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Have you ever borrowed money from someone before & paid it back?

My friend lent $1000 to her good friend 16 years ago, & he’s never made attempts to even pay back some of it. They’re not close anymore, but it’s not because of the money; just life.
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More often I'm the one who's hit up by friends who tell me they're going to pay me back but I'm like that's what you said last time.