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An Unexpected Encounter on Grindr
So I’ve been searching for local cocks near me and it felt like it took forever one day I just randomly say fuck it take a nice hot shower got dressed and went for a “walk” I was on

Posted by a gay man

By curiouscockluver

A Night of Unexpected Connections in Kansas City
Fantasy Fulfilled part 1 I was in my late thirties when a fantasy of mine was made reality. I was working out of town and staying in a hotel in Kansas City. I was sharing a room with my straight

Posted by a gay man

By weatheredwood

A Mysterious Meeting in the Moonlight
Part two I pulled up in front of the house and off the car and lights. I waited for Dan he quickly walked past my car up the driveway of the house and into the back yard via the gate. I followed his

Posted by a gay man

By jussumguy

A Day of Friendship and Unexpected Moments
Part one My buddy Steve and I were both 19. I walked over to his house one Saturday morning to find he and his step dad cleaning out the garage. Dan, Steve's step dad was cool. He had bought us

Posted by a gay man

By jussumguy

Unexpected Connections at the Sports Bar
I met this guy here wanting to find a regular guy to hand out with, drink, and get serviced. We met at a sportsbar and hit it off. Neither of us fem. After a few drinks he suggested we head out so

Posted by a gay man

By miamiyaz

A Mysterious Craigslist Encounter Unfolds
He had a beautiful mushroom head huge cock and I’m a tight little whore that loves it when they smell lick my toes and feet mmm I love it so much met him on Craigslist a long time ago I posted

Posted by a gay man

By lovemyfeet

A Submissive Encounter with a Kinky Couple
My Mistress turned me gay because she only lets me has sex with men, and I no longer want sex with a woman, cock is all I want. I am lucky enough to have a Mistress that loves to watch men having sex

Posted by a gay man

By cnysub

An Unexpected Connection in a Hotel Room
I met a guy who was really into rimming. He said he wanted to devour my ass. I walked to his hotel and as soon as the door shut he pushed me against the wall and shoved his tongue down my throat.

Posted by a gay man

By ToadGlyph5264

A Curious Neighbor Explores a New Dynamic
I was turned out. I've always been curious and I always wanted to experiment with having sex with another man. At the time I was a married wm 30, 6'0 180lbs avrage cock size. I put an add

Posted by a gay man

By sub79_whtbottom

A Night of Unexpected Connections with the Team
Im 67, still running my business. We do landscaping. I employee 4 very healthy young men in their 20s- 30s. At the end of a big job, i had them all over to my house for a meal and to pay them a very

Posted by a gay man

By jlmmm

An Unexpected Visit and Engaging Conversation
I responded to an ad of a thick top seeking to stretch an asshole. He lived an hour away and was hosting. I drove to his place and we talked for about 30 minutes before we got busy. He had huge

Posted by a gay man

By Deleted User

A Curious Encounter in the Hallway
This is about how I discovered I love to suck and be fucked by other guys. Especially if they are masc and have big cocks. My history as a cockwhore began when my older brothers were hanging out with

Posted by a gay man

By UrchinKelp7327

An Unexpected Visitor on a Late Night
I'm a heavy set white guy. Not hung, but just four inches. I was searching for another guy to come over and suck me to completion. For awhile no replies. But then a guy asked if I was still

Posted by a gay man

By bigguysmalltool

A Chance Encounter on a Rainy Night
When I was 18 I left home. I was a virgin boy. I had a big fem ass and a small cock In high school in the shower the guys would tell me my ass looked like a girls ass some would tell me to bend

Posted by a gay man

By buster12345

An Unexpected Adventure After the Meeting
I’m an older married man who still recalls my first time with a man. John was a workmate who I had a pleasant relationship with that never involved anything sexual or romantic, at least for me.

Posted by a gay man

By Deleted User

An Unexpected Connection with an Older Man
I have been a submissive bottom since I was seduced by a younger man many years ago. He taught me to accept my role, that my cumming wasn't necessary, I should only focus on the other person.

Posted by a gay man

By nickiem714

A Discreet Meeting in a Parking Lot
I first met Tom back in the days of Craigslist personals and Yahoo Instant Messenger. We had a quick conversation that established our basic compatibility—specifically that we were both married

Posted by a gay man

By oralexpertise

A Summer Job Experience of Unexpected Relaxation
summer Job pt.2- pulled pulled down my pants and underwear. he then instructed me to lean forward and out my elbows and hands on the table and to spread my legs and i did. he then slapped my ass with

Posted by a gay man

By masculineinchatham

A Summer Job Leads to Unexpected Connections
Summer Job pt. 1- when in college i had a summer job working on a construction crew doing mostly demo and cleanup work; my uncle got me the job. it was pretty much mindless grunt work, which was fine

Posted by a gay man

By masculineinchatham

A Summer Job Leads to Unexpected Connections
Summer Job pt. 1- when in college i had a summer job working on a construction crew doing mostly demo and cleanup work; my uncle got me the job. it was pretty much mindless grunt work, which was fine

Posted by a gay man

By masculineinchatham

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 Trend
#1
derake14
Gay Straight for Gay Straight
Parking lot kiss 33.3k 622 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 75.1k 1.3k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 22.5k 352 3.1k
#4
cnysub
Trans Gay Straight
When I used to dress 43.1k 505 2.8k
#5
kimorafoxxsexycd
Couple Gay Trans
New love with ex gf 65.6k 1.0k 2.6k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 42.6k 454 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 49.8k 270 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym Kiss unexpected 45.9k 581 1.6k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.7k 349 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.6k 272 1.1k
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