Gay Leather Sir Stories

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The Black Rose Ecstasy Ch. 04

by twohot4words on Sep 15, 2017
Gay Male

We pick up our jackets form the Bike Stop coat check, banter with the attendant who reaches out and tugs my nipples hard, then head for the door. As we pass the main floor bar a tall, muscled boy in leather chaps and harness reaches out and gropes me, smiling at Sir, who smiles back. Taking that as an invitation he grabs my collar and slides his tongue into...

Leather Sir Pt. 01

by LthrBndBy on Jun 8, 2020
Gay Male

Our First Meeting I had a highly sensitive job which kept me from exploring my personal fetishes for years, but I couldn't take it anymore. I changed careers and found something I could do that was much less public and could be free to explore. I found myself on a fetish site, had an account, and took pictures of myself, no faces of course, in my favor...

Leather Sir Pt. 07

by LthrBndBy on Jun 8, 2020
Gay Male

I wake the next morning when he gets up from the bed, he goes into the bathroom and when he returns, I'm sitting up in the bed. He picks up the phone and dials room service for us. When breakfast arrives, "go get that boy." I walk to the door after putting on basketball shorts, and open the door. I forget completely that I'm still wearing a leather colla...

Leather Sir Pt. 02

by LthrBndBy on Jun 1, 2020
Gay Male

This story continues right from Part 1. You don't really need to read it, but it wouldn't hurt. ___________________________ As I'm ferociously tugging at my cock, I suddenly hear his voice in my head, "only I tell you when you get to cum". I drop my cock, it stands straight up, leaking a small drop of precum, begging to be touched, begging to cum again....

Leather Sir Pt. 10

by LthrBndBy on Jun 9, 2020
Gay Male

It's been two years since we moved to Madison and started what I call a new life together. We've since gotten married in Wisconsin. It was a nice ceremony. We have a decent sized group of friends into Leather and Bondage. They all attended and Sir and I were both dressed in full leather for our nuptials. Monday through Thursday are typical work days. I fou...

Leather Sir Pt. 03

by LthrBndBy on Jun 1, 2020
Gay Male

I woke up on Sunday, refreshed, well rested, and hornier than I felt in a long time. I got out of bed and walked to the kitchen for some much needed coffee. I very quickly remembered the plug still in my ass. I smile and walk into the bathroom instead. Figured I would take it out, clean it, do my morning bathroom activities, and then put it back in. Whil...

The Black Rose Ecstasy Ch. 03

by twohot4words on Sep 15, 2017
Gay Male

Preparations have to be made first. The sling is up, the bondage table cleared and cleaned, the various toys and equipment assembled and checked out. The gear is the first and, for me, one of the most important considerations -- leather is BY FAR the preferred choice. Maybe it's the act of putting on clothing that is so overtly sexual, or the fact that I am...

Leather Sir Pt. 08

by LthrBndBy on Jun 9, 2020
Gay Male

Author's Notes I have read the criticisms of the Leather Sir series and I wanted to answer them first, then write a little more of the series. It will be a 10 part series. The first criticism is that I don't really describe much of the attributes of our two characters, or their regular clothes they're wearing and I've done this on purpose. My stories her...

Initiation: Cock Slut for Sir

by hasnoalias on Sep 14, 2017
Gay Male

I was all but recovered from yesterday's hard ass fucking. I had relaxed the rest of the day, spent some time in the pool, Jacuzzi, and steam room...just enjoying the facilities. The next morning I awoke to find a new set of clothes set out for me on the dresser: a leather jockstrap, metal cock ring, leather collar, and a set of nipple clamps, along with a n...

Summer Hosting Pt. 01

by LthrBndBy on Sep 14, 2020
Gay Male

I stare at the flyer on the wall of the coffee shop. I have the summer off for the first time in several years. I still have a youngish looking face, despite being almost 35. My body isn't bad either and I need something to do, and making extra money isn't a bad idea either. I sent the email off with a body picture of myself as instructed, and I soon recei...