 2020
Gay Male

John was back from a field trip for his PhD thesis. It had been academically very productive, but also all work and no play, ten weeks without sex, John was desperate for cock. He had a debriefing with his thesis advisor and after that he went home and prepared thoroughly for sex, he wanted to be very clean and very sexy. The place to get all the sex he ne...

An Honourable Slut

by NaokoSmith on Aug 18, 2017
Gay Male

Copyright 2012 Naoko Smith For James and with grateful thanks to Fran * As soon as Dar Vaie walked into the hotel bar he was aware of Hanya Lein. The bar room was full of the pleasurable warmth of men and women sharing a beer and a good story after work, perhaps a friendly flirtation, perhaps something more heartfelt. They sat in comfortable groups, gol...

Caught Behind

by Penisleeve2020 on Apr 21, 2020
Gay Male

Caught Behind The woman in my life had been away for a fortnight and would still be away for another two weeks. We normally enjoyed an active sex life and I was frustrated as all hell. We were both bisexual and I was allowed to 'play' as long as it was only with men if she wasn't also involved. She knew I was a passive slut when engaged with men and this o...

Jo and Mike Ch. 02

by skinnysailor on Dec 2, 2019
Gay Male

I wake up with a piss hardon. I slide my hand across the bed. The room is still dark, the drapes pulled closed. No Jo. She's slipped out of bed without waking me. We've been living together for three months now. I pee, then open the drapes. The sun won't be up for another hour or so, but the city never gets really dark. Look at that snow. Still coming down....

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...

Opportunity Knocking

by KeithD on Nov 18, 2019
Gay Male

I came downstairs from setting up the bed in the back bedroom, taking my headphones off to hear the knocking on the door for the first time. I don't know how long the knocking had been going on. The window in the front door of the old house I was renting in Weston, Vermont, to give myself some time to settle in to the village before buying, was frosted, so a...

Sacrificed by Curiosity Ch. 11

by sr71plt on Sep 14, 2017
Gay Male

The fresh, clean air of the mountain country was good for Doug. Within a few weeks, I was able to harden his cock through, first sucking him off, and later, taking the lead in sitting in his lap with his dick up my ass canal. Merely days later, he was back to humping me in his favorite sidesplitting position. But the fire was not in our fuck sessions yet. We...

Another Fill

by Pissdrinker on Feb 6, 2018
Gay Male

Please note that I advocate safe sex and a condom was used for the fuck with the stranger although for fantasy purposes I have omitted this. ******************************* I was lucky I guess that having learned how to bottom pleasurably, for both me and my long term boyfriend Dave, I had become a cum slut with his approval. It had started as you would ex...