What does it mean when someone wants to break up with you?

It Really Depends. You said "he says That he wants to break up with you all the time." is he really breaking up with you all the time? If he is then either he is a player who goes from one woman to another. If hes not then either he doesn't care about you (If That Offends You that he says that). He could also be playing or teasing you all the time. Men don't always realise what their doing and if it hurts us.