Well for a first date (if things get that far) I would let the lady choose a resturant, of course I would pay. Through out the night I would talk with her and get to know her. Asking questions like Where do you see yourself in 5 years? (I want someone who has a goal and works hard to get there, as I do). What do you look for in a date? Do you have siblings? Names? What is your profession? What is your dream job? What do you do in your spare time? Basically I would try to learn what kind of lifestyle she has.