Obviously my answer was no and we broke up within a week. I can maybe understand up to $50 at most but $1,000 seems to much.
He's the only one that ever asked me for money. It was something to do with his debts and was telling me he'll pay it back. I still declined. I never asked anyone for money so I found it quite offensive. If men say they don't care about our money nor our success, why did he ask me for money?