Gay Strapon Stories

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First Time Fucked

by tinywhiteboi on Aug 18, 2017
Gay Male

It's a long story but I had by now been the chastised slave to my former Mistress for over 6 months. Over that time I'd been conditioned to be more and more subservient. She seemed to take particular pleasure in humiliating me in front of others, especially her friends. Most Friday nights she'd have a gathering at her house with 2 or 3 friends. I would serv...

Anal for the First Time

by JohnLeslie on Aug 18, 2017
Gay Male

This is a true story that happened a couple of days ago. Of course I changed the names of the people involved but otherwise this is everything I can remember. My name is Paul. I am 40, tall, athletic, handsome and masculine. I consider myself straight in that I am rarely attracted to guys and can't see ever having an emotional connection with a guy beyond...

Fulfilling a Fantasy

by eagle122999 on Apr 3, 2019
Gay Male

Sex with a man. It's a fantasy some straight guys have but few act on it. For quite a while I have thought about going through with it. I didn't really have a fantasy guy picked out, except for one aspect... his cock. My fantasy guy had a big cock. I figured if I was going to go through with the fantasy I would go big or go home. I would talk to guys online...

First Time Glory Hole Adult Store

by justaguy84 on Apr 23, 2019
Gay Male

Like many married men, I've become curious. I'm happily married, I love my wife, and I had never been with anyone since our marriage. But I began to fantasize about using toys, dildos, and ultimately being taken with a strapon. That was a huge turn-on for me but it was just fantasy. I began getting toys and began using them, and then I found cum eating instr...

Black Daddy Domination

by AfroerotiK on Sep 14, 2017
Gay Male

Scott Clark hated his whiteness. He wasn't able to articulate it exactly in that way; he claimed to be coming to terms with his submissive nature and his overwhelming desire to serve the Black race. Had he been a bit more self-aware, a bit more introspective, he could have accurately described his self-hatred as stemming from his inherent need to feel superi...

Please Fuck My Ass

by atitagain991 on Sep 15, 2017
Gay Male

Once I hit my late teens I knew I had to try cock at some point. When I was drunk I craved it, especially hung over. I wanted to be dominated and didn't put it together that I was a bottom. There were a few instances where I would watch gay porn and masturbate. This caused some intense cumshot orgasms. My first attempt to play with another guy was organise...

My First Time Giving Oral

by MrJimJim on Sep 15, 2017
Gay Male

Through my tears I watched the neon of the bar get brighter. She had left me, for good this time... All my attention had been focused on other things, including porn, and everything but her. I'm not angry with her, but with myself. That's why a few tequila shots will make me forget... This was the alcoholic amnesia, the whole place filled with men who want...

Fun Down Under Ch. 01

by watchdwag on Sep 15, 2017
Gay Male

I recently enjoyed a bout with a local bloke that is perhaps worth reading. My name is Ted and I have a small home improvement business in Melbourne. A few months ago I got a call from a woman who inquired about adding onto her house. She said she and her husband were considering adding a deck to their home off the kitchen and inquired about the costs. As we...

My Journey into Bisexuality Ch. 01

by kinkymmale on Aug 18, 2017
Gay Male

This is a story about my first bisexual experience, but before I get into the details of what happened, let me explain myself a little bit first: I am a 26 year old married man that has been married to a beautiful wife for 3 years. Our sex life has been incredible! I have always wondered what it feels like sexually from the woman's perspective since I first...

Somethin' U Wanna Know

by Kapricorn71 on Aug 18, 2017
Gay Male

Dear Mrs. Madson: I first encountered your husband online. He was in a chatroom for bi and gay men. His ID was 4dafunofit. I checked out his profile; and while he did list himself as married, there was a picture of his bare ass. I'm sure you know how sexy your husband's ass is, so it shouldn't shock you to know it turned me on. I initiated a conversation w...