I read it for the first time a couple months ago. How I remember the prison scenes was that he felt the emotions happening buy he didn't connect to them. His emotions had as little meaning to him as the trial had, as the murder had, as his girlfriend had, and as his mother had. He just describes what's going on, and because he's locked up in a cell the only thing going on is inside him, but still he does not connect to it. He didn't connect to the world that was outside him, and he doesn't connect to the world that's inside him.

To me the weirdest part of the book, that I find out of character, is that he went along to write that letter for his neighbor, and to aid his neighbor at the police station. If you care so little about anything, if you're that cool, why don't you pass on that weird neighbor. Just close the door without saying anything and go smoke your sigarettes in the window, you poser.

The only way I can make his acts rhyme is if he's just telling himself how cool he is, but he's a actually a social outcast too cool for school who only wants to hang out with people he thinks are cool, e.g. the "bad boy neighbor". That guy was a certified woman beater. And that's the guy he chooses to associate with?

If anything this is the character Dennis of Always Sunny was based on, especially his highschool years.