Gay Leather Boots Stories

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My First Visit to a Gay Club

by girlboybootsie on Sep 14, 2017
Gay Male

One Friday night, feeling courageous I decide to do what I have long fantasized about, and go to a male sex club in San Francisco to lose my virginity. I slip on a pair of shiny pink silk bikini panties, which hug my tight buns and wrap a matching pink satin garter belt with lace trim around my waist. I then roll sheer white stockings with French backseams...

First Experience With A Man Ch. 2

by girlboybootsie on Aug 18, 2017
Gay Male

Leading me into his bedroom, I find the sexy pink corset, panties and stockings that he bought the other day at Frederick's all laid out, on his bed. There is also a pair of silicone "boobs." "I didn't even have time to give it to Jessica, so you can have it. I'll leave you alone while you change. You will need to slip the boobs into the cups of the corset....

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...

Mountain Men Ch. 09: Revenge

by KenJames on Sep 14, 2020
Gay Male

* * * * * * * * * * Revenge Of The Mountain Men * * * * * * * * * * Tom shivered as he watched Clint open the heavy steel door. It was on the opposite wall of the laundry room from the cell's door. The last time, Tom had been naked and the laundry room's bare concrete floor had been icy cold against his feet. Donny had unlocked the door and Caleb had pus...

Police Patrol Boots

by Puppy602859 on Oct 15, 2017
Gay Male

Every Sunday evening I played football with my friends from work, just a friendly kick about to keep fit. Afterwards I would walk back along the canal about two miles to get back home. I never saw anyone on this stretch of the canal, so was a great place to clear your mind. This Sunday after play, I followed my usual routine and started down the tow path. It...

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...

First Time With A Guy

by girlboybootsie on Sep 16, 2017
Gay Male

One Saturday morning I awake to find the sun shining through my bedroom window. It looks as if it will be a beautiful day and I feel wonderful as I remember the dream I was having just before I woke up. In it, I was being fucked deeply up my ass on all fours by a beautiful blond hunk with a lovely long and hard cock while sucking on the cock of his twin! I w...

Summer Hosting Pt. 02

by LthrBndBy on Sep 14, 2020
Gay Male

I slide my tongue up the long leather shaft of his left boot. I've been cleaning them for what feels like hours, he hasn't said anything, except for the swift nudge from one boot to the other. Finally, he leans down, pushes my head away from him by my forehead, he catches my jaw, pushes two fingers into my mouth, the strong leather taste, moving my head so...

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...

The Black Rose Ecstasy Ch. 02

by twohot4words on Sep 15, 2017
Gay Male

We had begun building a dungeon in the basement of our 1740s townhouse, had used it a few times, and were acquiring a decent collection of toys and equipment. My boyfriend/partner/lover/husband (I'm never sure which term to use) and I were drawn together in part because of our sexual preferences and predilections; finally I'd found someone who was comfortabl...