Can you tell me the circumstances surrounding the last time you gave someone over $100?

& they didnt have to pay it back. Im trying to see something.

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Last time it happened in a really odd way, my brother technically owned me around $150 and I could have bothered him about paying me back but I never did.

I didn't hound him about it because he has a mortgage, debt and two young kids. I'm child-free, no debt, no mortgage. It felt like a dick move to ask him to pay me back.