I'm glad you liked them! The Impala going the extra distance, literally, turned out well in my opinion. The family accounts line is a deliberate riff on the old saw that an economist knows the price of everything and the value of nothing--you're absolutely right that the reverse can be problematic too.

On the second: well, I don't think Dean's ever made clear to Sam the extent of his sexual experience with men, but in this series he's definitely done guys before. I'm glad you liked the bar and the pronouns! If she wants to be a girl, she's a girl, and Sam has extra reasons to think of her that way.