Gay Leather Bondage Stories

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Submission to Homo-Humiliation

by TheDarkCloud on Oct 15, 2017
Gay Male

I have just cum, Allison (my Domme / whore depending upon my requirement) has just finished milking my small, erect dick for all it's worth and I have spurted my creamy load out onto the thick, towel that I am kneeling on in her apartment. She had got me off with an incredibly sexy, huskily whispered, description of how she would sexually dominate my big sis...

The Doggie Door

by Kent100 on Aug 28, 2017
Gay Male

Hey, I'm Mark and this is my story. I'm gonna explain who I am now, who I am was before, and how I got here. My story is gonna start kind of slow but I want a good foundation to explain how I got in the spot I'm in now. It wasn't my fault I ended up this way. Physically, I'm almost 5'8"s tall, very slim, smooth, no facial hair, and a face my mother calls an...

Why: Long Weekend with Ben Ch. 01

by hasnoalias on Aug 31, 2017
Gay Male

*All characters are over the age of 18 years old* I slowly found myself waking up. I became aware that I was still naked and apparently not alone in my bed. I glanced up and saw Ben, still asleep next to me. I found that we were both under my comforter. I had my head resting on his chest, and half of my body sprawled across his naked body. I thought back to...

A Huge Birthday Surprise

by bigandphysical on Aug 18, 2017
Gay Male

I had my first experience with another man at the age of 19. It had always been a thought in my mind, but I never really felt compelled to try it until I came across a local gay dating website. I met a guy through the chat room and we ended up watching porn and masturbating together. I sucked his dick for a few minutes, but we came while watching each other...

How I Found a Keyholder Ch. 03

by 1077ad on May 12, 2020
Gay Male

3.a: The treadmill Wednesday had come around again. I had gotten a message from Sir to be at his place for one p.m. and I was achingly horny. Besides the fact that I had been locked for a month now, far longer than I ever had been before, I was still feeling the residual excitement from shooting that video in the parking garage on the weekend. So, after doi...

Daddy's Boy Ch. 04: New Normal

by ashlaurchamp on Jun 1, 2020
Gay Male

"Rise and shine, whore." Was the first sound that I woke too in the morning. At first, I didn't know where I was or remember anything that had happened in the past couple of days. I groggily lifted my head off of my mattress, feeling a pressure all the way around my neck and also inside of my ass. I shifted on my bed, feeling my anus probed further. "Ow, o...

How I Found a Keyholder Ch. 05

by 1077ad on Sep 28, 2020
Gay Male

5.a: Video #5: the nude beach After another week where Sir had only inspected me, I was blazing with horny frustration. On Monday, when I scanned that week's code, I was hoping the next video would involve something, anything, to take the edge off. "GET SATURDAY OFF WORK. SCAN AGAIN FOR INSTRUCTIONS AFTER 9 AM SATURDAY." Well, that's an inconvenience! Doe...

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...

The Sling

by Barekamper on Aug 18, 2017
Gay Male

Here I am naked, on my back on a leather sling with my ass hanging over the end and my legs up in the air. I am not alone. One is standing to my left offering me his semi-hard cock. Another is standing between my legs. We are naked. How did I get here? Well, it all started about a year ago. I was perusing the internet when I came across a web site that sol...

Deal Closer Ch. 02

by sr71plt on Sep 14, 2017
Gay Male

I had just been fingerfucked by my new boss, CJ, high in the sky in a corporate jet en route to L.A. He was testing me as candy for an important client my office just had to close a deal with. I had passed the fingerfuck test apparently, but it soon became clear that my testing wasn't complete. CJ laughed, extracted his fingers from my ass, and, in one smoo...