How do you delicately ask if your friend's dad was arrested for solicitation of prostitution?
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You don't you bluntly ask or look up his arrest record.
"Is your dad's name john?"
"Weirdest thing, bro...saw this dude on the news getting busted for trying to solicit a prostitute, looked kinda like your dad. Hoping it's not him? If it is, I'm sorry."
Why are you looking to make some extra money?