After a 6 month
relationship Ben was basically discarded like trash from Hannah due to not have any self-respect . Darryl a mentor taught him how to regain his dignity again. Hannah left him for a douchbag that didn't truly want to do anything to do with her accept to play endless mind games. After a while he dumps her for another girl and repeats the process. By the way this guy was very ugly 'no homo'.
I don't know why she kept pursuing him though . I ve noticed one thing he had that Ben didn't ; and that's confidence. You couldn't tell him that he looked like a pig. He was too full of himself and most
importantly he can make Hannah respect him.