How would you react to meeting your daughter's new boyfriend or current boyfriend? Meeting your daughter’s new boyfriend or current boyfriend can be awkward, challenging or fun. Are you curious to know what kind of person he is, his background and his interests? Do you wonder what are appropriate questions to ask him so you can get to know him better? Here are questions for dads to ask their daughter's new boyfriend or man who has been your daughter's boyfriend for while, but you have not met.