Gay Boot Fetish Stories

1,474 results
Orientation
Length
Source
Infinite Scroll

First Time With A Guy

by girlboybootsie on Sep 16, 2017
Gay Male

One Saturday morning I awake to find the sun shining through my bedroom window. It looks as if it will be a beautiful day and I feel wonderful as I remember the dream I was having just before I woke up. In it, I was being fucked deeply up my ass on all fours by a beautiful blond hunk with a lovely long and hard cock while sucking on the cock of his twin! I w...

The Stranger

by WatchingAndWaiting on Aug 18, 2017
Gay Male

!29f_UseMyBf - I want you to slap him around good. don't hold back. make him cry. and don't let him cum, okay? it's all selfish. all about you. okay? hungBristol24 - yea - where is he? does he have flatmates or anything? !29f_UseMyBf - He's staying alone. The address is no. XX Graining Pl, BSXX XXJD. Just knock loudly, and when he asks who it is, say you'r...

Lash's New Lover Ch. 02

by adoration on Aug 18, 2017
Gay Male

I finally got home 'bout 11 o'clock and I knew damn well that my boy, Pepe, would be pissed. I hadn't called and I'd switched my fuckin' mobile off, both of which would have had him half-mad, half-scared. I wheeled the AC Cobra into my big drive. I've gotta nice place, like I said before, the dungeon business is a big money business, when you do it right. T...

Wings of Gray Ch. 04

by Gweall on Sep 14, 2017
Gay Male

Alex strolled through the hallways a few days after he and Mike had first made love. He glowed happily and for once the glares and whispers he got from strangers as he passed really didn't bother him. He hummed quietly to himself and quickly put his books into his locker before heading to Mrs. Travers class. He sat down in his spot and turned to face Mike....

We Meet Eventually Ch. 10

by 1suitedbi on Oct 22, 2019
Gay Male

This is a multi part story that contains MM, MF, and MMF sex. Chapter 10 - A trip to the capital Alex and Will take a trip through to Edinburgh. ***** I couldn't believe it was after 1pm, when I entered the apartment, I hurried through to the dressing room, slipping off my suit jacket. I immediately began filling two suit carriers, one for Will and the o...

My Cousin's Son Ch. 01

by maninthemoon1 on Aug 18, 2017
Gay Male

His name is John, mine is Bill. He is 39 years old, I'm 56 years old. I have always seen him as my little nephew John, and he saw me as uncle William. His mother, my cousin Brenda with little John moved abroad when John was about 10 years old. Over the years we sent each other Christmas cards and the odd letters between us, but not much else. I did hear some...

One Shot Ch. 01

by TheRealThingg on Sep 14, 2017
Gay Male

Don't be upset with me you guys. I know it's short and doesn't have sex in it yet. BUT patience is virtuous to those who wait. But trust me the second chapter won't be too far behind so you'll be able to breath, but the next chapter will be way longer. I just wanted to keep you guys hooked so you'll defiantly read the next chapter :). Enjoy XOXO "No! N...

Rest Area Patrol Pt. 03

by LthrBndBy on Jul 6, 2020
Gay Male

I'm woken up suddenly by an overload of sensation. I've got one hand wrapped around my morning wood, Which is pulsating because I have to piss so badly, his morning wood is sliding into my hole, which can't be all that clean since I haven't gone to the bathroom. "What the?" I turn my head. His free hand goes over my mouth, "shut up and take my fucking co...

Playing with Caesar

by oaklandtickles on May 21, 2018
Gay Male

I don't get to travel often so I was excited to finally get an opportunity to travel, and not just travel but take a trip to San Francisco. Work keeps me chained to my desk most of the time but I needed to make some client calls. It's not that San Francisco is so far from LA, but it might as well be the moon because I get away so infrequently. I'm gay and...

Not Too Big For Me

by Versatile2008 on Sep 14, 2017
Gay Male

I was long overdue for a vacation and since I wasn't seeing anyone I thought I'd take one alone, rather than with a friend or a group. And I didn't want to do what I'd done before, go to a gay resort where everything is so gay! gay! gay! An unattached dude at one of those places deals with too much shit. I just wanted to relax and I wasn't looking for a meat...