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An Unexpected Encounter in Bloomington
I dressed in my mini skirt, with a pink g string that couldn't hide my butt plug. I had on my brunette wig and some thigh highs on when I invited an anonymous top over. I opened the door and

Posted by a gay man

By mmmmmhmm

Unexpected Meeting in the Forest Preserve
I am more or less a homeless guy I live in my car. During the day when I don’t work I’ll find a place to park where I can be in some shade. As it turns out it’s a small forest

Posted by a gay man

By magicforest781

An Unexpected Encounter During a Visit
Starting my story over. The older brother invited me over after his brother left for work. I went in, we talked briefly then I went over and sat next to him. My hand started to rub his thighs and

Posted by a gay man

By magicforest781

An Unexpected Visit Turns Interesting
I went to a friends house, she wasn’t home but her college age son was. I was there for a chocolate chip cookie recipe. When I came in I heard voices, he had friends there. He acted a little

Posted by a gay man

By antisneezeya

An Unexpected Encounter at the Hardware Store
For years I fought with my desire for black men. I always enjoyed interracial porn and I finally figured out what turned me on about it. It was the black men! I caught myself staring at their

Posted by a gay man

By blackswordswallower

A Chance Encounter at a Rest Area
I traveled a great deal in my work, mostly in-State. One day, I was returning to where I lived. I was on an interstate highway and saw a sign for a rest area. Since I had another hour's drive, I

Posted by a gay man

By usatarheel

Unexpected Encounters in a Downtown Bookstore
I grew up in a small Southern city, and, after college, returned there to teach. After a few years there, I was hired by an organization in our capital city. Their office was downtown and there were

Posted by a gay man

By usatarheel

A Surprising Encounter at the Hotel
So I took the day off and went to a hotel to have a few drinks to get in the mood then posted to see if there were any guys looking to cum over and get a blow job. I had few guys right away so

Posted by a gay man

By Deleted User

Unexpected Encounter at the Motel with a Hockey Team
I was 26, at the time and I worked for a Tech company in Silicon Valley, California. I was young and single, so I was the one that would travel to all the other companies worldwide. I would always

Posted by a gay man

By kaius13

Unexpected Connection at a Rest Stop
This happened several years ago, 2007 I think. I have to admit that I have a bit of kink. I traveled a lot back then and I loved pulling into rest stops along the Interstate, especially the ones that

Posted by a gay man

By sillyfaggot

A Surprising Connection After Sunday Service
I'm a gay guy, and for several years, I was a church choir director on the side. One Sunday, for some reason, I went with the minister to greet congregants as they left. There was a young couple

Posted by a gay man

By usatarheel

A Married Man's Unexpected Hotel Adventure
How many cocks in one day? To preface my story, it’s worth mentioning that I’m a married man, to a woman, and live in a very affluent part of the metroplex. I’m blessed with a

Posted by a gay man

By Anonymous

An Unexpected Visit to a Mobile Home
Doubleday Feeling a bit in the mood for some man time after sucking some nice bbw pussy last week, so I replied to two different doublelist ads of men needing a cock sucker. The first guy i had to

Posted by a gay man

By FlameImpala77398

Unexpected Connection in the Steam Room
Steam a little creme for me I have been going to the gym for about 4 years now, exercise then hit the sauna, steam jacuzzi or pool or all of em. Today I went to a different gym. Worked out then hit

Posted by a gay man

By FlameImpala77398

A Coastal Casino Adventure and Unexpected Meeting
Bitch at the beach I grabbed the wife and we headed to the coast, Lincoln city. She likes to gamble, I like the coast. I dropped at the casino and grabbed a burrito at mcdonalds and checked out the

Posted by a gay man

By FlameImpala77398

Unexpected Reunion Leads to New Connections
I had a threesome with my girlfriend and her ex many years ago. I had a rough go of it but found it hard to take my eyes off his cock! Just stunning, he was really big, said he couldn’t get

Posted by a gay man

By MarmotLumen8444

A Surprising Connection at Work
At work today a new buddy called to come so after work I showed up this is our second encounter after the blowjob and him goin balls deep in my ass our first time he told me he couldn’t get me

Posted by a gay man

By blkluvr

Exploring Intimacy: A Couple's Connection
Part Two Dave rolled over on his back and now it was my turn. I kissed him as my hands lightly caressed him from thighs to neck. Our tongues wires in each other's mouths. I kissed his ear,

Posted by a gay man

By Deleted User

Unexpected Connections at a North Carolina Spa
As a homosexual too much cock is absolutely never. The experience with older men is that they know how to screw . I meet guys at a spa that I go to in North Carolina. It’s an all men’s

Posted by a gay man

By laymeplease

Revisiting College Days: A New Connection
Back in my college days one of the things we guys did was to have a few beers throw a couple dollars in the pot and then have a circle jerk. We would get naked, sit on the floor, and start jerking

Posted by a gay man

By Deleted User

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 33.4k 622 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 75.3k 1.3k 3.2k
#3
KestrelElbow9092
Straight for Gay Gay Straight
Beautiful and Black 22.6k 352 3.1k
#4
cnysub
Trans Gay Straight
When I used to dress 43.4k 505 2.8k
#5
kimorafoxxsexycd
Couple Gay Trans
New love with ex gf 65.9k 1.0k 2.6k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 42.7k 454 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 49.8k 272 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym Kiss unexpected 46.2k 584 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 37.7k 273 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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