Too many things here bother me. He MIGHT be poor (not something to hold aghainst him), might be afraid to drive (that would bother me), might be a cheapskate (NO one really LOVES to ride subway trains, and especially not with a girl late at night, when he is on a date). I wouldn’t feel comfortable with this. And I have gone out in my past on subway dates.
The water bottle, however, is another story altogether. He must be for the birds, because that was cheep, cheep, cheep.