Jenny asked a very interesting question. Being in New York City, there are many things to do and places to visit. If the first date is on a nice day, I would take my first date on a walk in Central Park or just a stroll on a Manhattan street. During the winter or bad weather, I would take her to a movie or bowling. Then, I would take her to lunch or dinner at a restuarant. My ideal restaurant for a first date would be one of many Irish restaurants/pubs throughout the city, Applebee's, or Olive Garden. Afterwards, I would take her for coffee. By the way, my favorite desert is cheesecake, ladies.
Also, if the first date is on a Sunday, we would definitely go to Mass.