[Slate] I used to be in a relationship with somebody who is now a well-known celebrity, years before he became famous. He has a bizarre f*tish involving worms, and there are video recordings. He emailed me a while ago (while he was engaged to his wife) asking if I wanted to meet with him and implied strongly that he wanted to engage in his f*tish one last time.
Now that he is extremely famous, I am tempted to get in touch with him and offer to sell him the clips for a large sum of money. The amount I am thinking of is a small portion of his net worth and probably the equivalent to an average person paying, say, a parking fine. Is it truly evil to blackmail a person if I’m only going to do it once? This guy is a jerk anyway, and I’m not asking for an amount of money that is significant to him. It is a small figure to him but would make a big difference in my pocket.
Would you try to sell him the video?
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