I received a question from a reader who has a little dating dilemma.  Her new boyfriend makes significantly less money than she does.   It did not seem to bother either of them in the beginning (most things don’t!) but as the relationship is progressing, things are becoming awkward.

She has already bought him clothes, paid for a vacation, and last week he asked her for a loan.  It is making her feel like a “sugar mama” at this point.  How does she handle this without ruining the relationship?

Is it a bad idea to lend money to the person you are dating? Do you think this type of thing alters the dynamics in how a man and woman relate to one another in a relationship?

Should you disclose the amount of money you are making to someone you have just started dating?

When do you bring up money?