An Unexpected Encounter on a Day Off
I had a work schedule that was very flexible. I took the afternoon off and placed an ad. Usually it takes awhile to find someone close enough or that is a fit .
Within minutes I got a reply from
Posted by a gay man
By jlmmm
An Unexpected Visit Leads to Surprises
I answered an ad on here. The guy was in his early 60s he wanted to do oral. He said he had a prostate issue and couldn't stay hard for more than 10 minutes.
I was in my early 40s. 7 cut and
Posted by a gay man
By jlmmm
Unexpected Connections at a Casino Event
I was working at an event out of town at a casino. Staying at the hotel attached to it.
I was alone. Set up next to me was a couple I've known for years.
The woman of Asian decent. Around 60.
Posted by a straight man
By jlmmm
An Unexpected Connection at the Drag Show
I was out of town working. I was bored and looking for something to do. I looked on line and found a place putting on a drag show.
I had never been to one and thought great time and place, no one
Posted by a TS / CD
By jlmmm
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 Reunion at the Apartment
I answered an ad for a late 40s wanting to have some fun.
I went to her apartment. When she answered the door we both gasped a little. Standing in front of me was my ex sister in law. I hadn't
Posted by a straight man
By jlmmm
An Unexpected Encounter in the Living Room
I answered an ad from a 40 male. Large dick. Wanted to cum . No hands.
I went to his place. We went into his living room. He dropped his pants and sat down on his couch.
Sticking straight up was
Posted by a gay man
By jlmmm
A Chance Encounter at the Bar
I met my wife when I was 21. She was 19. We both worked for a large company at different locations. We had been at a company meeting and went out to a bar afterwards. I was with another guy. She was
Posted by a couple
By jlmmm
Workplace Dynamics and Playful Encounters
I worked with Karen,Karla,And Kori.
The 3 Ks. We avoided the racist crap.
Karen, tall 6' big huge tits, plump ass brunette,
Karla again tall, blonde thin, with great perky tots.
Kori, Asian,
Posted by a straight man
By jlmmm
Unexpected Connection from Local Chat Room
Back when there was local chat rooms, I started talking with a 40ish old woman. I was 42. The conversation turned sexual. She asked me to come over. I drove to her house. When she came to the door ,
Posted by a straight man
By jlmmm
Unexpected Reunion Leads to New Discoveries
I've had a fascination with the male body since I was a teenager. After gym class when we had to shower it was my favorite time in school. I got to see all my classmates asses and cocks.
But I
Posted by a gay man
By jlmmm
Flirting and Secrets in the Workplace
I worked for a company that took care of communications in businesses. One very large company was growing and constantly needed our work. I was there almost everyday for 3 years.
My contacts in the
Posted by a straight man
By jlmmm
A Surprising Night in the Woods
I was bored and horney one night and went looking for someone to do. I put on an add. I get more hook ups by placing ads than answering them. Someone close by answered. He wanted to host.so I drove
Posted by a gay man
By jlmmm
An Unexpected Connection with My Neighbors
I hated living in an apartment. That is until I figured out I had two very beautiful women living next door. The apartments were more like town homes. We all had separate entrances. There also was a
Posted by a straight man
By jlmmm
An Unexpected Friendship Evolves Into More
I've been friends with a young lady for about 15 years. I've always been more of a older brother and at times father figure with her. She's been single for the whole time. She gets her
Posted by a straight man
By jlmmm
Unexpected Connection in the Office After Hours
I have had to work the last few months with a younger woman. I'm in my 60s. She's 42. If I wasn't close to retiring , I would have quit. She has shown zero communications skills.
She
Posted by a straight man
By jlmmm
Unexpected Connections at the Festival Committee
I belong to a group that puts on a festival every year.
I'm in my 60s. There's two young ladies who have been on the committee with me for a few years.
They are both in their mid 30s.
One
Posted by a straight man
By jlmmm
Unexpected Encounter in a Hidden Escape Room
I answered an ad. He wanted to do mutual oral. The address he gave was a business. I was a bit hesitant. I went inside. A smaller guy, older was behind the counter. He had told me he had a 9 inch
Posted by a gay man
By jlmmm
A Flirty Reunion at the Art Festival
I'm a 60+ man, I set up at art festivals and vend. There was a young lady in charge of setting up vendors at one. For 8 years I did this event, with her in charge. We would talk, she's
Posted by a straight man
By jlmmm
An Unexpected Adventure at a Hotel Stop
55, Traveling thru Nebraska. After a 12 hour drive I decided to pullover in a town that had some hotels and I hoped some guys for some fun.
I said I was looking for a massage.
I got 2 answers right
Posted by a gay man
By jlmmm
