Gay Thigh Boots Stories

6,977 results
Orientation
Length
Source
Infinite Scroll

A Very Dirty Little Sissy 'Girl'

by keptsissy on Aug 31, 2017
Gay Male

I love to please my boyfriend. I masturbate thinking about that. A lot. To hear him when he's in me, on top of me, lost to my tight little hole or my mouth, I love the sound of him, the 'man' noises he makes! But as much as I like to please him, I just like to please men. Do I ever. I've been at it since just after high school. And there is nothing hotter th...

The Wanker Watched

by hamishmcl on Aug 18, 2017
Gay Male

This experience happened only a couple of years ago. I was travelling to Stornoway to visit a friend and was staying the night in Ullapool. I had planned to catch the early morning ferry as a foot passenger the next day, leaving my car in Ullapool. I had arrived quite early in the afternoon and it was a glorious day, too good to just sit in the hotel. I de...

A Stroke of Luck Ch. 01

by blackjack2003 on Aug 18, 2017
Gay Male

Jake had just turned 18, and was looking forward to being able to legally go into the local bar. He was also looking forward to meeting some of the hot women he'd seen going in and out of there, the few times he'd tried to sneak in. That night, he dressed in his tightest jeans, no underwear, and his favorite button down white shirt, splashed on his cologne,...

Hot Springs & Geysers

by rp_bhp on Sep 14, 2017
Gay Male

AUTHOR'S NOTE: This story contains themes of bi-curiosity and same-sex sensuality. If you do not find such concepts enticing, scintillating or erotic, well then don't read it. If you are interested, read on! And if you enjoy it please take a moment to rate it, even if you need to come back later, when you can think straight. * I crunched my way up the sno...

Cowboy Hats and Calamine Lotion

by PheeGee on Sep 14, 2017
Gay Male

"Dude, I have something you so want to get in on!" Mitch whispered excitedly into Craig's ear. Craig turned away from loading paving stones onto the back of the truck and eyed his bud suspiciously. They'd been friends ever since Craig had hired on, right out of high school, with Mitch's dad's landscaping company, and the subsequent four years had taught Crai...

A Real Man Fucks Me

by LthrBndBy on Jun 9, 2020
Gay Male

This story is fictional, all characters over 18, and contains a little roughness. There's also a hint of reluctance at the beginning, but consent does come around. Enjoy! _________________________________________ I was nineteen, fresh out of high school and taking classes at the local community college in Northern Virginia. I frequented DC often and on...

Just a Game Ch. 03

by tamgreen on Sep 14, 2017
Gay Male

Pete paced around the apartment for most of Sunday afternoon, unable to turn his mind to anything other than his roommate's imminent return. He was keyed up, nervous, and horny as hell, like a teenager planning on losing his virginity at prom. His manic movements occasionally agitated Dean's cats, and several times he tripped over one of them. He finally fil...

Through Man a Mighty River Flows

by Araddion on Aug 18, 2017
Gay Male

Hair: black, long, straight as the trajectory of sinking moon on a hot summer night. Face: young, narrow eyes, stubbled, tanned by the sun of unwholesome lusts. Chest: narrow, hard, graven like pale stone. Jeans: faded, ripped, packed full where it matters. The smoke swirls and he looms in the door like a bone in the soup of desire. Behind him the night is...

On the Roof Ch. 02

by sr71plt on Aug 18, 2017
Gay Male

While I was thinking of Jake's package, Jake himself climbed back down the ladder and took a swig from a canteen he'd placed near a pile of roofing supplies. I called him over. "You look hot and tired, Jake," I said. "Why don't you take a breather and do a few laps in the pool? That's sure to cool you off and relieve those aching muscles." And quite nice mu...

Office Security

by jonnyring on Sep 1, 2017
Gay Male

I hate working late - or I did until recently. I spend my time in a suit in an office making sure the wheels of industry turn smoothly. At the end of each quarter the returns have to be completed and that means I end up working after hours. Now, because of my desk-bound job I do my best to keep trim. So in spite of my 45 years I manage to make sure that the...