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Unexpected Connection During a Late Night Breakdown
I’m bi, I’ve had more girlfriends than boyfriends but i did enjoy having a cock inside of me. I loved sucking cock it was such a turn on. One night I’m sitting in my car after work.

Posted by a gay woman

By Almabebe

Unexpected Connection in the Electronics Aisle
I was in the electronic section of a Walmart. Started talking to this older man (50’s) about how I wznt to get a tv that allows me to search the internet. He was quite fem. I told him that I

Posted by a gay man

By bjondjon

A Mysterious Encounter with a Twist
One day a fuck buddy was horny and was in the neighborhood. He said he wanted a shot of whiskey next to the bed and me blindfolded. I agreed. When he showed up he came to my bedroom where the shot

Posted by a gay man

By 6flipfun9

Exploring New Connections with a Couple
Well it all started with a little curiosity an a add. I had never experienced being with another man but had always fantasized about it. One day I was scrolling on Doublelist when I came across a

Posted by a gay man

By Samsung

An Unexpected Visitor for Roleplay Adventure
I had posted a ad on craigslist for roleplay looking for a salesman to come over when I was able to host,I would answer the door in my underwear when they came in I wanted the guy to be wearing

Posted by a gay man

By tomjohnchris

Exploring a Unique Fantasy Gathering with Friends
My name is christian, I'm a gay male bottom and it's not a encounter it's more of a fantasy that has become a Obsession.... I love guys, love encounters, sucking there cocks, making

Posted by a gay man

By kinkyanalpig4guyz

A Surprising Connection in the Locker Room
It was during Covid and I was going to gym downtown and very few people were there but a few regulars that lived downtown . I used to pass this much younger man and say hi and didn't think about

Posted by a gay man

By bronco123

An Unexpected Encounter on the Couch
The other day while my gf was at work this dom gay black guy I know who loves in my building was like wanna hangout I told him sure. He and I sit down on the couch watching TV and I see him playing

Posted by a gay man

By kimorafoxxsexycd

A Day of Unexpected Connections and Teasing
I almost lost my virginity that day. I had made a contact with another older guy here on DL. I had sucked a cock before and been told I was very good at it. I was looking forward to loosing my

Posted by a gay man

By Tony

A Surprise Encounter at the Video Shop
It was a warm spring day in the mid 1980s. I was 23, a recent graduate, living in my own apartment working at a job that I liked. Life was good. I worked for a small non profit and the three of

Posted by a gay man

By jazdad

An Unexpected Encounter by the Truck
A while back I started messaging a top guy on doublelist and we hit it off. We decided to meet up in a secluded area for some fun. When we got together, I started rubbing his cock though his pants

Posted by a gay man

By Heresjohnny

An Unexpected Meeting in the Garden
In this category because, Bi closeted 54 years old, had cock before pussy and kept my secret during a short marriage. In my late 30s I met Sharon, I knew it was trouble. We fucked hours after we

Posted by a gay man

By KestrelElbow9092

Unexpected Connection Through Craigslist Ad
I was in my late twenties browsing via Craigslist. I found an ad for an older man looking to let off steam. I reached out and message for a bit. He asked me to come over. He was in his 50 and

Posted by a gay man

By j_alex

Unexpected Connection with the Landlord's Nephew
It started because my sink was leaking. A dumb, drip-drip-drip that kept me up at night. My landlord took weeks to send anyone, and when he finally did, it was him. Liam. He was the building

Posted by a gay man

By Deleted User

Exploring New Connections and Anticipation
For the longest time, my body felt like a theory. Like a beautiful, complicated rumor I’d heard about myself. I’d touch myself, sure, but it was a quiet, private conversation. With

Posted by a gay man

By Deleted User

An Intense Moment of Connection
The room felt smaller the moment he stepped closer. Not crowded charged. I could feel the heat of him before he touched me, that quiet pause where both of us knew what was coming and didn’t

Posted by a gay man

By thathera_s

A Nervous Encounter at the Hotel
We meet up on a hook up app and I was at a hotel so I could host him I picked him up nervously I drove back to the hotel not knowing what to expect I was nervous he was half my age younger good

Posted by a gay man

By Assround

An Unexpected Encounter at the Hotel
We meet up on a hook up app and I was at a hotel so I could host him I picked him up nervously I drove back to the hotel not knowing what to expect I was nervous he was half my age younger good

Posted by a gay man

By Assround

An Unexpected Visit from Mom Leads to Surprises
I fucked this cute guy then fucked his Mom too P2 We then cleaned each other up and just lay there and talked a bit and kissed, and then he said “my mom wants you to fuck her” I lay

Posted by a gay man

By lostonehere2

Unexpected Connections Through Online Conversations
I fucked a cute guy, then fucked his Mom P1 A few months ago I started talking to a guy online through an app. I am 54 with long hair, medium build and a long beard, He is 28 years old, Native

Posted by a gay man

By lostonehere2

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 30.6k 607 4.1k
#2
KestrelElbow9092
Gay Straight for Gay Straight
Tricked him to sleep with me. 18.9k 341 3.1k
#3
Tiffanyheels
Couple Trans Straight
Wife goes to toy party 65.1k 1.2k 3.0k
#4
cnysub
Gay Trans Straight
I was totally surprised! 33.1k 464 2.7k
#5
kimorafoxxsexycd
Gay Trans Couple
My first big black 54.5k 973 2.5k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 38.2k 443 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 48.1k 268 1.7k
#8
Steve
Gay Straight for Gay Couple
Called back my massage therapist 39.3k 540 1.5k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 8.8k 340 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 36.4k 265 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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