Then the man began requesting money to pay for medical care for his 11-year-old son, whom he claimed had a congenital heart condition. Eventually the woman took out a second mortgage on her home to pay off the credit cards she used to get advances to send him money. Greenberg advises that you give money only to someone you've met in person, have known for a long time and can truly trust. I would suggest that you make it a personal money rule not to give or loan a significant amount of cash to anyone you're romantically interested in. Don't lend or give him money to fix his car. Read More