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A Surprising Meeting in Winnemucca Hotel
Rough Hotel Meeting I was living in Winnemucca NV at the time and like most Saturday afternoons I was searching grinder when I received a post from a guy visiting for the weekend. He was a Dom/Top

Posted by a gay man

By LarkIndex1192

A Surprising Barbecue Gathering with Friends
I'm a 20 year twink. Going to college working part-time. Short brown hair, but smooth every where else. I'm seeing an older Daddy on a regular basis. He's in his 50's. I take very

Posted by a gay man

By oldarmy

A Surprising Connection at a Halloween Party
Ok. I’m actually bi but there was only a gay option and I’m gonna tell the story of my first gay experience. It was at a wear house Halloween party. At the time I still considered

Posted by a gay man

By Deleted User

A Midnight Summer Encounter That Changed Everything
Where are you now? We met half past midnight one summer night not a long time ago. You answered my post here on dL and after 30 minutes you showed up in front of my door . You were an apparition, a

Posted by a gay man

By Deleted User

A Surprise Visit from the Neighbor
I am a 48 bi mwm that loves to play with another man...what is also great is my wife knows and encourages it! I am typically versatile, but every now and then I just get an urge to be used. 2

Posted by a gay man

By ThrushRoost9544

A Surprising Encounter in an Unlikely Place
So a few years ago i discovered my bi side and shortly after, i became homeless. I slept in my car and did odd jobs off CL for cash. I found an ad for an older guy willing to pay good money for

Posted by a gay man

By ImpalaPeak8977

Summer Adventures and Unexpected Connections
I first saw his ad in Doublelist that thick 9 and a half inch cock. I knew I had to suck it. We met at his place and I asked to use the bathroom. I came out completely naked but he liked what he saw

Posted by a gay man

By Deleted User

A Curious Married Man's Unexpected Connection
I am a married 35yo. Posted an ad back in the craigslist days being curious about guys. Ended up hooking up with an older married daddy. We hooked up many times. His house. My house. He drove a

Posted by a gay man

By BulbulPixel7620

A New Experience with an Older Guy
I'm still new to being a bottom. I posted looking for an older guy to play with, and got several responses, as I weeded through them a 48yo top stood out. We exchanged pics and he was big. I had

Posted by a gay man

By funwithus123

An Unexpected Visit from a Friend
The first time set the bar too high. I was only five days into being eighteen and he finally made his move. Josh was 22 and the eldest of my best friend's brothers. I was playing some PS2 games

Posted by a gay man

By zomboi

An Unexpected Encounter with Mature Men
I answered an ad that read 2 mature men looking for a third. They didn't say much about themselves . They didn't ask much about me. Now I'm 65, and versatile. Very oral. I got to their

Posted by a gay man

By jlmmm

A Surprising Connection with a Nigerian Gentleman
I post all the time. Sometimes you meet a real dud. Others a total winner. Once I posted to hang out with an African man. To my surprise I got an answer immediately from a Nigerian guy. He described

Posted by a gay man

By knobslobber

An Unexpected Connection with a Nigerian Gentleman
I post all the time. Sometimes you meet a real dud. Others a total winner. Once I posted to hang out with an African man. To my surprise I got an answer immediately from a Nigerian guy. He described

Posted by a gay man

By knobslobber

An Unexpected Night at the Restaurant
My first time with another guy was while I was working at a small fancy restaraunt in Ohio. We had closed out for the night and one of the salad guys, a tall black man, asked if I wanted to join him

Posted by a gay man

By hot_mouth4u

An Unexpected Gathering at a New Friend's House
There was an ad on DL said to Tops wanting a sub bottom so I was like yes I answered the ad they invited me over to their house and soon as I got there they made me strip when I got there put a

Posted by a gay man

By MagpieCoral1679

A Surprising Craigslist Encounter with a Young Man
About six years ago I placed an ad on Craigslist looking for a younger, attractive man to service on a regular basis. At the time I was 57 years old and had not been a relationship for quite a

Posted by a gay man

By rain4

An Unexpected Encounter in a Parking Lot
I answered an ad for a 40 year old guy looking for a bottom. I'm in my 50's. He wanted to meet in a parking lot of a store. He described himself and what he was driving. I got there early

Posted by a gay man

By jlmmm

An Unexpected Meeting in the Park
So I was in a park the other day minding my business. Mind you I tend not to do gay play very often. I was watching porn on my phone. Didn't realize I had been there a while and noticed a teen boy

Posted by a gay man

By Deleted User

A Morning Coffee Visit with an Old Friend
I was having a morning coffee, when a local married bud texted me. We have been friends for years. Said he really needed a wake-up coffee, so since I had just brewed a pot.....i said "come on

Posted by a gay man

By servicer

An Unexpected Encounter with a Newbie
So there was a add that just said newby wants to fuck so I clicked on it and it said something to the effect of wants to f*** a guy for the first time so I answered it asking for a picture he sent me

Posted by a gay man

By MagpieCoral1679

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
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derake14
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Tiffanyheels
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Crossdressing intimacy in office 78.0k 1.4k 3.2k
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KestrelElbow9092
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Ads on DoubleList 47.9k 530 2.9k
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I love water 45.8k 461 1.9k
#7
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Pre-Halloween CD Dress Up! Part 1 52.6k 275 1.8k
#8
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.2k 612 1.7k
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curiousladyd
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First really big appendage 10.3k 360 1.2k
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powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.4k 351 1.1k
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