A Chance Encounter at the Local Bar
I answered an ad here a married woman looking to meet for sex. We emailed back and fourth and met at a bar near her house. She was just like she said a thick girl not fat just the way I like them. We
Exploring Intimacy and Connection in the Bedroom
Laying on her bed squeezing a firm boob and her other hand rubbing her clit, watching him get naked and crawl between her welcoming thighs. Kissing and a couple licks on each thigh his face
Posted by a straight man
By Deleted User
A Surprising Connection at the Grocery Store
I had never been with another man before. Thought never entered my mind. Last week. I can check that off my bucket list. I met a beautiful crossdresser who can definitely pass as a female more then
Posted by a straight man
By Deleted User
An Unexpected Visit from a Close Friend
I love panty boys, fem boys, crossdressers, and sissy bottoms who can take a good dick down. I met a very sexy, passable crossdresser last week who fit my criteria. She was sexy as hell, smooth all
Posted by a straight man
By Deleted User
An Unexpected Visit from a New Friend
I met a crossdresser off here a few weeks ago and invited her to my place. She showed up at my place looking hot ass fuck. She sat on the couch and opened her mouth for my cock I stretched her pretty
Posted by a straight man
By Deleted User
A Night of Surprising Connections in a Hotel
I love to fuck sissy white bois. Even better when they were woman's clothes. Last night I met this fine ass white boi. He could pass as a woman. I took her to my hotel room and she rode my cock
Posted by a straight man
By Deleted User
An Unexpected Office Roleplay Adventure
Spanking a sassy secretary
As I was working from home for a time earlier in the month I decided it would be fun to hire a spankee to play my secretary for an hour (incidentally I've long thought
Posted by a straight man
By Deleted User
An Unforgettable Delivery Experience in a Rich Neighborhood
Delivery driver here with an encounter i will never forget with a beautiful white milf. Was covering another drivers route since he went on vacation. His route is a very rich neighborhood which was
Posted by a straight man
By dg1327
A Summer Encounter in a Southern Ontario Town
It was the summer of 2016. Warm pleasurable morning in a small Port town in Southern Onatrio. I had posted an ad on Craigslist looking for an Inimate Encounter. Mature male, fit, thick cock looking
Posted by a straight man
By Deleted User
A Surprising Connection with the Delivery Driver
My wife orders a bunch of stuff online. As a stay at home husband I have a lot of free time on my hands. Whenever she orders, I am there to sign for the delivery. A few months back, the delivery
Posted by a straight man
By Deleted User
An Unexpected Encounter During a Lawn Care Visit
I was a naive guy. Very sheltered when it came to sex. Of course I jacked off all the time. But had to use my imagination. My sexual experience It changed quickly and dramatically
It was a
Posted by a straight man
By Deleted User
Unexpected Connections on a Business Trip
I was away on a business trip and decided to search DL for a couple looking for a 3rd. After chatting with this couple for a bit, I decided to have them come over to my hotel room.
About 40 min
Unexpected Encounter at the Sports Bar
Back in the day, I would cruise the ads on CL daily looking to get my cock sucked. I was a CL regular. I was divorced for the 4th time. I dated women, but they didn't like sucking cock. And
Posted by a straight man
By Deleted User
Unexpected Connections at a Friends Party
Young guy bbw ebony
In my friends house had a party drinks smoking everything lot of girls goodtime
His aunt was a stripper and we didn't really talk
But we had all been vibing, high
A Late-Night Surprise Encounter at Home
Milf with younger man
Stepchild brought a fine tall young man , I had came from a family party and didn't know
It was like 2am I went in my room buzzed
Undressed only in panties no bra
And I
An Unexpected Reunion with My Ex
I ran into my ex husband last week. I haven't seen him in a 5 years. And my has he changed! He is now a SHE. That's right, she has transitioned to a female. She has remarried to an older
Posted by a straight woman
By Deleted User
A Day at the Beach with My Cousin
Ever since I was a kid, I had an abnormal interest in one of my cousins. We are only a few months apart in age so, we pretty much grew up together. My interest bacame more intense as we entered
A Journey of Crossdressing Support and Friendship
Ok. Here goes. I'm writing this with the consent of the wonderful girl I met. I used to crossdress when I was a lot younger and a lot lighter. Its been years since I did, and since then
Unexpected Meetings on Campus at Night
I'm married, in my late 30's and work at a college campus at night. I love my wife, but we just don't fuck very much. She has medical issues that make things difficult. After a few
A Memorable Encounter with Purple at the Hotel
With Purple
The second time I met Purple went far better than the first. See, it was my first time with a “lady of the night,” and I was super nervous about it. The hotel we went to
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