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An Unexpected Reunion at My Door
Todd part 2 I was exhausted as he moved his cum dripping fingers to my mouth, he said open up. I did as I was told and sucked my own cum off his fingers. All of this came to me in one flash as I

Posted by a gay man

By jussumguy

An Unexpected Reunion with an Old Friend
Todd part 1 When I was 22 I returned home to visit the family and friends. I had only moved 2 hours away but between school, work and life I never went home. It had been about two years since

Posted by a gay man

By jussumguy

A Surprising Night at the Family Home
I was in my home town visiting family and friends. My younger brother asked if I wanted to go see some strippers and I agreed even though I knew I would be paying for the entire night. We had a lot

Posted by a gay man

By Oldersubguy

Unexpected Connection on a Morning Walk
i walk every morning, while walking i sat down on a bench in the park, it was 5am and older white male came by and said hello and we started talking, i always go cammando in a pair of shorts and the

Posted by a gay man

By LizardHaze9979

Unexpected Meeting at a Greenwich Village Bar
1973(?) I met a tall sexy Puerto Rican guy at a gay bar in Greenwich Village. We were both drinking beers, took a cab to my place. Got naked, into bed, making out, some sucking, nice, sat dow. Then I

Posted by a gay man

By urineme

Unexpected Connections at a Late Night Party
At a party in my 20's and it waa winding down. I did not know the couple hosting, my friend had brought me. He was now leaving and I had a new beer. I sat on the bavk deck with the couple

Posted by a gay man

By oralsub4u2

An Unexpected Connection in Her Bedroom
I consider myself bi now but not long ago I wasn't. I'm an older man and started being interested in chicks with dick pictures and started thinking about male to female trans young ladies.

Posted by a gay man

By mjwoolley08736

Exploring Secrets with My Brother-in-Law
Brother inlaw part 2. After I admitted I was having an affair on his sister. I brought up what I said to him. I asked how long he had been bi sexual. He didnt want to admit to it. At first I told

Posted by a gay man

By derake14

Unexpected Connections at a Family BBQ
Brother in law. Part 1 I'm a bi guy. Married. But no section for bi My wife and her family moved in 2 doors down when we were teens. We started dating in our late teens and got married at 23. I

Posted by a gay man

By derake14

A Unique Encounter with Family Dynamics
Quick story about the kinkiest woman I've ever met. The first time she was watching her cousin pound me out with cock, he was an amazing top stud and as he came the banter between them.."

Posted by a gay man

By KestrelElbow9092

A Nervous Encounter in a Hotel Room
A few weeks ago, I hooked up someone from doublelist. I was extremely nervous and was trying to find an excuse to flake. When we eventually decided to get a room, this is where I began regretting

Posted by a gay man

By LizardRidge2472

Nervous Adventures in Toy Experimentation
A few weeks ago, I hooked up someone from doublelist. I was extremely nervous and was trying to find an excuse to flake. I've been playing with my toys for a few years now. The toys began as an

Posted by a gay man

By LizardRidge2472

Exploring Fantasies in Unexpected Places
Well I'm a thin white guy has fantasized for a while that I'm naked and on my knees sucking a big black dick while strojing the other one and was switching back and forth between them

Posted by a gay man

By dicsuk2

A Night of Surprises at the Motel
I was married to my fifth wife she was a stripper we would get high and play games alot and would get very dirty she started dressing me up looking like a little slut she would make sure I got fucked

Posted by a gay man

By suckuclean69

Flirting with the Contractor: An Unexpected Connection
When I worked at one of the big box stores there was this very handsome black contractor that would always flirt with me. I would flirt back but nothing was ever done or said to arrange a meeting. I

Posted by a gay man

By Deleted User

An Unexpected Visitor on a Saturday Afternoon
I had been extremely horny all week. So saturday I posted I was looking to relieve married men. I prefer married. The ad said in n out or stay awhile. I got a reply from a 30 something guy. Just

Posted by a gay man

By derake14

Exploring Boundaries at a Dinner Gathering
A few years ago I responded to a posting looking for a sub into bondage. I have fantasized about being bound and forced to submit. My wife loved to be bound to the bed and flogged before being forced

Posted by a gay man

By reddoggie

Unexpected Connections at the Office Happy Hour
I'm a gay man and I dont deny it. I work in a office with 2 other men and 14 women. I hang with the ladies because they treat me equal. We have a group of 7 of us that hang after work and on

Posted by a gay man

By derake14

A Newbie's First Visit to His Home
I arrived at his house after he contacted me on a local hook up site. Nervous as all get out, first time following through! Very nice home I was greeted by a tall hulk of a dude! He ushered me

Posted by a gay man

By primechoice

A Surprising Encounter Through Online Chat
I was 19 and straight as can be, or so I thought. I was cruising online hoping to find a slutty chick that would let me come over. What I found was a 40 year old guy who offered me the best bj

Posted by a gay man

By FunTimeGuy

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
Straight Gay Straight for Gay
35 years later 37.7k 638 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdresser house party 82.9k 1.5k 3.3k
#3
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 27.9k 380 3.1k
#4
cnysub
Gay Trans Straight
Cruising in the Woods at the Gay Nature Campgrounds 51.7k 567 2.9k
#5
kimorafoxxsexycd
Couple Gay Trans
Gf knows I’m bi 81.6k 1.1k 2.8k
#6
sissyjamie4daddys
Trans Couple Straight
I love water 50.7k 464 1.9k
#7
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 54.4k 277 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 50.3k 621 1.7k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 11.0k 373 1.2k
#10
butchmax
Couple Straight for Gay Straight
She didn't know till we where married 43.8k 382 1.1k
Page 1 of 50 · Showing 110 of 500 authors

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