I've found that mini golf followed by dinner is a good first date activity. It's fun and low key, kind of impossible to take seriously. I've heard that "geocaching" is a really fun first date activity too, so perhaps we could give that at try. :)

Go out to eat..go to a movie..get acquainted..play some games..do some dancing..have fun.

Bowling! Here's why: You are active. You can enjoy a casual drink and/or meal. You can talk at your own pace (as much or as little as the flow allows) You get to see how your date reacts to competition and you feel good about cutting it short if you want to take the fun elsewhere. It's low-key and not very expensive. How 'bout that?

You really can't go wrong with billiards near Union Square. Worst case scenario, we ditch the poolhall and hightail it to The Strand or coffee or any number of antique shops.