An Unexpected Encounter at the Bar
I was Standing at a quiet bar in an upmarket establishment just enjoying a cold drink, Taking no notice of the other customers until I heard a faint but cheeky little laugh somewhere behind me,
Posted by a straight man
By Anonymous
Unexpected Connection on a Fishing Trip
A couple weeks ago I went fishing on the river for walleye in the southern tier. I got there early and it was cold standing on the bank casting, after an hour I had caught a couple then decided to
Unexpected Connection on a Fishing Trip
A couple weeks ago I went fishing on the river for walleye in the southern tier. I got there early and it was cold standing on the bank casting, after an hour I had caught a couple then decided to
A Surprising Meeting at the Apartment Gym
Im 49 white 5 11 142 femme smooth CD i ve been dressing since 15 years old a friends mom actually encouraged me thankful she did i now live in a large apt complex recently i was at the apt gym and a
Exploring Boundaries in a Hot Tub Setting
So a few years back, I was hanging out with a buddy of mine and a girlfriend of his from the UK in a hot tub. Before you know it, we were both ripping off her bikini and taking her up to the bedroom.
Unexpected Encounters Through Secret Emails
I posted looking for a jackoff partner...
I'm a married man and curiosities where getting the best of me. A guy answered and I went to his place. We started jacking each other off and he gave
Finding Connection During Quarantine Nights
Hooking up during this quarantine is no easy task. Double List to the rescue! I answered an ad from a woman who was as bored and lonely as I am. We exchanged texts and pics. She was a smoking hot
Posted by a straight man
By joed86
A Late Night Visit with a Clergy Man
I was at home watching m2m porn and looking through the gay ads on this site. It was getting late and I noticed an ad that was a clergy man looking to enjoy a nice man at his place. We talked for a
Posted by a gay man
By Deleted User
A Unique Craigslist Connection Leads to Adventure
Grace and Brian first meeting
Back in the day I used Craigslist like everyone else, Being straight I always searched for the women which usually ended up fruitless. One night I saw a post for a
A Secret Meeting in a Private Bathroom
I met this guy last summer and sucked his cock in his car in a park. I figured ok, I suck, you cum, I swallow then leave.
We tried several times more to hookup but was never successful.
The week
Posted by a straight man
By Deleted User
An Unexpected Guest in the Bedroom
I am a bi married man, 35, who likes to dress in his girlfriend's clothes. Once when she was out of town I was horny so I got on DL and put an ad for a top. In my ad I said I liked to dress up
Posted by a straight man
By Deleted User
Adventures at the Nighttime Rest Area
i have been a cross dresser for years and in the town where i lived there way a rest area off of the highway. it was well know for being a place for gay encounters. there was lots of trees and
Posted by a TS / CD
By Deleted User
Curiosity Leads to a Surprise Encounter
I had been posting on her for a bj from a girl, but I hadn't had any luck. It had been so long since I had a good bj and I was so horny I decided I would look in guys for guys. I found one post
An Unexpected Meeting in a Hotel Room
I'm 23 and a petite asian ladyboy. I had an older, around 60, white guy come over who wanted me to suck him off and he wanted to record it. So he comes to my hotel room and sets up his camera. I
A Surprising Connection in a Chat Room
So my wife and i separated temporarily. I knew she was doing her own thing so i figured I'd do mine. I found a chat room on kik from here and met her in there. Man was she hot. Her bf just
An Unexpected Connection with an Older Gentleman
So this happened a while back, but I was having some pretty hot intimate sex with an older gentleman and when he told me he was about to cum I told him I wanted a facial, so I got off jumped on my
Posted by a gay man
By Deleted User
Unexpected Encounters at the Arcade
I'm more into pussy but I like to watch videos and jack off so sometimes I would go to an arcade. I happened to go to one in New Mexico that had glory holes in every stall. It wasn't long
Posted by a straight man
By wherly
An Unexpected Night with a Close Friend
I went out drinking with a buddy one night . We got pretty tore up . So he wanted to spend the night at my house . So I woke up to him sucking my cock . He was doing pretty good swallowing most of
A Journey of Self-Discovery in a Hotel Room
I had always crossdressed but it was always alone at home and I never ventured out but that was about to change.
My fantasy was to become a cum-loving slut under the direction of a strict mistress.
Posted by a TS / CD
By Deleted User
An Unexpected Encounter at an Apartment
I have only once found a real Gloryhole online. The ad was posted by a guy that had an apartment not far from where I was working. He had hung a sheet in a doorway with a hole through it. I answered
Posted by a straight man
By pjh978
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