From David Rakoff's contribution to this collection of famous people's recollections of first moving to New York:
There was no one specific moment when the rigorous self-consciousness gave way to authenticity. It was more of a dim realization that the very act of playing the "Are we a New Yorker yet?" game means you aren't one yet. But it eventually happens, dawning on you after the fact, tapping you on the shoulder after you've passed it. It comes from an accretion of shitty jobs, deeply felt friendships that last, deeply felt friendships that end, funerals, marriages, divorces, births, and betrayals, and you wake up one day to realize that you passed the eight-year mark decades prior; that you are older than all the characters in Manhattan, with the possible exception of Bella Abzug; that you have been to a party in the garden at MoMA and watched the sun come up over Sutton Place and the Fifty-ninth Street Bridge and decided that, in the end, you'd rather stay home; that only a rich moron would buy his groceries at Dean & DeLuca; and that, as fun and Margo Channing as it might seem to be drunk and witty and cutting, it's probably better in the long run to be kind. These are all realizations endemic to aging anywhere, I am sure. It must happen in other cities, but I've really only ever been a grown-up here.