[Wow, look another faintly amused smile. How do you do that, Obito?]

Should I be aware of what advice I'm recommending to her? [Because frankly he wouldn't mind if Sasuke got himself lost in this continent completely and was never seen or heard from again. It would do Konoha good.]

I asked simply because you immediately questioned after her. [And the alternative is a close relationship of some sort or romantic interest on his part. Since he's not heard of you, strange ninja, he doubts the first of those alternates.]