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A Detective's Unexpected Role Play Encounter
a couple of years ago when you were able to post on craiglist I made a ad looking for role play I had a fetish for leather gloves in my ad i said I would answer the door in my underwear when I

Posted by a gay man

By Deleted User

An Unexpected Encounter During a Massage
They don't have a Bi category, but that is where I fit in. Prefer women, love women, but enjoy the excitement of being with a man every now and then. Something I have gotten to enjoy is

Posted by a gay man

By sextoday29576

A Surprising Encounter at the Video Store
Many years ago I went to an adult video store, I only had a few minutes, but stepped into one of the booths to catch a few minutes of a video. I looked down and saw a hole in the wall. I was not

Posted by a gay man

By sextoday29576

Exploring Curiosity: A High School Journey
I got my very first blow job from another guy in high school, he told me I could cum in his mouth so of course when I was ready to cum I just let it happen. For many years after that I would go out

Posted by a gay man

By Anonymous

A Late Night Encounter While Helping Friends Move
I got drunk with a friend one time and ended up sucking his cock before riding him until I came all over his stomach and he came in my ass. After that, I kept sucking him in his car anytime we went

Posted by a gay man

By Deleted User

An Unexpected Encounter in the Living Room
I answered an ad from a 40 male. Large dick. Wanted to cum . No hands. I went to his place. We went into his living room. He dropped his pants and sat down on his couch. Sticking straight up was

Posted by a gay man

By jlmmm

A Night of Mystery and Connection
I'm a closeted bi man. Have dated both men and women but don't openly tell people I'm bi ans most people assume I'm straight. For awhile I was single and was exploring new things,

Posted by a gay man

By natandtot

Unexpected Connection During a Business Trip
Being a versatile bi male in my early 40s means it pretty easy to get laid when I need it...and I always need it. I can always find someone to get off with and it's just as easy to find a woman

Posted by a gay man

By lovedoing69

An Unexpected Hotel Encounter Before Work
My first time sucking cocck to completion. Iwas on doublelist one evening before i was getting of work and seen a post onguy for guy. Add read want to suck cock possible swap. I re pl lied with my

Posted by a gay man

By ceasar7

An Unexpected Hotel Encounter with a Stranger
My first time sucking cocck to completion. Iwas on doublelist one evening before i was getting of work and seen a post onguy for guy. Add read want to suck cock possible swap. I re pl lied with my

Posted by a gay man

By ceasar7

A Journey of Self-Discovery in Lansing
So I'll start off by saying that I was bi curious at the time of this story. I grew up in a very religious home, and I was a white jock growing up, had the same girlfriend for all of HS, but

Posted by a gay man

By NewtOnyx6159

Unexpected Connection at the Casino
I never thought this would happen but it did. I’m in my mid 50’s and been single about 10 years. Been in failed relationships and was ready to give up. I was browsing DL and decided to

Posted by a gay man

By @coocui

A Surprising Encounter in the Factory Boiler Room
I had a guy at my job reply to an ad one time. I was working at a factory and he was a welder that the maintenance guys were contracting in to work on our facilities for a couple months. He was very

Posted by a gay man

By Deleted User

Unexpected Reunion Leads to New Discoveries
I've had a fascination with the male body since I was a teenager. After gym class when we had to shower it was my favorite time in school. I got to see all my classmates asses and cocks. But I

Posted by a gay man

By jlmmm

An Unexpected Connection at the Gym
Oddly enough this isn't a post about an encounter instead it's something that I find super odd. So, I go to the gym almost every day throughout the week, and when I go I typically see the

Posted by a gay man

By demaribarnett255

A Night of Surprises in Norfolk Hotel
I have dreams of hard cock love the thick mushroom heads. I got a hotel room in Norfolk VA I then posted on here and got flooded with replies. I was drinking and had 3 guys coming over. I tried to

Posted by a gay man

By NumbatBirch7256

An Unexpected Encounter in Queens
He posted Daddy dick The heading had my mouth watering A little about me I’m a masculine looking Hispanic man who has thing for older white men so when I saw the heading daddy dick I was

Posted by a gay man

By Deleted User

A Friendship That Blossomed Next Door
Well, there was this guy living next door to me, and the older he got the cuter and more desirable he was. It was pretty obvious that he was straight, but that didn't stop me from wanting him.

Posted by a gay man

By Deleted User

An Unexpected Adventure at the Adult Arcade
to start with iam an older guy and iam bisexual living where i do makes it hard to hook up and stay discreet so visits to the adult arcade n toy store is a way yo have some fun some may not like it

Posted by a gay man

By Deleted User

A Surprising Encounter on Grindr
I saw my friend’s Dad on Grindr and I pretty much fucked him senseless. For years, a really good friend of mine always suspected her dad was gay, and because I was in the closet, I

Posted by a gay man

By enyabutt

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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Careful what you wish for. 27.6k 378 3.1k
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I love water 50.1k 464 1.9k
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Straight for Gay Straight Gay
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curiousladyd
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