Gay Leather Boots Stories

4,616 results
Orientation
Length
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Infinite Scroll

Poppa's Cub Ch. 07

by LadyTigeress on Sep 17, 2017
Gay Male

Wednesday, December 21st, 1988 Kyle picked up the dishes from the supper table as Mike pulled on his leather jacket and boots. Kyle heard the zip of the jacket and then felt Mike come behind him, wrapping his bear arms around. Mike softly nuzzled. "So you're off for a week?" Mike asked. Kyle nodded happily, nuzzling the furry paws. "I'm going to be tidy...

Rubber Puppy

by RbbrAndy on Sep 14, 2017
Gay Male

After a busy day at work I eventually left the office later than normal, I headed to the local train station to catch a train home. Things were clearly not going in my favour as I soon discovered that all trains had either been delayed or cancelled due to an earlier incident at another station nearby. I decided that instead of waiting for a train that I woul...

Big Birthday Wish

by sr71plt on Sep 14, 2017
Gay Male

I was an impressionable teenager and prone to fantasies I couldn't shake. And, like any teenager, I was raging with hormones. One such fantasy was Mr. Walker, who lived down the block from us. He was a former Marine in his thirties, who worked hard to keep himself in tip-top shape. He was a runner, and I'd frequently see him running around our neighborhood,...

Getting Lost In a Store

by CowboyBootedNJ on Aug 18, 2017
Gay Male

Jerry was a normal acting male, he worked hard for a living, went home to his wife every night, they made love on occasion, etc. They had two grown children, now out and on their own, Jerry can now go back to the way he was before kids, more sexual freedom, and who he really is. When he goes to work he cannot be so liberal, he must wear his suit properly, we...

The Capitol Limited

by KeithD on Feb 13, 2018
Gay Male

I don't know how long he'd been sitting there, across from us, in Washington, D.C.'s, Union Station waiting room before I saw him. Denise was off, checking out the shopping concourse because she couldn't sit still for the two-hour wait before we could board the Capitol limited bound on an eighteen-hour, one-night run to Chicago. The senator was pacing an ei...

The Trouble with Dirk

by sr71plt on Aug 18, 2017
Gay Male

Karl pulled himself up to a sitting position against the headboard of the bed, pulled the used condom off his cock, tossed it in the vicinity of the wastebasket, and reached for the pack of cigarettes on the nightstand. Lighting up and blowing smoke at the ceiling, he watched as the rent boy came out of the bathroom and padded, unselfconsciously around the s...

A New Old Friend Ch. 03

by idsweaterguy on Sep 16, 2017
Gay Male

Eric was laying on his back in the middle of the king-sized bed in his friend Jeffrey's spare bedroom. He still had on the yummy ankle-length yellow mohair sweater dress that his friend was planning to post on Ebay later that evening. He was also quite securely bound and gagged. His ankles had been tied together with soft, black bondage rope and so had his...

Breaking Lance Ch. 06

by martin_x59 on Sep 14, 2017
Gay Male

At the car the parking lot is deserted, "Ok strip," Vince says. "What? Out he.... OWW!" Vince swipes him hard across his ass. "Don't question my orders boy. Just do it!" Vince barks. Reluctantly Lance strips and hands his clothes to Vince who puts them in the back of the car. Vince then removes the butt plug and cock ring from Lance but puts a much bigger...

Tramp Steaming Ch. 01: Etienne

by sr71plt on Nov 27, 2017
Gay Male

This is the first chapter of a finished, five-chapter novella, which will complete posting by the end of November 2017. ***** Taking him. All of him inside me. Fucking me doggy style on a platform bed in a seedy beach hotel cabana room just steps away from the ocean north of Suva, in Fiji, across a thin line of coconut palms from the top of the beach. He w...

Jack Hammer Ch. 04

by KenJames on Jan 7, 2019
Gay Male

"Gentlemen!" Steve Steel addressed the crowd. "And you guys, too!" There were 107 men gathered around the wrestling mat in the big main room of Steel Steve's Global Health Club. Each had paid $250 to watch this event. Many had paid extra to do more than watch. The proceeds were going to a group of gay organizations. A dozen of the spectators were totally na...