ake money, for example, that's best left to his financial advisor, banker or psychic. Don't loan money, especially for something like a bad credit car loan. If he has trouble paying back the loan, be prepared to pay for your own dinner dates in the future. The Oprah Winfrey empire has a few good pointers to avoid early relationship goofs (mistakes made in the later stages are best left for another conversation). Maybe the lesser “L” word ("like") is a better alternative at first.