"You're worrying a little too much, if you ask me! Overthinking. It just feels good to do something nice for someone, right?"

Was he the kind of person who needed everything to have a deeper meaning, a deeper reason? If it was then that might be part of why he feels so... compelled to change things. If not, then maybe it's a sense of guilt he has a hard time shaking?

She won't pry too hard while he's drunk.

"What kind of place should we go out to lunch for? I know a couple spots in Iwatodai, but I'm always down to try new places."