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When l was 18, I lost my virginity to an escort I met on craigslist. To paint the picture, I was a tall, nervous, lanky, white-boy who had just graduated high school without ever kissing a girl. She was also tall, late 20s, and blonde with piercing blue eyes and a fuckton of tattoos. She was skinny with a maternal, womanly figure. Hotter than any 18-year-old virgin could've dreamed!
Before meeting up, I met her "roommate" in the backyard of their townhouse. He told me "not to worry about him". Afterwards, he left us to our own devices. We went inside and got naked right away. She could tell I was nervous and walked me through everything. She gave me my first-ever blowjob and asked if I wanted to have sex about 2 minutes later to which I said, "Yeah."
I put on a condom as she reclined on the couch. I entered her pussy in missionary position and knew that I wouldn't be able to hold back. The beauty, warmth, tightness, and wetness of her pussy were overwhelming to such an awkward virgin guy... I came after ten seconds, and said βThatβs it.β
I was embarrassed, but she was nice enough to not mention the 'elephant in the room.' She even told me to hit her up again if I was interested.
When we walked outside, the roommate poked fun at me for βnot hanging out for too long.β It was embarrassing, but I was too euphoric to care. I actually hit her up again the very next day, but she didn't reply...
Several days later, she responded. She told me that her roommate had been arrested. He had also recorded our whole encounter on a hidden camera. It's impossible to describe the emotions I felt in that moment.
To this day, I've never found the footage. It could be out there on the internet somewhere, or it could be in my local precinct's evidence locker. At first, I was glad I couldn't find it, but nowadays I just wish I had the closure. I honestly hope that it's on the internet somewhere, and millions of people have seen me embarrass myself during my first-ever fuck! I used to be appalled by the idea, but now it turns me on like crazy!!
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