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Unexpected Connection in the Office After Quarantine
Well the quarantine is finally over and people are back to work so our office manager who has been working from home is back to work and she was looking good so we started talking about what she was

Posted by a straight man

By flalicker

Exploring New Fantasies After Divorce
I finally fulfilled a huge fantasy of mine; I recently got spit roasted and I loved it. Just a little about me, first. I didn’t suck my first cock until I was 43, a few months after my

Posted by a gay man

By bobonyourknobnow

Unexpected Connection in a Hot Tub
Mostly straight but have a bi side.  Made a post for someone with a similar dick to mine to meet up later at night on a Monday night.  I was watching my buddies place and able to

Posted by a gay man

By HermitGeode9362

A Chance Meeting at the Coffee Shop
I’m 54 years old, good looking but on the chunky side. I’ve always dated women but always curious about sex with another man. Lately I’ve been striking out on POF and decided

Posted by a gay man

By @coocui

An Unexpected Visit from a Young Guy
The other day is was so horny and was looking for a playmate. I emailed all my regulars hoping one of them would be available. One of my buddies emailed me right back and said he wasn’t free

Posted by a gay man

By Discreetdude58

Exploring New Experiences: A First Encounter Story
My first time with a man was a random encounter. I met him online and had some alone time so I invited him over. I had been playing around with the fantasy of bottoming for a while and decided now

Posted by a gay man

By Deleted User

An Unexpected Connection Over Dinner
I'm a 52 year old guy. I was married for nine years , divorced for sixteen. I always thought I was straight I enjoyed women and never wanted for a sex partner. But over the years I found my

Posted by a gay man

By jazdad

An Unexpected Meeting in a Restroom
Part 2 restroom. He put his hands on my hips. His cock was slender but a long one. About 9 inches. I really got nervous. He pushed it in slowly. No pain. But it went deep. Felt it like it was in my

Posted by a gay man

By roger5438

A Late Night Encounter at Walmart
I was extremely horny one day and posted an ad looking for a top to use my tight bottom but I couldn't host. I got a few replies that I was not interested in. Small dicks and big guys. But

Posted by a gay man

By CNY Bi Guy

An Unexpected Encounter with a Bi Stranger
I was really horny and needed some cock in my mouth and ass. I am a submissive bottom that loves being dominated by straight men or bi tops. I have had several hot encounters with straight and bi

Posted by a gay man

By Deleted User

An Unexpected Guest and a Night to Remember
A couple of nights ago, I had the pleasure of hosting a cute 21 year old whose girlfriend lives in the next state. This poor boy needed to get off! I'm 49, and I love getting topped by young

Posted by a gay man

By dcwofhs8681

Reconnecting with an Old Friend in Town
I was in my early 20s when I had my first experience with another man. He was a little older and was so patient with me. First time we met I sucked him a little, got nervous and quit. Well I went

Posted by a gay man

By Anonymous

An Unexpected Encounter After Closing Time
He was an older guy, in his 40's while I just turned 21. We both laughed as we walked out of the bar and made our way in the direction he lived. We walked and he talked of what he wanted to try

Posted by a gay man

By sohosim

Unexpected Moments at the Members Club
This happened when I was 18 or 19 working at a Members club. I was a rather feminine guy in my youth and used to get looks and compliments from many of the men and women who came in, especially the

Posted by a gay man

By anonymousjohndoe69

An Unexpected Encounter in an Apartment
I answered an ad on here from a 50 year old guy, looking for whatever. I'm 55 bi, versatile. 7 cut.i knocked on his apartment door he said come in. He's sitting on a stool naked watching a

Posted by a gay man

By jlmmm

An Unexpected Ride Leads to Surprising Moments
My first true blow job was by a man. I was twenty and my wife was in another state visiting her mother. I hadn't had sex in a few weeks and was horny so I went for a long walk. I stopped to look

Posted by a gay man

By dom4andy

A Mysterious Encounter with a Bi Man
i am a naturally submissive man who loves to get face fucked and lick ass. i have also been into swallowing piss. i have met up with a few hot men but one of the hottest is a 38 year old bi man! He

Posted by a gay man

By loads4me

An Unexpected Encounter in the Woods
Part 3 of the Midway ...............It was so good , stroking in and out of my ass , me cooing , and asking for daddy to fuck me. He was Pleased to continue thrusting his shaft into me , repeatedly

Posted by a gay man

By ajen68510

Navigating Jealousy in Online Friendships
I was it a place in my life I wasn't sure what to do. After loosing my job I was on internet chatting with a young man. He was 25 years old. Me being older I was intrigued about how he was

Posted by a gay man

By jakemo

Exploring New Dynamics in a Relationship
Part one: 3 some:: I am bi. I have multiple stories. First one. Wife and I started playing with another male back in the mid 90’s. We had played with toys for many years. And it was always

Posted by a gay man

By JaguarDelta3023

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

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curiousladyd
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