A Mysterious Meeting in a Southern California Motel
Panty bulge — I answered an ad that said, Got Panty Bulge? I’m sellstuff in So. CA 1966. He had a motel room fairly close at G mail so I get there. It’s dark and the curtains are
A Late Night Encounter on the Porch
2AM — we emailed back and forth. She gave me her address. She answered the door wearing a loose fitted nightgown. 4’10, 180 lbs with large, pierced tits. She closed the door to her
An Unexpected Visit to His Home
Panties—I went over to a guy’s place to suck him in his wife’s panties while he watched porn. He was watching some cuckold shit, as I could hear the woman berate the camera, POV
An Unexpected Encounter at WonderCon
WonderCon — Going back in after lunch and 3 guys were hassling this fat girl about 6’ 350 lbs. I step in and ask if they wanna be thrown out. They shut down and leave. I ask if she is
A Surprising Late Night Encounter
It was 2 am. She was on top of me on the floor. Her mother came crashing in 3 sheets to the wind. She fell, crawled to the bedroom and slowly closed the door. This made her both mad and
An Unexpected Bar Encounter with a Colleague
The girl from work — She is 5’ and about 200 lbs. Cute but pretty round. I had known her for years in passing. Anyway, flash forward to last Friday. After work, I head to the other
Unexpected Encounter in the Office Bathroom
Vape — I was walking into the bathroom at work, and as I opened the door, this young girl, probably 23, was hitting her vape pen. She was startled, and pulled me in and shut and locked the
Unexpected Connections on a Cruise Ship
Cruise ship — about a week ago, I was on a cruise ship keeping a steady buzz. We were doing a trivia and my wife said she wanted to go to the room and sleep. She told me to stay and enjoy
A Romantic Evening and Neighborhood Stroll
TS Escort Part 2 — We get to the restaurant. She is obviously a regular as everyone greets her and hugs her. The waitress comes up. “Who’s your new boy toy, Lily?” She
A Night of Laughter and Surprises at the Party
Wonder Con Girl 2 — A flood of emojis hit her phone right back. She asked, “What’s your room number?” I told her. She texted it out. More emojis. She grabs her flask from
An Unexpected Connection in the Bedroom
Church Lady 2 — I followed Barb to her bed. She took off her clothes and lay on the bed. I did the same, laying down facing her. She starts kissing me and playing with my cock. I moved my
An Unexpected Thank You from the Church Lady
Church Lady — About 10 years ago I was helping a lady from church with her oven. As I worked, she started massaging my shoulders. I didn’t think anything of it, until she started
Unexpected Connection in the Hospital Basement
Janitorial Closet — I was working at a hospital in Long Beach. A really cute tranny nurse had taken a shine to me. We talked. We flirted. On the last day, she asked me to look at a piece of
A Memorable Night at the 80s Club
Pretty girl surprise — Back in th 80’s I played in a touring band, and played in a rock cover band when back home. Met a really super pretty girl at a club in my home town. She came out
An Unexpected Visit from My Girlfriend's Mom
Girlfriend’s Mom — We were sitting on the couch watching tv when her drunk mom stumbles in. She looks at us and slurs, “At least someone is getting some tonight!” And
Unexpected Connections at the Diner After Hours
Carrots — I had known Scottie for a few years. We were playing in bands on the same circuit. We had both finished our shows and bumped into each other at Denny’s. Last call was 1 AM,
A Curious Encounter with the Neighbor Girl
Other Neighbor Girl — I go over to her house to find her reading her dad’s Penthouse Letters. I asked her if any stories stuck out. She says, “One. This guy took home a tranny
An Unexpected Visit to My Ex's Mom
Ex Girlfriend’s Mom — Family around the corner that I’ve known since 6th grade. We were all school and after school friends. I hadn’t stopped by in a while. Now a junior in
A Unique Bond: Chemistry Tutor and Student
Chemistry tutor — back in 87, our neighbor decided to get her GED and go to nursing school. She was having trouble with Chemistry and my mom graciously offered my services. Over the next
Unexpected Connection in the Shower
Trans Singer in my brother’s band Part 4 — Sally looks at me and says, “Let’s clean up and go to bed.” I take another swig of Ouzo and agree. We go into the master and
