Ben was thinking about dating after being in a crazy relationship the trauma kept him from diving head first into a new relations. A one night stand that turned into a year and a month relationship.
He was happy to be in a relationship but she was never happy ruining things because she wasn't happy. He tried but it wasn't good enough. After failed attempts to end it. she would mustard up the courage to end it so she could be superior having the upper hand.
Years later she would have 2 children with the guy she cheated on him with and tried to blame him for her actions. He was crushed hurt never going back telling himself to be better not settle for less give up part of himself to be liked to be accepted.