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An Unexpected Visit Leads to Intimacy
Well I am a chubby white Male and I am in the closet I am engaged to a woman. One night I was at home alone and felt the urge toto Jack off. So I looked up some porn on my phone and started to jack

Posted by a gay man

By Deleted User

A Unique Encounter During Housesitting
Bi middle-aged dad type here, occasionally hook up with another guy to get a decent blowjob, and once in a while like to suck cock. Have been hooking up with one twink over the years on and off, he

Posted by a gay man

By bj98121

An Unexpected Audition in North Portland
So I answered an ad that said taking auditions to fuck my wife. I figured what the hell I would answer it. So I did send me a couple pics they said well it's come on over right now. So I'm

Posted by a gay man

By MagpieCoral1679

Unexpected Meeting at the Oil Rig
About 10 years ago I was a hot shot driver. I got a load from Houston to a rig out by Ft Stockton, TX I picked it up about 2pm it was a large pump about 800lbs. I knew the trip as about 10 hrs.

Posted by a gay man

By majestic69

Unexpected Connections on a Softball Team
Back in my 20's , I played on a softball team. Most of the guys grew up together. I was new to the team. We were in a tournament one weekend. Our games ended up being 4 hours in between. Some of

Posted by a gay man

By jlmmm

An Unexpected Visit Turns Into a Surprise
Best meet up Eva! From here! I’m gay, not like so gay you notice, but behind closed doors... Bitch, I dress! I love Indy! This Guy comes over, after a few emails. Walks in, closes the

Posted by a gay man

By blongo4u

Unexpected Connection at a Drag Show
I'm a bi man, still not out. I was in my early 40's out of town for work. I saw an ad for a drag show. I figured why not. No one knows me here. I went into the bar. The drag show

Posted by a gay man

By jlmmm

Unexpected Connection Through Ridesharing
I’ve always wanted to share this story because for me it has been the best sex of my life. I was young and broke as hell, so I decided to try the ride sharing thing. Most of the days were

Posted by a gay man

By honduran26

An Unexpected Visit Turns Into a Surprise Encounter
So I wasn't getting any response to my ads I seen an ad for a young gentleman didn't think I'd wouldn't get him who did respond and asked what I was into I told him I was into

Posted by a gay man

By goforit57

Unexpected Meeting in a Small Town Hotel
I was working in a small town. The town was there for two purposes. Support the local college and the surrounding farm community. I'm staying at a hotel. I'm horny and thinking I might

Posted by a gay man

By jlmmm

Exploring New Connections at a Gay Bar
For my first time with a man i went out with a bisexual friend while I was bi curious to a gay bar and started dancing with a hot bruntette and she started grinding her round ample ass back against

Posted by a gay man

By bottomboyjeff

Exploring Fantasies Through Online Connections
I'm 50, chubby. I was browsing DL at work and saw a post for someone to chat with about fantasies at work. I answered. It was a younger guy. We exchanged small talk for a few emails then got to

Posted by a gay man

By oldarmy

A Journey of Unexpected Connections
I’ve been married a long time, but my wife had lost interest in sex due to hormone changes. I had always fantasized about giving some guy a blow job and so, one day while feeling especially

Posted by a gay man

By Deleted User

An Unexpected Encounter During Pizza Delivery
I had a friend I was servicing on a regular basis. I really want to suck him and called him to see if he was free. He said he just ordered a pizza and there wouldn’t be enough time. I begged

Posted by a gay man

By billbottomboy

An Unexpected Pizza Delivery Encounter
I had a friend I was servicing on a regular basis. I really want to suck him and called him to see if he was free. He said he just ordered a pizza and there wouldn’t be enough time. I begged

Posted by a gay man

By billbottomboy

A Discreet Encounter in the Park
I posted an ad looking for a nice bbc to suck. I am a white married guy so it had to be discreet. A guy answered who said he was interested. We were to meet in a park while I snuck out of work. I

Posted by a gay man

By Deleted User

A Night Out Turns into an Unexpected Reunion
I’m a bottom and very experimental. I was in a sex only relationship with a top guy who was into the leather and bondage type scene. I’m a total contrast being a submissive whose into

Posted by a gay man

By gbhopeful

An Unexpected Visit to a Friend's Room
My story is not a DL meetup but I have to share. I was hanging out at my best friends family’s house with her and her family. We were all just watching TV, eating, drinking and talking, stuff

Posted by a gay man

By Deleted User

Unexpected Encounter with a Couple from Craigslist
Alright so here's the set up. I got pretty horny and was browsing Craigslist (this was a few years ago) and I decide 'eh screw it' and posted an ad in the 'guy for couples'

Posted by a gay man

By CobraDune2626

A Curious Encounter on a Business Trip in NYC
My story predates DL or even CL. 18-20 years ago I was on a business trip in NYC. I was married and bi curious. I found cruisingforsex.com which was a guide to gay bars, cruisey rest rooms, parks

Posted by a gay man

By daadah

Top Authors

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

Rank Author · Category Latest Story Views Listens Upvotes
#1
derake14
Gay Straight for Gay Straight
Parking lot kiss 29.5k 606 4.1k
#2
KestrelElbow9092
Gay Straight for Gay Straight
A day of Exploring. 16.9k 334 3.0k
#3
Tiffanyheels
Trans Straight Couple
Crossdresser out on the town 63.4k 1.2k 3.0k
#4
cnysub
Gay Trans Straight
I was totally surprised! 31.4k 463 2.6k
#5
kimorafoxxsexycd
Gay Trans Couple
Gave kiss to fem 50.4k 949 2.4k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 36.6k 441 1.9k
#7
Alma
Straight for Gay Trans Straight
Inspect me officer 13.2k 528 1.7k
#8
wally4u
Gay Trans Straight for Gay
I've Never Absorbed So Much! 46.2k 265 1.7k
#9
Steve
Gay Straight for Gay Couple
Called back my massage therapist 38.9k 538 1.5k
#10
curiousladyd
Straight Couple Straight for Gay
First really big appendage 8.7k 338 1.2k
Page 1 of 50 · Showing 110 of 500 authors

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