It seems like Bobby's PTSD has been hitting him full force lately. It seems like thinking about the past is more intense for him than usual. He has some ideas why but no concrete reasons. Bobby was fine until he found out that a girl that he liked didn't feel the same way. It's not what you think, though.
Bobby understands that not every girl is going to like him like that. He knows that that kind of shit happens all the time. The only thing is, before Bobby got better, it didn't seem like pretty girls were attracted to him at all.
People would call him ugly, a nerd, things that he wasn't. But he didn't really realize that yet. Bobby would often imagine that there was this one special girl that would want to be with him, that wouldn't see him like everyone else did. He thought he would never be loved or wanted by anyone. Things between Bobby and girls have changed since he realized that he was never that person but that bullshit still lingers.
Because Bobby was called ugly by all of his classmates, dating in the present day gives him anxiety. "Is she pretty enough," rings in his head. He thinks, "If I'm with her and they see me, would they think she's pretty enough or would they think that they were right?" This is why dating is a struggle for Bobby.
I'm not exaggerating when I tell you that what he went through has affected almost every aspect of Bobby's life.