An Unexpected Connection with My Neighbor
I have been a closeted CD for most of my life. I post and dress up and invited men over. I have lived in my complex for 5 yrs. Small and cozy place. One Saturday I placed an ad for a Man to serve. I
Unexpected Encounter in a Hotel Room
One time while traveling I was staying in a hotel room. I had finished my dinner took a shower and got into my bra and panties both white and lacy. My bra was a push up style which helped show
Posted by a TS / CD
By Lisa
A Late Night Netflix and Chill Encounter
I've met a few ladies thanks to Doublelist, some of whom have become more regular encounters, although this has of course changed since the pandemic. However, I'm sure we'll be having
An Unexpected Encounter at the Park
I was 18 horny as hell and loved being dominated by men. I had had a couple of dominant men feed me their cocks while they talked nasty to me and I found i liked being used sexuality. One Friday
Posted by a gay man
By Deleted User
An Unexpected Hotel Meeting with a Stranger
I have been bi-curios for years and wanted to totally submit to a man with a big cock who would use me like a cheap whore while i wore sexy lingerie. I’m married so it took some planning but I
Posted by a straight man
By Deleted User
A Surprising Encounter in the Bedroom
Part 2) He was hung, at least 9”. He knelt again rimming and jerking me. He asked if I wanted head. I hadn’t had heard from anyone in so long I nodded. He began to rim and suck my balls
Posted by a straight man
By Deleted User
A Surprising Encounter at the Motel
Part 1) I’m a straight, 24 yr old wm. I am 6’3” tall and I weight 150lbs. Im some what athletic and masculine. I’ve never been too curious to “explore”. I posted
Posted by a straight man
By Deleted User
An Unexpected Visit Turns Into a Surprise
Only ever traded hj's with guys until I saw an ad here for a guy who wanted to suck with no reciprocation wanted... I answered and went to his place. I asked him to put on some porn and he
Posted by a straight man
By dast9
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
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