There are literally endless options
What makes New York equally amazing and horrible for dating is the sheer number of options. This can be why most New Yorkers don’t want to commit, because they know that there will always be someone else, theoretically better, right around the corner. Like, literally, around the corner you can see right now. And thanks to online services it’s never been easier to find them.
Because of that, people in New York are in a perpetual state of social ADD
Tonight’s newest restaurant is tomorrow’s tired scene. Last week’s smoking-hot date who you really connected with on a deep level is suddenly forgotten because that hot bartender with the tattoos over there keeps looking at you. The perception is that there’s always something better and/or trendier.
An amazing date can double as an unforgettable experience with a more amazing city
There is always potential for an out-of-the-park first date. You aren’t relegated to the movie theater at the local mall, and if you are going to see a movie you can go to places like Nitehawk and eat artisanal cheese while watching it. Usually the best first dates start with a drink, maybe at a bar in the East Village, where you talk for hours and determine that you both share a love of dim sum and Chinese beer. So you go to Chinatown to find some. Then, during the meal, you both discover that you both have stiff shoulders, so it’s off to a massage place on the Lower East Side for cheap massages. Then maybe you go back to his or her place to play the game "everything but..." (This one might have actually happened.) That’s the beautiful part of New York dating. A good first date can last all day and maybe even into the next and can be something truly memorable, even if the other "stuff" doesn't end up that way.
The hardest part about dating in New York is getting a second one
You don’t want to blow it immediately after your first by seeming too eager. But you don’t want to let too much time pass, either. You’re usually golden if you start planning your second date on your first. Usually. Or you have a really kickass first date including, let’s say, a bar, dim sum, a massage, and a healthy game of "everything but..." and then six months go by and you’re still waiting for that promised phone call. Theoretically.