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An Unexpected Visit from a Young Guy
Late 50’s bi guy with some good experiences in the past. The wife accepts my lifestyle and we have had a great time with a bi guy in bi MMF fun for a few years but he moved on. Since then my

Posted by a gay man

By KestrelArrow9123

A Curious Encounter in a Panel Truck
I met a guy on DL a couple of months ago who was curious but hadn’t tried anything with another man yet. We chatted back and forth for about 2 weeks before I finally convinced him to meet me.

Posted by a gay man

By gg1548

An Unexpected Late Night Visit from Malcom
Dunkin part 3 - so last night at 11:30 I get a text from Malcom. “Hey what’s up? Cool to come over?” I was already in bed so I said yeah just come on in when you get here. I

Posted by a gay man

By Deleted User

An Unexpected Game Night Experience
*PART 2* After taking off his left sock and exposing his bare feet, I started sniffing his socks while he continued to be engaged in the game. He continued to ask, "So where should I go

Posted by a gay man

By zacian47

An Unexpected Encounter at the Job Site
Working at a job rehabbing apartments was both hard and boring. I often took some me time to read stories here and make sure to relieve my self by jacking off. As the job progressed more and more

Posted by a gay man

By dutchhaling

A Surprising Encounter in the Bedroom
I'm a bisexual 60 year old male. I genuinely love making a man cum as much as a woman and am an extreme Bottom. I can handle pretty much any size cock that's out there. So I met a guy on

Posted by a gay man

By KestrelElbow9092

Unexpected Encounters in the Golf Club Steam Room
Golf club part 4: Brett left behind in the steam room. I didn’t even notice him leave. I was distracted by the orgy of golfers fucking before me, with more older brother, Joey, in the center of

Posted by a gay man

By colt678

Unexpected Connection at Dunkin Coffee Shop
Dunkin adventure 1- So I went to Dunkin to grab a coffee. I never use the drive-through as I like to check out guys inside. I get to the counter and there is a new employee. He was very young

Posted by a gay man

By Deleted User

A Surprising Connection on a Friday Night
It had been a while for me with a man and I was anxious to find the right one. We connected on Craigslist, back when you could. We chatted about what we wanted and we arranged to meet on Friday. We

Posted by a gay man

By rondevow

An Unexpected Visit from the Handyman
Part 1 of 2. Handy Man. Needed some painting done on a room that a friend just moved out of. Lots of wall damage and a buddy of mine recommended a guy that could do it. We spoke on the phone and

Posted by a gay man

By geewhiztx

An Unexpected Visit from the Handyman
Part 2 of Handy Man. Yes I reply. I walk back to the kitchen, get a bottle of water and as I walk back. I let my shorts and underwear fall to the floor. As I get to my room, he is face down with

Posted by a gay man

By geewhiztx

Exploring New Connections: A Unique Encounter
As a bi married man my occasional journeys into the realm of gay sex are infrequent. That being said I thought maybe you might like to read about my first time with two men. I took a ad out here

Posted by a gay man

By dutchhaling

Unexpected Hotel Room Encounter with Friends
I put an ad on. Got a connection with a man. Started out with oral. Then him fucking me, then me him. He said he had a hotel room with a woman wanting 2 guys. Would I join them. We drove over to the

Posted by a gay man

By jlmmm

Reconnecting with a Lost Love After Years
Few years ago i fell in love with a man. It was the best sex i ever had. I fealt like a stalker cause i wanted to be around him all the time. One of those guys you do anything for or let him do to

Posted by a gay man

By jakemo

Unexpected Connection at the Furniture Store
I was working in a furniture store and one of my duties was to stay late one night a week and lock up the store. On this particular night the delivery crew returned late. I saw one of them clock out

Posted by a gay man

By dutchhaling

An Unexpected Visit with a Sweet Surprise
So I was checking out dating sites and struck up a conversation with a guy. Not paying attention he tells me he is black. I'm not really into black guys but I am intrigued so we keep chatting.

Posted by a gay man

By 6flipfun9

An Unexpected Encounter in Salida
I decided to hop on DL to see what was out there. I’ve only been with a few guy but only sucked nothing else. Today was going to be something different. So I came across an add a man in salida

Posted by a gay man

By Deleted User

A Birthday Surprise with Friends and Ice Cream
One of my best fuck friends passed away recently. He was great, hung well and for his age still really knew how to use it. One of his (and mine) favorite things was to eat ice cream off my ass. Once

Posted by a gay man

By antisneezeya

A Surprise Meeting in Phoenix
Hey guys I've been with 2 men before. I sucked both and then one went to my ass. He was 9½" and thick it took him a while to get his cock in my tight ass lube and patience and he

Posted by a gay man

By 4247fun

A Nervous First Encounter at the Theater
So my first time was a man from Locanto (like this site). I had found an add about a 50 year old man that was looking to get sucked in an adult theater. I was fascinated by the idea; so I replied.

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 Straight
Parking lot kiss 33.2k 622 4.1k
#2
Tiffanyheels
Trans Couple Straight
Crossdressing intimacy in office 74.9k 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 42.9k 504 2.8k
#5
kimorafoxxsexycd
Couple Gay Trans
New love with ex gf 65.4k 1.0k 2.6k
#6
sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 42.5k 454 1.9k
#7
wally4u
Gay Trans Straight for Gay
From Zorbas To His Hotel Room 49.7k 270 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym Kiss unexpected 45.7k 580 1.6k
#9
curiousladyd
Straight Couple Straight for Gay
First really big appendage 9.6k 349 1.2k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 37.6k 272 1.1k
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