Gay Leather Sir Stories

6,446 results
Orientation
Length
Source
Infinite Scroll

Just Another Confused 18-year-old

by ChestersBoi on Aug 18, 2017
Gay Male

This is a fantasy story that involves unprotected sex between two virtual strangers. Hey, guys, this is fantasy. Back in the real world, play safe. * I was just another confused eighteen-year-old. And, boy, was I confused. I'd hang out with my mates but, more and more, we wanted different things. Most of all what they wanted was to chase the girls and, so...

Master Mike

by mdp_2004 on Sep 14, 2017
Gay Male

Master Mike is a 50 year old divorced, Gay Master with a shiny bald head and a black mustache. He stands 6'6" and his hard, muscular body is the product of good genes, healthy eating, and years in the gym. I met him online after placing an ad about me and my growing need to meet a discrete dominant male interested in helping a married heterosexual man exper...

Army Biker Owned

by LthrBndBy on Jun 15, 2020
Gay Male

I've been owned by my Army Biker guy for about two weeks now. We've been playing for a little longer than that, you can go see our other encounters if you want to. Anyway, it's been the best two weeks of my existence. I no longer have to worry about getting to cum, I no longer have to think about anything but his needs. During the work day, I wear a chai...

We Meet Eventually Ch. 09

by 1suitedbi on Sep 23, 2019
Gay Male

We meet eventually This is a multi part story that contains MM, MF, and MMF sex. Chapter 9 -- Monday Morning Back to work for Alex and an unexpected interview. I went through my usual routine in the bathroom before heading for the dressing room, slipping on a pair of tight lace sheer pink boxers, enjoying the firmness around my cock and balls of th...

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...

Idolatria Ch. 05

by Asbel on Nov 18, 2019
Gay Male

Tannery. A place where animal hides are tanned; the workshop of a tanner. That didn't help. Tanning. The art or process by which a hide is tanned; a sound spanking. What? An article - Tanning (Leather) Spanking and leather. I felt like everything I found out about Levi just complicated things and made him harder to understand. I was waist-deep in rese...

Imprisonment Ch. 04

by AgentK on Nov 24, 2017
Gay Male

Justin was slightly surprised to see his boss, the warden, arrive at his door around four in the afternoon Friday instead of the usual time of five. Blinking up at him from his desk, he hesitantly asked "Something wrong, sir?" "Nothing's wrong. Is there anything you're working on that can't wait until Monday?" Justin considered for a moment. "No, I suppose...

Victorian Vignettes 01

by Willy_Wanker on Jan 14, 2018
Gay Male

This is intended to be the first of a series of short stories inspired by explicit Victorian pornography photographs. This story includes intimate natural smells, mutual male sexual activity and an open approach to natural bodily functions - if any of this doesn't sound like it's for you, read no further. If this excites you, let me know what you think of my...

Young Jimmy Ch. 03

by MistressAthena on Aug 18, 2017
Gay Male

Mr. Yomoto chuckled, "There now. Don't fight what you are destined for." He lifted up the whip and asked, "Who am I?" Jimmy growled back, "A sick fuck!" Mr. Yomoto delivered two stripes across Jimmy's ass and calmly said, "You will call me Sir. Do you understand?" Jimmy hesitated. His hesitation resulted in two more swipes across his ass. Mr. Yomoto sh...

Enslaved Ch. 01

by hasnoalias on Sep 14, 2017
Gay Male

*All characters in this story are above the age of 18 years old* ***** Four men in expensive suits sat around a conference table, as another man made his presentation. The four men were all at the main office of the new and improved United States Male Slave Organization. They had been invited because of their wealth and influence for the possibility of buy...