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When Friendship Takes an Unexpected Turn
Chuck, my friend at work let me loan him several hundred dollars for a down payment on a car. Being divorced his credit wasn’t very good. Chuck always knew I was bi, so when I

Posted by a gay man

By LizardFjord1841

Exploring New Connections at an Ice Cream Shop
"GARY" PART 1: I have been in a relationship with a woman for a few years (Bf and GF), and got a great job opportunity and had to relocate a few hours away for work. We had decided that we

Posted by a straight man

By chubbyandcurious

An Unexpected Meeting on the Hiking Trail
Hiking in the woods.   One day I wanted to get some exercise, there is a hiking trail near me, so I decided to go for a hike. I had on a denim shirt with the sleeves cut off, cut off

Posted by a gay man

By cnysub

An Unexpected Morning Visit with Cindy
I was living with one girl and seeing another girl, who had an older boyfriend, regularly. I stopped by to see her, Cindy, one morning before I went to class. She was in bed, a sheet wrapped around

Posted by a gay man

By HoopoeFlame7061

An Unexpected Reunion Leads to Adventure
I am a tall slim white guy, had just turned 19, i had messed around a bit with couple guys from middle school and high school but it had been a while. It was nearly dark and i was walking to Mickey

Posted by a gay man

By fortwinksonly

An Unexpected Reunion Leads to Adventure
I am a tall slim white guy, had just turned 19, i had messed around a bit with couple guys from middle school and high school but it had been a while. It was nearly dark and i was walking to Mickey

Posted by a gay man

By fortwinksonly

Unexpected Connection at the Hotel Bar
I accompanied my wife to a business party and a few of them decide to go out for an after party and invited us. We ended up at bar that had Shemale show girls. They were so beautiful I could not

Posted by a gay man

By FoxRiver3173

A Night of Secrets and Surprises
There was no category for Bisexual/Cuckold so I chose gay, because of what ended up happening. I'm a natural born gay/bi sissy. I was born with undescended testicles. (no balls) The doctors

Posted by a gay man

By zigzag_kw

An Unexpected Evening on the Couch
Met a guy on here as my regular friend had moved. It's been a couple of months and I like to do guys for fun. I ended up over at his house. He said he was somewhat dominate and a hung top. We

Posted by a gay man

By joezz71

An Unexpected Connection on the Couch
Met a guy on here as my regular friend had moved. It's been a couple of months and I like to do guys for fun. I ended up over at his house. He said he was somewhat dominate and a hung top. We

Posted by a gay man

By joezz71

Exploring New Connections at a Group Gathering
I replied to an ad for a m4m group party. I am very limited in my experience, but I thought it sounded fun. I got there and they had wrist bands for what your role was. As I was looking at all the

Posted by a gay man

By pcolaswinger

An Unexpected Encounter in Indianapolis
This happened prior to the pandemic. I was working 2nd shift in Indy. I answered an ad about a guy wanting a cock worshiper. He said he could host and so I arrived at his place around 8pm. He

Posted by a gay man

By Deleted User

A Risky Encounter at the Firehouse
I once placed an ad over Memorial Day weekend. A man responded & sent a pic of his beefy body. We emailed back and forth to arrange the details. I discovered he was an on duty fireman. He told

Posted by a gay man

By GrouseGrove3702

An Unexpected Meeting During a London Trip
I'm an IT consultant and occasionally travel between London and Toronto. I placed an ad here (DL) saying I will be in London, if anyone wants to play. I kept checking my email to no avail. Just

Posted by a gay man

By zigzag_kw

An Unexpected Visit Leads to Surprises
I replied to an ad on doublelist for an older bottom  male. Joe was also older in his 60's and I'm 66 . I answered the ad and we met at his home. He was naked when he answered the

Posted by a gay man

By cnysub

An Unexpected Encounter with a Neighbor
Double Header I'm a closeted bi man, married to a woman for nearly 40 years, living in a big house in one of those "executive neighborhoods" in the Metrowest of Boston. I'm was

Posted by a gay man

By Deleted User

An Unexpected Encounter in the Office Restroom
I work in a big building and on occasion would feel the urge to go to the restroom during lunch and take care of business. The stall I was in had a door crack that was pretty wide so people could see

Posted by a gay man

By bamaguy35080

A Night of Unexpected Connections Across Town
I'm a bi guy who was cruising the ads here one night. One in particular jumped out at me so I sent an email. I got a response and we chatted some and decided to hook up. I drove across town to

Posted by a gay man

By joezz71

A Relaxing Encounter at a Palm Springs Resort
I took a trip this last September to Palm Springs. When I got off the plan it was a little after six and the temperature was 107. The sun felt so good and was also making me horny. Got to my hotel

Posted by a gay man

By jeffreyscott

A Relaxing Day at the Palm Springs Pool
I took a trip this last September to Palm Springs. When I got off the plan it was a little after six and the temperature was 107. The sun felt so good and was also making me horny. Got to my hotel

Posted by a gay man

By jeffreyscott

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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