A Mysterious Encounter in a Hotel Room
This is a fantasy…but I wish it would come true…
I followed your instructions to a ‘T’. I checked into the hotel promptly at 2:00pm and texted you the room number 10 minutes
Unexpected Romance with My Office Assistant
Met this transgender woman here went over to her place and damn she was hot puerto rican number. She had the firmest tiny tits when I took her bra off I ran my hand down to her red silk and lace
An Unexpected Connection on the Couch
I posted an ad on here wanting to meet a man to try anal. A guy answered my post and we talked back and forth a bit we were both married. I had him over and when he arrived we sat on the couch
Posted by a straight man
By Deleted User
An Unexpected Weekend Visit with New Friends
I answered a add here of a young 20 something girl wanting sex with a older daddy type guy. I'm 54 she is 24 she is a redhead 5ft8 120 lbs 32 b tits with 1 inch nipples and hairless pussy. When
An Unexpected Workplace Encounter Leads to Connection
Part 2 so I met this bbc athos work again and we got straight to playing he pulled out his cock right away and i started playing with it till it got hard then I started throating it he pushed me back
A Journey of Intimacy and Connection
continued.....
chin to forehead. So much so that I can literally see droplets on my eye lashes! I continued to savor her before pushing her off me and onto her back and enjoying her flavor more. The
Posted by a straight woman
By Deleted User
Navigating Craigslist for Unexpected Connections
I discovered Craigslist/Doubleist years ago after having an epic whirlwind love affair with a co-worker who subsequently left her husband thus throwing our relationship in chaos, as I was not ready
Posted by a straight woman
By Deleted User
An Unexpected Meeting at the Dining Table
I posted an ad looking for an older man to eat my pussy. I was just married in my late twenties looking for 60+. A lot of responses. One guy caught my eye for some reason. He wanted to put me on
A Surprising Encounter After the Pool Party
I thought I was a straight man until 2 bi men got ahold of me.
The experience happened after a pool party and I was helping clean up.
I'm not a drinker but had a few too many and we ended out
Posted by a straight man
By Deleted User
A Reunion Full of Excitement and Memories
Me and a guy got together on May 19 we had been together before. He was big and bad and wanted to f he started on couch went to the bed then back to the couch he felt bigger than the last time he was
Posted by a gay man
By Deleted User
A New Connection Over Dinner in Tampa
I have moved to Tampa. After my divorce. I had a girlfriend back home but i was needing a "friend" here. I got on POF. Did not get a lot of messages back. Finally got one. She was going
A Night of Unexpected Wardrobe Experimentation
I had never dressed in women's clothing before but one night my girlfriend was gone for the night and for some reason I had the urge to try on a pair of her sexy panties. To my surprise it
An Unexpected Visit Leads to Connection
I messaged a woman on dL, after chatting a while I went to her house. When I met her at the door I could tell she had a few drinks, She was immediately all over me. She was a hot blonde in her 30s,
Exploring the Swinging Scene Together
When my wife and I got into the swinging scene, (back then it was called wife swapping) there was no craigslist or Doublelist or internet sites. There were a few swing magazines with ads. We
An Unexpected Connection in an Apartment
This was a few months ago, but this site always brings me back. Mostly considered myself straight and even have a hot gf of three years but always looked at CD girls and trans. Before her I hooked
An Unexpected Connection with a Co-Worker
So I have this Ethiopian co-worker (she’s married and has 3 daughters) We spent last Monday together and it was amazing. We kissed passionately and got each other naked, I explored her
Posted by a straight man
By Deleted User
An Unexpected Encounter in the Library
Im a straight 38 year old man who who is new to all this but im turned on by a Tranny, but this one time a college male feminine student responded to my add. After a few emails back and forth we
Posted by a straight man
By Deleted User
A Unique Lingerie Shopping Experience
Single/straight male here – in my mid-thirties and pretty average (if nerdy) guy. Brown hair, blue eyes. Oh, and a notable lingerie kink.
So – I’d posted a listing advertising a
Posted by a straight man
By Deleted User
Unexpected Meeting at the Adult Store
Saw a post on Doublelist for an obedient submissive bottom and thought, well, that’s me! I responded to his post and found that he is a total Dom top looking for kinky play with a total sub.
Posted by a gay man
By Deleted User
An Unexpected Night in Dallas
What a night I had in Dallas last week. I am mostly str8 but love to suck a nice cock every so often. I was visiting Dallas and decided I would try my luck on Double list. I ran an ad and had the
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