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I knew a Penthouse Pet when I was a regular/part of the furniture in a strip club got to know her pretty well and drove her to and from home and the airport a couple of times.
A few months after meeting her on a quiet night while having a bit of a banter with her she disputed the correct spelling of my name. I bet her a coffee date she was wrong, added a stipulation she had to wear jeans and a t-shirt not any of her usual wardrobe.
I won, we had coffee a couple of days later, she turned up in denim shorts so cut off she was risking being done for indecent exposure and a t-shirt that looked like it was purchased from the kids section.
I spent our "date" getting the expected looks from every other guy in the cafe wondering how the ugliest guy in the place was with the girl who looked (and dressed) like a pornstar. Was fun. Glad I don't move in those circles anymore.
Still kinda entertaining to me that I was at the strip club 2-3 nights a week for a good 7 months when I was unemployed and had no money, use to pick up odd jobs for the bar and get dancers rates on my drinks cause I was friends with the management. Once I was working and had money I pretty much stopped going entirely.
Thats a unique answer I definitely didn't expect. Sounds like a hell of a coffee date.