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Curiosity Leads to an Unexpected Encounter
My story takes place about 2 years ago. My friend had asked me to house sit for her. While I was there I had heard of doublelist and decided to take out an add.I was curious about what it would be

Posted by a gay man

By fungi1011

An Unexpected Encounter During a Massage
I will always remember the time I answered a post for a massage. It didn't take much to get me excited as I was already naked (I always chat naked). I dressed with the least amount of clothes I

Posted by a gay man

By Deleted User

Unexpected Connection at Super Target Charging Station
I was killing time charging my Tesla at SuperTarget browsing ads and spotted one for a guy from a nearby town. I messaged him and was pleased when I got a quick reply. After messaging him I

Posted by a gay man

By rtmen

An Unexpected Encounter in the Office
I was sitting at my desk and had some time before my next call so I decided to indulge myself with my dildo. My dildo is the perfect size for me, and I use it often. It mounts easily to my office

Posted by a gay man

By Discreetdude58

Unexpected Connection During a Massage Session
When he pulled up in a utility truck, I was immediately turned on. We had been emailing off and on trying to connect on Doublelist, but today turned out to be the day. Once inside my house, he had

Posted by a gay man

By venicesurf4

A Unique Friendship in the Hotel Kitchen
years I worked at hotel and the last 2 as a sous chef. I busted my ass every day to earn that position and throughout my time working there I caught the attention of a cute Filipino housekeeper. He

Posted by a gay man

By ozzybear

A Summer Night's Unexpected Visit
Part 2... The project was wrapping up and I let him know I would be packing up and leaving soon. We were having timing issues, hooking up again prior to my departure. It came down to the last weekend

Posted by a gay man

By bdamaged1

An Unexpected Connection Through a Personal Ad
A little background I used to use Craigslist a lot and of course it let us all down so I was lost for a couple years then I found Doublelist. I am a 45 yo white married bi kind of dom bottom,

Posted by a gay man

By Anonymous

Unexpected Encounters at the Campground
*** WARNING*** this is disgusting! I can’t believe this happened and I’m actually telling ppl. So I’m working at the campground and stay in my camper on site. This season has

Posted by a gay man

By Deleted User

Unexpected Connection During Late Night Shift
I worked a number of years at a receiving and delivery warehouse as a dock manager. On this particular day we received a call from a truck driver that he was running late and wanted to know if we

Posted by a gay man

By mntoolpitguy

A Nervous Encounter at His Place
I met a guy on here a while ago seemed nice he wanted to pick me up and go to his place im excited and waiting he pulls up smiles.and says get in he's a really big guy and gorgeous we drive to

Posted by a gay man

By daviddickson

An Unexpected Journey of Friendship and Discovery
I was 40 and my wife had cut me off in the bedroom for some reason it had been 6 months of nothing .I was venting to my older friend he was 62 and divorced and was a good listener. I was telling him

Posted by a gay man

By funguy6200

A Journey of Trust and Submission
What's wrong with me Now turn around and get on your knees yes sir you're going to suck my cock until I get hard you understand yes sir I'm staring at his enormous cock I couldn't really see it

Posted by a gay man

By daviddickson

Navigating Secrets and Sibling Dynamics
What's wrong with me pt8 After the neighbors I had a ass full of cum and a sore throat I got home to my brother sitting there watching tv he said where have you been I said I was at Tim's

Posted by a gay man

By daviddickson

A Surprising Meeting at the Hospital
I am a gay man, this is a story about my first encounter with a BBC. I was 21 and worked as an orderly at the local hospital. There were a two handsome Jamaican men working there as orderlies and I

Posted by a gay man

By radioman666

An Unexpected Encounter in the Office
I’m currently 56 and have been married I’ve 20 years to a great woman. Over the years I have had occasional desires to be with a man and have found some pretty hot encounters around town

Posted by a gay man

By rockincheyenne

Unexpected Connection in a Hospital Room
I was in the hospital for COPD problems and I was bored so I decided to watch some porn. It was two guys, the one guy had this huge cock and was fucking the other guy. I started playing with my cock

Posted by a gay man

By yumcum1947

Unexpected Connections at the Bookstore
I was in my mid 50s and lived going to the Book Corral bookstore in Ft. Collins. I would cruise there all day long. I made friends with the Black counter guy and we struck up a deal. When I entered

Posted by a gay man

By bob neals

A Camping Trip and a Close Call
A little back story first. My best friend in jr and sr high school used to get together when one of our parents were away. We would typically play with each other and jack each other off. I

Posted by a straight man

By KiwiOxide5068

Exploring New Connections on a Dating App
This my first time on this app, but I love hanging out with friends trying to meet new friends, I’m just trying this app out

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 Couple
I cant wait to try it again 54.0k 782 4.4k
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Tiffanyheels
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KestrelElbow9092
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Old Time Ex. 42.2k 475 3.2k
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kimorafoxxsexycd
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Playful date 109.7k 1.3k 3.2k
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cnysub
Gay Trans Straight
Deep Kissing 67.2k 657 3.2k
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sissyjamie4daddys
Trans Couple Straight
I love water 64.8k 478 1.9k
#7
wally4u
Gay Trans Straight for Gay
Wicked Time At Rocky Point Resort 59.6k 279 1.9k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 52.6k 634 1.7k
#9
powers8
Straight Straight for Gay Gay
She's all grown up 66.4k 586 1.5k
#10
butchmax
Gay Straight Couple
Well, I was straight till this 67.8k 515 1.4k
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