An Unexpected Shower Surprise with Friends
Well another great week stepdaughter is still living with me and the sex is getting better each week. Started getting kinky this week see I have a transexual friend that used to come over and play
A Surprising Meeting in a Hotel Room
I’m a 60 year old married woman. My upbringing was pretty strict southern baptist. I’ve been married for over 30 years in a nearly sexless marriage. My husband has never been very sexual
Posted by a straight woman
By Anonymous
A Late Night Connection from Craigslist
I don’t actually remember her face that well. She wasn’t wearing any makeup and she was wearing glasses. She was white, thicker build (like I like it), brunette, and pale. I remember she
An Unexpected Meeting in Webster, MA
My First Hook-Up
I remember the first time I 'hooked up' for sex. It was in April 2009. I had just turned 46 in March. I remember it like it was yesterday. It was pre-NN. I was on
Posted by a straight man
By Anonymous
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 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
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 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
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,
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
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
A Surprising Meeting in the Parking Lot
I have been on this platform for a year now but one day I posted and this girl replied.She says she’s pregnant but looking for a big black ck ,she’s married their white and she’s
An Unexpected Connection Leads to Love
Hi I’m 60 year old man and I wrote a post of DL. I was looking for as young women between 18-30 years old. An 18 year old perfect girl responded. She was so hot. Nice ass and nice boobs. We
Posted by a straight man
By Deleted User
Unexpected Encounter During Church Delivery
I was delivering some items to a local church this afternoon. I was feeling rather horny, instead of masturbating I called a friend who lived walking distance, she was more than happy to walk over.
A Memorable Hotel Visit with My Girlfriend
My new girlfriend and I visit a hotel together for the first time. we are starting up sexy time like usual but for some reason this time is different. I’m as hard as I’ve ever been and
A Sweet Twist on a Romantic Evening
We meet on a date site and our 1st date, she already invited me to get it on. I followed her home, we wasted no time getting naked and having a good time. We continued to date, I would stay 1 weekend
Unexpected Meeting in a Church Parking Lot
I was looking for a woman that wanted oral and nothing in return. This short thick ex volleyball player answered my ad and after a couple emailes we met in a church parking lot down the road and
Summer Nights and Unexpected Connections
PART 2
I must have sucked his cock for twenty minutes, alternating between sucking his cock, just the head and his balls. Finally, I felt him tense and knew he was ready to cum. He instructed me
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