Unexpected Connection at a Business Conference
My first time took two days. I was a manufactures rep that traveled. I had thoughts of sucking and man but didn't really know how to connect. I was at a conference for the weekend and invited
An Unexpected Encounter with Seniors
I answer an ad on Doublelist,a couple of dominate seniors looking for a submissive bottom. I answer the ad but don't think I will get a reply because I'm 66 and they are looking for subs
Unexpected Meeting in the Backyard Shed
One note I put a CL listing for top to duck me in my backyard shed. I found a perfect match and he came over. We went to my shed and it was still light out but starting to get dark. He pulled out
An Unexpected Visit to a New Friend's Apartment
I am a submissive bi guy and answered an add from a guy looking for the same. When I got to his apartment, he ordered me to undress so he could inspect me. He ordered me to bend over and spread my
Unexpected Encounters at a Portland Bookstore
Quick sorry,
I made an arrangement to meet a gentleman so that I could suck him off at a bookstore booth, I met him in just a few minutes later I found out that he arranged to have at least a half a
A Midnight Encounter in Mesa: Unexpected Connections
I’m married for 7 years and been DL bi for about 13. I was 18 when I had my first gay experience. It was close to midnight and I wanted my gf to come over so bad so I could get a nut. Well, she
Posted by a gay man
By Anonymous
An Unexpected Night Out at the Bar
My wife and I went to a bar we go too once in a while. My wife is bi, and I'm straight, (till now) and we have good luck meeting woman willing to have sex with my wife as I watch, (and jerk
A Secret Meetup While My Wife Is Away
So I'm 29 married and secretly bi. My first same sex experience was shortly before my now wife and I started dating when I was 18 and I have secretly been a bi bottom boi since, especially after
An Unexpected Encounter at the Bookstore
I am BI not gay. Ok with that said here we go. I was very horny and I was looking for a blowjob. I went to a local adult bookstore and went into the booths. I started the video going and dropped my
A Night of Unexpected Connections in Seattle
I have always fantasized about being whipped but never met the right guy until last Friday at a club in Seattle. He was in the dungeon room totally naked holding on to a leather whip and I decided
Unexpected Connection at the Ocean Lookout
I was 20 yrs old and was sitting in my truck at the look out over the ocean , which was a gay cruising area, this older man about 65 pulled up next to me , and we kept exchanging glances but he never
Posted by a gay man
By djp73
A Night Out at Backstreet Bar: Unexpected Connections
This is something that happened a good ways back. Like 20 years ago when Backstreet was open. I always had a thing for TS women. Especially pre op. After divorcing my first wife I decided I want to
Exploring Curiosity: A Gay Perspective on Straight Encounters
First time writer. I have been reading these stories for a long time. And wanted to add some prospective to being gay.
I knew I was gay in my early teens. I played with several boys from high
Posted by a gay man
By Deleted User
Unexpected Connection at a Rest Stop
The only time I've had sex in public was when I was in my 20’s, it was around 2am while driving to New Hampshire, I needed to piss out all the coffee I had been swilling so I pulled into a
A Surprising Family Connection at the Wedding
SC WEDDING 2. So all throughout the wedding t kept staring at Tyler. My new step nephew. After a long night of drinking and thinking, I wanted more of this boi toy. As the wedding broke up my bros
Posted by a gay man
By Deleted User
An Unexpected Connection Between Generations
So I've been getting together with an older man I met on DL for several weeks now. He was looking for a sub bottom that enjoyed getting used by a dominant, verbal top. I'm divorced (from
A Surprising Encounter in College Life
COLLEGE BOY part 4, he didn’t give me anytime to get used to it he bottomed out and just held it there, shaking his hips left to right, up & down, around in a circle making sure I felt
A College Boy's Unexpected Adventure Part Three
COLLEGE BOY part 3, my eyes were watering because of the gagging, and I felt like I was about to explode in his hand! He could tell I guess by my breathing & pulsating cock so he let go and said
A Mysterious Encounter with the New Neighbor
COLLEGE BOY part 2, the first few days of getting settled in the new house & the new neighbor coming over and making a man out of me I couldn’t wait until next time and that weekend it
A Summer Encounter with My New Neighbor
The summer I turned 18 I was experiencing drastic changes in my life, As soon as I graduated High School my parent’s sold our house in Michigan where I was born and raised and moved to NYC to
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