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I couldn't find it now, but there was a listing on the Boston Craigslist a while ago for someone to accompany gentlemen to bars/clubs/etc. and help them pick up women. At the end of the ad was a line reading something like "You won't be in danger; there will be a bodyguard around you at all times."
Now if that isn't the sketchiest job posting ever, I don't know what is.
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