Perhaps the O/P would like to take part in a social experiment? NSC Diceman. The O/P puts up a poll of options and he must do whatever NSC votes to do. Might work - would definitely be more interesting than the hardest creature competition anyway.
Probably a wise move.
You(r friend) needs to decide how he feels about her. I would suspect that she has yet to meet someone her own age who respects her, so any relationship that may form out of this must be based on respect:
If he thinks that he can have a serious relationship with her at...
I would be more concerned about the emotional capacity of the girl. Sounds like a school girl crush to me - the sort of crush that will disappear as soon as she meets someone her own age that takes an interest in her.