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An Unexpected Ride Home After a Night Out
Caught Part 3 I knew she would be hooking up with other men and I found myself alone many nights. My gay urges came back and when she was out with her girls supposedly I started visiting online male

Posted by a gay man

By Deleted User

Navigating Life and Secrets During Summer Break
Unexpected . I'm 23, a gay woman. I'm about 5'2, around 120. I'm an attractive Redhead, short hair. I'm average build I suppose, a 32F-26-34. I had kept my secret from my

Posted by a gay woman

By oldarmy

An Unexpected Hotel Room Encounter
I'm an older bi mwm and have been chasing dick both on the old Craigs List and DL for many years. I started in adult book stores cruising the glory holes and moved on to hook ups via the web.

Posted by a gay man

By indiasix

From Coffee to Companionship: A Heartfelt Journey
I answered a post here on DL for a guy interested in meeting someone with the hopes of finding a soul mate or if not just to have some fun. I'm in my 40's and was with an older

Posted by a gay man

By cnysub

An Unexpected Gathering at the Lake Barn
One time I planned an all top orgy at some land I owned with a barn on it up by the local lake. I had put out ad's on all the sex sites and responded to any tops who wanted to show up and use

Posted by a gay man

By lordpap

Unexpected Meeting in a Target Bathroom
I was 18 and 1day, he was a friend of my father's, around 46. They would sit outside all day, working on cars, having drinks and cutting up. Never paid me any real attention. I was know as the

Posted by a gay man

By lookingforfuninclt

Unexpected Connections: A Late Night Encounter
i travel for work a lot and post often with little luck. i am in my forties and very average build/looks and into guys legal to 10yr younger than me. so the pool that answer my ads is small and i

Posted by a gay man

By cpnick39

An Unexpected Meeting in a Hotel Room
I answered an ad on dl from a straight married guy wanting to chat. We messaged back and forth several times. He was very timid and unsure. We agreed to meet in his hotel room and just watch porn and

Posted by a gay man

By jackinjoe69

Unexpected Encounters During Summer Job
Back in college I was working at a lawn care service after class. I had been working there a few weeks. The owner was a guy in his late 50s. I had fucked his daughter a few times in high school. I

Posted by a gay man

By jlmmm

A Night of Freedom: Camping with Friends
When I was young I always played with my cock I became obsessed and started running thru the neighborhood to a local park where I pool hopped or played in the muddy lake I would pound my cock and

Posted by a gay man

By trigger46

An Unexpected Connection Through an Ad
Posted an ad on here looking to find a regular who would suck me off. I’m 33 years old and usually prefer guys about my age. A 60 year old man responded to my ad saying he would suck me off no

Posted by a gay man

By deezsg88

An Unexpected Encounter with a Roommate
most likely would have fucked you however a friend of mine who was a crossdresser so was I by the way my real hair was past my ass too I had toys all kinds of toys vibrators dildos double

Posted by a gay man

By thuumper330

An Unexpected Encounter at a Compton Hotel
Verica was pretty hot however she was a hooker when we met she was from Brazil too. She and I used to party together but we promised, to keep business and pleasure separate and we managed to stay

Posted by a gay man

By thuumper330

Exploring Connections Through Craigslist Personal Ads
Remember the old Craigslist? You could find almost anything there. Including sex. It was shut down because of the number of folks that wanted to be paid for sex and the number of those willing to

Posted by a gay man

By Deleted User

A Surprising Meeting at the Mattress Store
I was shopping for a new mattress when I went into the small store that sold a variety of things. Going into the furniture section I saw the sales lady and asked her to show me some mattresss's

Posted by a gay man

By Deleted User

Unexpected Meeting at the Mattress Store
I was shopping for a new mattress when I went into the small store that sold a variety of things. Going into the furniture section I saw the sales lady and asked her to show me some mattresss's

Posted by a gay man

By Deleted User

A Unique Meeting at the Waterside Park
Awhile back I ran into a guy online in one of the dating sites that was a TG. I was always turned on by a gurl with a boner so I chatted with “her” for a bit. She was married to a bi man.

Posted by a gay man

By Deleted User

An Unexpected Visit from Friends Leads to Fun
My name is Jack I'm a pansexual guy and closet CD. I am super horny today. So I decide to call my friend John and have him come over. When he got to my place he comes in and we both strip buck

Posted by a gay man

By kinkfosho

A Mysterious Encounter in a Hidden Place
Well you guys asked me for more hot stories. I met this man a few years ago. In a dark shack that he works from. I kept emailing him telling him how bad i wanted his cock. The last time i wore my

Posted by a gay man

By Deleted User

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

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
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derake14
Gay Straight for Gay Straight
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Tiffanyheels
Couple Straight Trans
Girlfriend takes bareback penis 71.9k 1.3k 3.1k
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KestrelElbow9092
Straight for Gay Gay Straight
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cnysub
Gay Trans Straight
Exploring the Rest Area 38.0k 479 2.7k
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kimorafoxxsexycd
Gay Trans Couple
My first big black 59.3k 999 2.5k
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sissyjamie4daddys
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Sucking appendage in the club 40.4k 453 1.9k
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wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 49.0k 266 1.8k
#8
Steve
Straight Straight for Gay Gay
2nd part to gay club experience 41.7k 552 1.6k
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curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.2k 345 1.2k
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Dedavis
Straight for Gay Straight
House hunting pt 1 37.0k 268 1.1k
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