An Unexpected Family Visit Turns Into Something More
True story, my sister in law text me yesterday 4/16 and told me that if my niece could spend some time with me I said sure. My got to my place at 11am. She was drop off my sister in law didn’t
An Unexpected Night Out with Family
It started two weeks ago on a Saturday night me and my wife were getting ready to go out to have a few drinks. When all of a sudden her daughter called her to see what we were up to doing tonight she
Posted by a straight man
By Alex
A Romantic Balcony Encounter on a Cruise
Recently went on a cruise, told the wife its been my fantasy to fuck or get head on the balcony . Did this at bight of course and was surprised she was willing to give head vs fucking. We go outside
Unexpected Coffee Date with a Nurse
Was out and had just finished work and was heading to the parking lot. I noticed this hot hot hot sexy nurse standing outside shivering. I asked if she needed a ride or was waiting for someone. She
An Unexpected Connection Through a Cleaning Job
I was always a clean and neat freak and according to friends and family so was working my way thru college as cleaning houses. I put an ad on craigslist and got a reply from a lady and went to apply
Posted by a straight man
By cnysub
Exploring New Connections with a Trans Woman
I met a sex addict off here a few days ago. She is sexy and slutty and is addicted to cock. She is the first trans female I have been with and if other trans are like her definitely not my last. And
An Unexpected Guest in the Bedroom
Principal 3 Cont- My bf wanted to fuck me so bad, he’d have fucked me in the car but I wanted to get his Captain’s cum out of me. After I washed and douched him away, we fucked hard and
Posted by a straight woman
By eviania
A Night of Transformation and Surprises
Party surprise part 3 after about 6 months of meeting him his fucking me more and more getting almost all of his cock in me, one night when I came in he told me to go to bedroom and change into what
An Unexpected Encounter at a Pool Party
Party surprise part 1 I got married at 23 in 1976 to a girl I had dated for years.She 21 pretty, nice body, good personality and almost more than I could handle in bed so there was no need for me to
An Unexpected Reunion at the Hotel
Married 20 years, she has an affair at the bar she worked at, some signs blatant, panties extra wet after working the bar. 42 years old and starting over. I was broken for a few months. Guys at work
An Unexpected Harley Ride with My Neighbor
About a year ago, a new neighbor moved in next door to me.
Never really spoke to him much until a month or so ago.
Last weekend he asked me if I wanted to go for a ride on his harley with him.
Sure,
A Surprising Meeting in a Truck
I am a 60 year old married white man and am a closeted bisexual. Spontaneous safe sex with men is exhilarating. I used to live being sucked and topping younger men (still do), but these days have
An Unexpected Encounter in San Francisco
I'm normally straight however I have had sex with trannys in the past and I REALLY LOVED IT A LOT .... my goodness it was so fucking good that I have craved for more of it ever since
As a
A Weekend Adventure in Charleston, SC
My boyfriend had a train run on me in Charleston, SC this weekend and I took on 22 guys with a couple double loads so 28 loads of come in me. I can barely walk or sit but I was in heaven getting
Posted by a straight woman
By eviania
An Unexpected Encounter in the Park
It was Saturday morning. My Husband was planning a motorcycle ride with his friends and no women were going.
I was bored and feeling like being a little naughty so I opened up Doublelist and read
Unexpected Connection at the Office Party
Mine started 11years ago. Was at a party for the company that I work for, the bosses wife had a drink or 2 to many. I was going to leave around 11 and as I came out of the bathroom she walked by and
Posted by a straight man
By Deleted User
Unexpected Connections on New Year's Eve
It happened when I was 46. I was staying with my step mom while my dad was out of town. It was new years night. It was me,my step mom and my 27 yr old step sister. They wanted to party a little. None
Unexpected Connection with a Stripper After Work
I was an Uber driver pickup a stripper just off work. New to the country didn’t speak English. But we flirted with words we both didn’t understand. Got to her destination a hotel, with a
Posted by a straight man
By joboss
A Wife's Journey into New Connections
Bbc Cont 3 - Sir said as his wife no more fucking around blah blah blah. I needed all the black men and their cocks I could get. Sometimes it was their beautiful bbc, sometimes it was how much they
Posted by a straight woman
By eviania
Unexpected Diner Encounter with a College Student
I fell into the hottest situation because of DL.
I'm a masculine 50s guy, I am bi, like being a Dom Bottom, not Sub, but take every encounter and situation differently.
There was a post that
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