Date 2: So now it’s time for dinner, right? You don’t want to look poor or parsimonious, and doing the drink thing again will only make it appear that you’re trying to make her a F$%# Buddy or convenient option in general.
But eats still aren’t the way to go. Now is the time to show off your ability to think outside the box, to be different than every other schmuck she’s been out with over the past five years.
Enter the comedy club. Specifically, The Comedy Cellar downtown at 117 MacDougal (off of West 3rd). With comics such as Colin Quinn, Dave Attell, Jim Breuer, Jim Norton and Darrell Hammond, it really is a phenomenal, can’t-lose night out. It's also a freshman NYU date hot-spot, but that only means the crowd will be into the atmosphere.
Great comedy clubs such as Comedy Cellar make a second date an easy one. For starters, you don’t have to look at each other for extended periods of time, as attention is mostly focused on the performers on stage. Guys need not bring their “A-game” in the wit department as well, since the professionals will be taking care of that aspect. The two-drink minimum is relatively inexpensive, and with free admission, you won’t have American Express sending a hit man after you when the bill comes in at the end of the month.
And this point can’t be stressed enough: The evening won’t be a contrived one, and there is a very good chance she’s never been there before.
Girls like to explore the landscape and try new things. By taking her here on a weeknight when most bars and restaurants are for all intents and purposes, dead, you’ll be a hero. A definite text-the-girls-when-she-gets-home (if she already isn’t staying at your place) kind of night out. Put a roll of stamps on it and mail it in…
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