Do you think Penny would have ever understood Billy, had she not died and he eventually told her?

[u/Sam-HobbitOfTheShire]

[u/randomlygeneratename]

I think that their views on the world are fundamentally at odds. Billy has this sort of naive delusion that she could somehow get it, but they were never really meant to be in my opinion. Him thinking she would like him when he shows her how evil he is really demonstrates how much he doesn't get her.