You might be overthinking this. I typically like my first dates to be side by side at a decent bar establishment not too far from home. If you've already had your way with her, take her midtown. Women love to be on dates around Bryant Park with all the lit up trees and ice skating. Bring your own beverages for the train ride in on the NJ Transit. Just dont drive so you can make out with her the whole way home. That 12 dollar tunnel fare is bullshit anyway. Don't be a pussy either, go for the gusto and escalate, escalate and escalate again.
Breeze