1) If he can figure out if she is “the girl he was hoping for”
quickly enough to change his plans for the evening based on that,
I’d assume he’s talking about looks.
2) If he knows he’s not interested in the girl, but is in a situation
in which he must take her out, he will presumably choose
a location based on how much he will enjoy it, as opposed
to a location he thinks most suited for a first date.
Personally, I hope he’s trolling.