This was, hands down, my best experience with someone I met on the Internet. Her ad -- titled "do u like 2 show off?" -- was short and sweet: "Does any man out there like to show off? I'm curious and just wondering what it would be like to meet up and watch you masturbate... (would prefer to meet in public or car)."
I sent her an email. And I soon received a response from "Jen." We emailed back and forth for a while, exchanging fantasies of streaking and public sex. I was a bit surprised that most of her fantasies involved her forcing men (or sometimes women) to be nude, often in public. She also said she had a real car fetish. She loved to flash guys from her convertible on long road trips. I hoped she was real. She sounded like fun.
We arranged to meet on a Monday evening. She drove over to pick me up around nine. I was really nervous when the doorbell rang. She looked a bit older than her claimed 39 years old, but nonetheless looked great. She barged in, saying "some exhibitionist you are, fully dressed. Let's see the goods!" She stood with her hands on her hips, staring at me.
I liked Jen already. She was about my height, 5'10" in flats. She was very toned, a swimmer's build, with broad shoulders. Her auburn hair was shoulder length, framing her cute, freckled face and blue eyes. "Let's go," she said again. Apparently I had spent a bit too much time admiring her.
I quickly undid my belt and took down my jeans, revealing my now half-hard cock.
"I don't just want to see that," she blurted out, "I want to see you nude. Let's go."
For some reason, I couldn't help but obey her without really thinking. I quickly stripped nude. And then posed for her as she directed.
"Not bad, you're already more fun that most of the saps I meet on-line. Let's go," she said as she turned to leave. I quickly got dressed and followed her out the door.
She'd parked on the street in front of my place. Jen walked up to a cherry-red, convertible Mustang. Not exactly subtle, but a pretty nice car. The top was down. I climbed in the passenger's side and she drove off as soon as I shut the door.
"So, you're going to jack off for me, right?"
"Sure," I said, a bit less confidently than I'd hoped.
A couple of minutes later, she pulled into a grocery store parking lot. She didn't park right in front, but she didn't exactly park in a dark corner either. She flipped off the engine and turned to look at me. I eased the seat back a bit, unbuttoned my jeans, and pushed them down a bit. I grabbed my cock in one hand and cupped my balls with the other. Jen playfully stroked my neck as I stroked my cock.
As I grew more aroused, I began to moan, apparently forgetting exactly where I was. I felt some pre-cum leaking onto my hand. I soon reached the point of no return and ejaculated a huge load of cum all over myself.
"Mmmmm, nice work," she cooed. "We need to get you cleaned up."
She started the car and drove off.
"That was awesome," Jen told me. "Are you up for some more fun this evening?"
"Sure."
"Great," she said as she pulled into a gas station, parked in the side parking lot, and turned off the engine. "OK, I want you to walk into the restroom, close the door, take off all of your clothes, put them into this bag, and walk -- don't run -- back to the car," she said in a stern voice.
This sounded amazing. The walk wasn't more than 20 feet, but I would definitely be seen by anyone in the parking lot. I gave her a sheepish look and hesitated.
"Go now," she commanded." I took the plastic bag she handed me and got out of the car. I walked over to the uni-sex restroom and went in. I left the door unlocked figuring if someone walked in on me that would make my nudity look more accidental. I took off my shoes and socks and put them in the bag. Next my shirt. And then my jeans. Then I slipped off my boxers and stood totally nude. I fluffed up my cock a bit. And wiped it off with a paper towel.
My heart rate was off the chart as I grabbed the doorknob. I opened the door and walked out stark naked into the parking lot. It felt great, the slight wind on my skin. I looked over to Jen's car. Shit, she was gone. I looked around and was about to panic when I heard a car horn. I looked over and saw Jen waiving. She was parked across the street, about half a block away.