Unexpected Connections: A Bartender's Encounter
In retrospect I'm an idiot. And sorry if this is long For background, I am a 36 year old guy and always saw myself as straight really. I haven't had a girlfriend in a couple of years and
Unexpected Connections at the Airport Bar
I had kissed my husband at the airport goodbye as he did to his wife, we where walking out and he asked if I was up for a drink as we passed the bar, I agreed and we had a few him paying and we as we
A Surprising Connection Over Dinner
How I got my dream taboo woman. Me and Peggy already flirted a little, but she was my fantasy girl. Me being 30s her pushing 60. She was my dad's new girlfriend and as the years started going by
A Mysterious Encounter at the Bookstore
Bookstore GH Encounter
I'll share a random encounter I had there with a woman about your my neighbor's age & build, a while ago. I got to the bookstore with with only a couple of cars
An Unexpected Night of Fun and Connection
Have not tried “smoking” in years, and what we smoked Herman’s ago has nothing on today’s stuff. Met a guy, mainly a FWB situation, he pulls out a vape pen and tells me to
A Late Night Connection Over Data
last night, around two in the morning, the city was dead quiet except for the hum of my server fans. I’d just finished crunching some wild data set—nothing sexy, just numbers—but
Posted by a straight man
By wdidy
A Married Man's Unexpected Connection
The hottest fantasy I have revolves around meeting a small feminine guy that’s a TG,TV,TS where we meet up regularly for hot fantastic sex, where my connection to her body and her nipples, flat
Posted by a straight man
By M.E.L.
An Unexpected Cuckold Experience Unfolds
I'm 55 and not sure why it has become something I desire. No drama maybe no words.i want my hungry cum filled dick in a guy' mouth in cuckold experience. I saw ad and my response was I will
An Unexpected Encounter with a Latina
Straight 55 white male who has been hungry and jerking off to videos of submissive TS. One day I had free time I said fuck it. Got room and made plans for that night. I was there early and finally
Unexpected Meeting Through Online Gaming
I was on a discord server (for my local area) and I was messaging random women to show me their tits, or to play video games and to get naked while we do it.
Most of the girls didn't really care
A Surprising Encounter at the Ranch
I read a story on this platform that reminded me of something similar. My husband is hung and always bragging about when ever he can but his lack of skill has been frustrating for me. No forplay, no
An Unexpected Family Visit Turns Intimate
Family fun part 4. I went to bed and I couldn't stop thinking about my mom's squirting pussy so I started to jerk off again, after a few minutes I heard my bedroom door open and it was my
Posted by a straight man
By Kevin
An Unexpected Conversation on the Couch
Family fun part 3. So later that night dad went to bed and mom and I were sitting on the couch watching TV and she asked me if I had met any girls in college and I said I wish, she looked at me and
Posted by a straight man
By Kevin
An Unexpected Family Encounter at Home
Family fun part 2. She has a nice pink pussy with long lips and a huge clit and as I watch my dad eating her pussy I can't help but pull out my cock and start jerking off watching them and all
Posted by a straight man
By Kevin
A Weekend Surprise for My Parents
Family fun part 1. So I was 19 years old and in college and I thought I would surprise my parents and come home for the weekend so when I get home i go in and I hear some noises coming from their
Posted by a straight man
By Kevin
An Unexpected Hotel Encounter with a Couple
I had a cpl come to me in a hotel after work and the hubby stated he wanted me to "fuck the slut right out of her" he said he wanted to watch her be used and fucked hard and rough. The
Posted by a straight woman
By n0g0od
A Rainy Day Encounter at the Lounge
It started as one of those mundane Tuesday afternoons where the rain wouldn't stop tapping against my window, and the house felt a little too quiet. I’d been browsing the site for a few
An Unexpected Reunion at a Wedding
My 1st wife and I divorced 18 years ago. We ran in the same circle of friends so it's not uncommon to run into her 1 or 2 times a year.
We got divorced because of her unreasonable spending.
A Chance Encounter at the Strip Club
I’m working one night at a strip club. I’m 26. Single. 5’7, curvy and thick in all the right places. Light skinned, blue eyes.. Not for anything but I’m the clubs favorite
Posted by a straight woman
By Deleted User
An Unexpected Visit from a Close Friend
This morning my pregnant Latina friend was like I'm horny I told her to come over my gf gone she walks in kisses me wearing a skirt t high heels and says I need you I kiss her and she gets her
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