Unexpected Connections: Neighbors and Late Night Talks
I am a 45 white bi man living in a rural area. My house is on 100 acres. You can’t see my house from the street. My neighbors house is built right next-door to mine just a few feet away. The
An Unexpected Meeting in a Secluded Parking Lot
(Messing with a bear pt1) I am actually a bi masculine married man. I enjoy being sucked off by a woman and love fucking a woman, however, I do sometimes find the urge to play the roll of a
A Nervous Encounter in a Parking Lot
(Messing with a bear pt1) I am actually a bi masculine married man. I enjoy being sucked off by a woman and love fucking a woman, however, I do sometimes find the urge to play the roll of a
Discovering New Feelings in a Safe Space
My first gay experience, Part 4: We go to his bedroom. He had a very spacious bedroom with a kingsize bed, and a huge bathroom, high ceilings and one of those tubs with jets that are basically a
Posted by a gay man
By ken_r
A Journey of Self-Discovery and Connection
My first gay experience, Part 3: I had never been rimmed before, but in the moment i was willing to try anything. I had been with my girlfriend for 2 years but i had never felt pleasure like this.
Posted by a gay man
By ken_r
A Journey to Comfort at the Lake House
My first gay experience, Part 2: He turned to me, and without saying anything he grabbed my crotch, starting rubbing it. I wasnt hard because of how nervous i was. I was still shaking. Sometimes
Posted by a gay man
By ken_r
An Unexpected Encounter at Home
I post on Doublelist occasionally, because I learned long ago that men give better head than women. I realized that I’d get better head if I gave good head, so I learned to enjoy that pleasure.
An Intimate Evening of Discovery and Connection
CD worship Pt 2
She turned back to face me and shimmied out of the dress, letting it fall to the carpet. She ordered me to pick up the dress as she stepped out of it and drape it over a chair. She
A Journey to Find My Dream Goddess
CD worship Pt 1
I’m posting this in the gay man category because of the content. I have been Bi all my life.
Getting up there in years has moved me to embrace the “YOLO” philosophy.
An Unexpected Connection with a Construction Worker
I was scrolling through DL and I stopped by the M 4 W category. I usually only cruise for straight guys, hoping one of them will respond and except my offer of a good blow job. Well, I saw a post I
A Risky Encounter in an Industrial Setting
Hi. Just so that everybody knows I am a married bi guy who works in a professional job and am overweight. So I have had my cock sucked by a few guys in the past – usually just a quick blow and
A Surprising Connection in a Parking Lot
I started chatting with another woman who seemed very horny and eager to meet. We talked alot until finally we agreed to meet in a parking lot close by.
She smelled like weed so she must've
Posted by a gay woman
By Deleted User
An Unexpected Encounter with a Brother
I have a thing for scruffy blondes. fortunately my friend Brandon matches that description to a tee. and it's also very fortunate he has two older bothers who also fit that description very
Posted by a gay man
By Deleted User
Unexpected Help from College Friends During a Move
In 2018 moved to Colorado for a new job. My family was going to be arriving in a few weeks but I had to great fun of receiving the moving trucks with all the boxes, furniture, and shit. I thought
An Unexpected Encounter at a Friend's Place
My first time meeting someone off this site happened spontaneously, I made an add and within a couple hours I had someone on there way to meet me. Dave was 48 and was thin with a bald head and a
An Unexpected Meeting in a Hotel Room
I answered an ad on here. The guy was looking for an older bottom.
He was late 40s .
I went to his hotel room. He was naked when he opened the door. Very large hairy chest. With a nice bit fat dick
Posted by a gay man
By jlmmm
An Unexpected Weekend Connection in Wisconsin
I posted on here looking for an anonymous hookup one weekend. A guy replied with a dick pic saying he was 19 and was leaving for Wisconsin (from Tennessee) the next evening. Something about his ex
Posted by a gay man
By Deleted User
A Detective's Unexpected Role Play Encounter
a couple of years ago when you were able to post on craiglist I made a ad looking for role play I had a fetish for leather gloves in my ad i said I would answer the door in my underwear when I
Posted by a gay man
By Deleted User
An Unexpected Encounter During a Massage
They don't have a Bi category, but that is where I fit in. Prefer women, love women, but enjoy the excitement of being with a man every now and then. Something I have gotten to enjoy is
A Surprising Encounter at the Video Store
Many years ago I went to an adult video store, I only had a few minutes, but stepped into one of the booths to catch a few minutes of a video. I looked down and saw a hole in the wall. I was not
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