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A Surprising Encounter in a San Diego Bookstore
My first encounter with another guy was in a bookstore in the old bad downtown San Diego. Every other building was a video bookstore. I would go in to jerk off. Eventually gay dudes started offering

Posted by a gay man

By ecmech58

Exploring New Experiences at the Theater
My first experience at an adult theater. I’ve always wanted to visit an adult theater but was afraid of how dirty it may be. Finally one day I got myself convinced to go because I was super

Posted by a gay man

By submissive2020

A Journey into New Relationship Dynamics
Today I decided to try something new. For the longest I’ve wanted to know what it was like to be fucked. Me having a 9 and a half inch dick that’s 3 inches wide I’ve pounded my

Posted by a gay man

By jbbc10

A Confession Between Friends: A Surprising Bond
I'm actually a bi man. I had a friend I confessed that to one night, and he said he had experimented as well. I sucked him in his bedroom, then climbed on top and rode him until he came while

Posted by a gay man

By Deleted User

An Unexpected Email Reconnection After a Night Together
An email I received from a hung black man four weeks after having a one-night stand when he fucked me missionary... and also my response. HIS EMAIL TO ME: What up bitch? Fuck yeah. Thinking I

Posted by a gay man

By sweetbuns

An Unexpected Visitor Changes Everything
I have several kinks, some of which may disgust some people. I like to drink piss from a cock and eat a dirty ass. I will bottom bare for anyone that is disease free, or at least undetectable. I

Posted by a gay man

By Deleted User

A Quick Visit from the Utility Worker
I was looking for a guy to come by for a blow and go and one that was just my type messaged me - working in my city, lives in one a couple cities over across water, was in a hurry and didn't

Posted by a gay man

By Anonymous

A Journey into a New Dynamic
I answered a post dominant male 4 sissy.. Been single for 6 years now and sit around crossdressed doing nothing. When I answer the post from a dominate I was exited. I hosted the first time.Ai did

Posted by a gay man

By Deleted User

Exploring Brotherhood and Modern Relationships
The truth! As much as I love pussy,girls don't know how to get super dirty.some, but very few.Us boys need to take care of each other. And Chic's don't realize that us big boys are

Posted by a gay man

By itrybi69

A Night of Rivalry and Unexpected Connections
This happened back in 2012, I was 18. So my best friend and I grew up rooting for opposite colleges in a rivalry. Usually every year we watched the rivalry game at his house and had a party, well

Posted by a gay man

By khead1994

An Unexpected Encounter with a FedEx Driver
I put a add up on craigslist I wanted to suck a ups or FedEx driver off why he was in his uniform..here's the way I put it..looking for a ups or FedEx driver to stop by my place to make a

Posted by a gay man

By Deleted User

Unexpected Encounter at a Wedding Reception
I was at an out of town wedding, very formal, enjoying myself. It was nearing midnight and I was pretty horny so I placed an ad looking for a top for some anonymous fun in my hotel room. I barely had

Posted by a gay man

By NumbatHaven4086

Unexpected Encounters from Personal Ads
Back when CL personals was up and running, I put an ad up stating that I was tired of the teenie weenies I was getting, and I wanted some really big ones. Just to see if I could take them. Well,

Posted by a gay man

By thunderchief

An Unexpected Massage Encounter at Home
i posted here under ' gay for straight ' awhile offering manscaping & massage at no charge .... alot of replies but one guy sent a pic and he showed up and asked if he could shower

Posted by a gay man

By athensga2018

A Fit Man's Unexpected Encounter with Grandpa Bear
Posted for older Grandpa Bear Top. Thought would not find one. I am fit manly boy type. Hairy. So me and the grandpa emailed. Exchanged a few pics. He was 68 years old. Hairy bear. Just what I

Posted by a gay man

By Mick30

Unexpected Connections at a College Party
I was a senior in college and my gf was home for the weekend. I went out with a buddy to have some drinks and eventually his beautiful, big-breasted gf joined us. We had a lot to drink and they

Posted by a gay man

By sam.12208

A Weekend Visit with My Best Friend
I'm actually bi, I'm 26 and married. One weekend my wife was out of town, and I had my best friend over to help me replace our kitchen sink. I am in the closet about being bi but my best

Posted by a gay man

By khead1994

An Unexpected Encounter at an Abandoned House
I am a gay bottom and love to hook up with dominate guys. I placed an ad saying I was looking for a dominate type to verbally humiliate me. A guy answered my ad and he had a deep masculine voice. He

Posted by a gay man

By Deleted User

An Unexpected Late Night Ride Home
I was driving home from a party late one night last summer. I drove thru an area where there were adult bookstores and bars where girls danced. Hot lookin guy was thumbing it the other way. I did

Posted by a gay man

By kmurphnorth

An Unexpected Encounter with a Truck Driver
I had noticed for some time that truckers pulled into the wide alleyway behind the gym where I work out in the evenings and many of them spent the night parked there. I saw one of the truckers from

Posted by a gay man

By ronhardx

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
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derake14
Gay Straight for Gay Straight
Parking lot kiss 29.3k 606 4.1k
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Gay Straight for Gay Straight
A day of Exploring. 16.8k 333 3.0k
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Couple Straight Trans
Wife admitted to self-pleasure and lesbian intimacy at toy party 62.4k 1.2k 3.0k
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cnysub
Gay Trans Straight
My Birthday Surprise 30.9k 463 2.6k
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kimorafoxxsexycd
Gay Couple Trans
Consumed a few 48.7k 938 2.4k
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sissyjamie4daddys
Trans Couple Straight
Sucking appendage in the club 36.3k 439 1.9k
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Alma
Straight for Gay Trans Straight
Inspect me officer 13.0k 528 1.7k
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wally4u
Gay Trans Straight for Gay
Went Home With Older Man! 45.5k 263 1.7k
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Steve
Gay Straight for Gay Couple
Called back my massage therapist 38.7k 536 1.5k
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curiousladyd
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First really big appendage 8.6k 337 1.2k
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