Of course, there's also the questions of who this new to anime person is. I mean, a lot of my friends, I'd show Utena to with utter glee, knowing it would hook them like whoa. But there are also people I'd start out with something less heavy on the YAY SYMBOLISM WHOOHOO PSYCHODRAMA DID WE MENTION METAPHORS. There are people I'd show Prince of Tennis to (at least for a while) because they'd be amused by the crackiness, and then there are those I'd give something more like Giant Killing (or, indeed, IniD).

And then there are the people who enjoy pain, and I'd pull out all the Urobuchi for them and go away to make popcorn while they enjoyed themselves.