Gay Leather Sir Stories

6,446 results
Orientation
Length
Source
Infinite Scroll

The Wonder of Being Owned

by rbsubguy on Sep 1, 2017
Gay Male

The best Masters and Sir's are strict "disciplinarians" who have numerous techniques and methods to teach their "slave / boy" every aspect of his "place and mission". These dominant men know the stricter and more consistent they are with the discipline of their slave / boy is - the better the result will be! My "Sir" is a truly talented man and has tremendou...

Army Biker Day(s)

by LthrBndBy on Jul 13, 2020
Gay Male

I have been searching this damn phone for two days. It's Monday afternoon, I just got home from work, I haven't seen the Army Biker man, I can't find a new contact in my phone to text him, I haven't been able to even get hard for two days, and I'm so frustrated, I snapped at my boss at work and almost got fired. I get out of the shower, dry off, and wrap m...

The PA's Interview Pt. 02

by 1suitedbi on Sep 14, 2017
Gay Male

PART 2 - INDUCTION You look up at me and clear your throat, "Yes Sir, I would very much like to take up the position as your PA, Sir." "Very good Gary, now I suggest you go through to my washroom and tidy yourself up." You quickly rise from my desk retrieve your suit and head for the washroom. I am on the phone when you return, I gesture you to take a sea...

Bound and In Love Ch. 01

by Baby789 on Sep 26, 2017
Gay Male

This is for all of my readers who have asked for Thomas and Michael's story. Here it is... *** Sweat dripped into his eyes and hands roamed on all parts of his body but he didn't care. Michael ground his ass against the muscled man behind him and grinned widely as a Martini was placed in his hand from a pretty blonde woman. He tipped the drink to his lips...

Leather Sir Pt. 09

by LthrBndBy on Jun 8, 2020
Gay Male

Note: As we head rapidly towards the end of our story, I hope you've enjoyed this story. I have really enjoyed writing it. —————————————— We get up and have to quickly pack our luggage as we have to fly back home. I was planning on helping, but Sir had other ideas. He lets me free from my ropes as I rush to the bathroom to take a much needed piss. I l...

Sir and Faggot

by skinnysailor on Apr 15, 2020
Gay Male

I've been single for a while. A sixty something six foot, hundred and ninety pound gay man with salt and pepper hair, a good job, and a modest paid for suburban home in a small Southern Ontario city. I'm too old for the bar scene. The music is too loud. The pretty boys aren't interested in an old fart, and I'm not interested in an unshaven, pot belly leathe...

One Sub Stud Ch. 02

by tazemebro on Sep 14, 2017
Gay Male

AUTHOR'S NOTE: The series One Sub Stud is a continuation of the stories about Chris and Justin, which began in Chris Donaldson and continued in Mr. One Fifty-Eight. While each chapter is a short story in its own right, you will probably enjoy this episode much more if you have already read both of the above series, as well as Chapter 1 of One Sub Stud. The b...

Liam's Submission Tested Pt. 03

by PupTracer on Oct 6, 2020
Gay Male

As we rested together, a stage was being populated to our right. In no time at all, bondage demonstrations of all types began. They ranged from simple decorative collar and harness ties, to dangerously complex suspension work and stress positions. I looked over longingly. It had been a while since I had gotten a nice long lasting rope burn. As if detecting m...

Turning the Table

by LeathermanCraig on Aug 18, 2017
Gay Male

Mark walked into the room and threw his tie and jacket onto the bed. He unbuttoned the tailored shirt and dropped the slacks to the floor. Getting home on Friday afternoon was always one of his favorite times. He could drop all of his office drag – the Brooks Brothers suits and shoes – and get ready for another weekend of fun. He enjoyed his job as the head...

CapturedandEnslaved

by RoughDaddyIN on Aug 18, 2017
Gay Male

Sean ran through the forest the trees flying by as he fled from the barking hounds pursuing him. The young slim half-elven man's green eyes were wide as he summoned his power and a skunk emerged from a log spraying him full on making him choke and cough. He dropped to the ground and rolled around as his control slipped and the power within burst out roots sp...