Gay Leather Sir Stories

6,446 results
Orientation
Length
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Infinite Scroll

Tortured and Dominated Ch. 02

by little sebastian on Sep 14, 2017
Gay Male

He picked me up on Friday afternoon, right after class. He immediately took me to his basement and ordered me to strip. There was a new commanding quality to his voice. He was not requesting. "From now on, you won't speak, unless I ask you a question and tell you to speak" he demanded. "Is that clear?" "Yes" "You will always call me Master or Sir from now...

My boss fired me

by YifftuSome on Jun 1, 2020
Gay Male

I can't believe this. I'm getting fired? I joined here just two days ago. And I'm getting fired for misplacing ONE document? The boss was silent for a while after he told me the news. "Look Clinton, I don't hate you. But I hate carelessness. I think you have a lot of that. And I don't want that in my office," Evan smiled the whole time while he was lecturin...

The New Boy at Work

by Justrex on Sep 14, 2017
Gay Male

5-13-14 The New boy At Work He kept pushing me... Flirting with me... Giving me those sly winks and little comments... And there's only so much a man can take, after all. Of course that went on all of the time. Working where we did... I won't say where... being around the people that we had to deal with day after day... some of them little more than anim...

Bottom Bear Bikers

by BeltBuckle on Mar 25, 2019
Gay Male

=== Friendly warning: This story includes piss play === ***** It's never easy starting a new business - even when you know exactly, what you're doing. But I felt confident anyway. My father was an excellent mechanic. He taught me how to repair cars and bikes as well - so well, that at the age of twenty-five, I was confident enough to move out of my hometow...

Don't Look Back Ch. 03

by ShelleyRunyon on Sep 14, 2017
Gay Male

"First off, you ran..." Lee's leather belt whickered crisply. Marshall felt a familiar tightening that began in his stomach and radiated outward before finding a home in his balls and leaking cock. He had a heightened sense of awareness of every move Lee made, despite not being able to see him. He tracked the arc of the belt by sound alone just before it ma...

A Dandy Boy's Awakening

by ThomasStevenson on May 7, 2019
Gay Male

Authored by Thomas Stevenson and Southern Suitor. ***** "Are those new shoes?" It was the man Tommy always noticed at the bus stop. The one who always had his tie in an immaculate double windsor, a gleaming fist of silk around his neck, sharp lapels and waistcoat, crisp French cuffs and cufflinks with gleaming patent leather shoes like angular black mirror...

Another Day Off Pt. 01

by OffNSFW on Jul 27, 2020
Gay Male

Bow bow (Oh yeah) Bow bow (Oh yeah) So my first year of college wasn't great. Who would have thought that a student with my stellar high school attendance record would rack up nine unexcused absences in just two semesters? Whatever. Life moves pretty fast. If you don't stop and look around once in a while... well, you know. Being back in this garage, the...

The Hanky Code Pt. 09

by His_fag_wife on Sep 14, 2017
Gay Male

I woke with a start, someone stroking my cock through the rubber. It's one thing to go to sleep exhausted, drugged and horny in a rubber Vacbed, but entirely something else to wake up in one. The claustrophobia was immediate and intense, not being able to move was frightening at first, then as I realized where I was, I began to calm a little. My breathin...

Master Mike Ch. 02

by mdp_2004 on Sep 14, 2017
Gay Male

Being bound to Master Mike's cross made me powerless and yet I struggled with a burning desire to hold his head in my hands as he swallowed my cock. If my hands were free, I would have caressed the backs of his ears with my fingers while holding his head within my palms. If the ball gag were out of my mouth I would tell him what a wonderful feeling he was gi...

The Spot on the Bridge Pt. 02

by Beefyhungtopguy on Sep 14, 2020
Gay Male

Thanks for all the feedback! As I wrote, this is a slow build, but we do get to some good sex here. As always, I welcome the feedback. Thanks! The next morning, Tom woke up more rested than he'd felt in years. He took Muffin—the eager Golden Doodle that Jeremy convinced him to get when Jeremy knew his brain terminal was fatal in an effort to make sure Tom w...