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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

An Unexpected Dinner with Nuns and Champagne
THE NUNS He was over an hour late For dinner—then he told me that He had rung the wrong doorbell, Instead of me, there was a nun, He told her it must be the wrong door, She said, “Then

Posted by a gay man

By talkingpictures

Innovative Ways to Explore Fantasy Play
So I built up an arsenal of decent dildos of all sorts to play with and yet to have been with another dude, although I fantasize about it all the time, I just haven't been able to pull the

Posted by a gay man

By albacore13

An Unexpected Meeting Through a Cruising Site
This is a true story that happened several years ago. I was somewhat new to the bi world. I had figured out that I loved to suck and that was all that I was interested in doing. I had sucked quite

Posted by a gay man

By Deleted User

An Unexpected Motel Meeting with a Gentle Dom
So I have been chatting with a man the last week or so, his pictures are so hot. 50ish, athletic bod with some belly, thick 8 inch cock, low hanging balls, a gentle dom, he claims. Friday night I

Posted by a gay man

By hardonhorny

An Unexpected Trio in the Bedroom Adventure
J&J part 2- Johnny smiled then dropped his towel. His cock JUMPED to ATTENTION! It was PERFECT in every way. I immediately dropped to my knees and took my all the way down my throat deep. He

Posted by a gay man

By Deleted User

Unexpected Friendship on a Flight Home
I flew back into Fresno from Cincinnati, getting lucky to catch the birth of my first grandson. Despite me going through a rocky divorce (Lisa, my wife of 25 years, caught me getting "spit

Posted by a gay man

By Deleted User

Unexpected Connections at the Campground
J&J part 1 - I’ve posted before about a married guy named Alex they I’ve been fucking very regularly on his morning/late evening walks while his wife sleeps in the camper next to

Posted by a gay man

By Deleted User

An Unexpected Encounter on the Trail
as a 65 year old bi mwm with a sexless marriage, i put adds out looking for someone in the hillsboro area or at the gym I go to, but one day i actually went to peeps 2 out of frustration. I had a

Posted by a gay man

By FlameImpala77398

A Historic Town and a Young Encounter
Triston part 1. I live in a historic town on the east coast and have always been attracted to younger men and exploring with them. I posted a short add for st8 men between 19 and 23 Who wanted a no

Posted by a gay man

By greenlover69

Unexpected Encounters During a Vegas Getaway
Continued: He sucked both sides of my hard cock up and down and only when he got done hitting my taint with his tongue did he go back to my cock head. He almost had a load down his throat, when he

Posted by a gay man

By jrich8

Unexpected Changes on a Vegas Trip
I was on a United flight, heading to Las Vegas to a magic convention and to see my long distance boy friend, who I had not seen in years. We were really looking forward to some quality time

Posted by a gay man

By jrich8

Unexpected Connections in a Shared Hotel Room
When I was 22 I got a temporary job helping a guy check wells. It was the end of the first day and we went to get hotel rooms. The hotel was full except for one double bed room so we had to share

Posted by a gay man

By gg1548

A Surprising Friendship at the Lake House
I am a your normal girl next door. I graduated from BU a few years ago and now have pretty decent job in marketing and have aspirations of moving up the ladder. I was always working late and going

Posted by a gay woman

By Deleted User

A Missed Connection on a Ski Trip
Not really a hookup story but more of a “What if/Missed Connection” story. When I was 22 I went on a 2 day, 2 night ski trip with a bunch of friends from university. The one morning

Posted by a gay man

By Deleted User

An Unexpected Visit to a Senior Facility
I recently hooked up with 2 senior guys living in a senior facility. They met me down stairs and brought me an apartment and started to face fuck an75 year old guy and eventually finished off in his

Posted by a gay man

By durdydawg67

An Unexpected Meeting with the Maintenance Man
I’ve used DL for some time and have experienced some great encounters…so thought I’d share a few stories. I posted a message looking for someone around my age to connect. I got a

Posted by a gay man

By Deleted User

Unexpected Connections at the Bar
One night at a bar when I was still married the wife was away and I was hanging out with a cute petite asain guy playing trivia and we were getting along without telling eachother anything and I told

Posted by a gay man

By skinnyq

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 75.0k 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
Page 1 of 50 · Showing 110 of 500 authors

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