The most important part of a first date is also potentially the worst part: the conversation. You can't go to a movie, because that only postpones the discomfort for the second date. But you also don't want to go to, say, T.G.I. Friday's, because that's too much work. A trip to Little Italy is much better. There are great restaurants, yes, but they're on the most interesting streetscape in the city. There are plenty of things to see, people to watch, and Old World charm to absorb. And there's no better litmus test than your date's reaction to a post-dinner doughnut from Gilly's -- if they're game, they're in.