New York City may be a perceived as a glamorous holiday wonderland, but winter gets really real here! I discovered very quickly after moving here (a few months after moving, there was a record-breaking blizzard) that to live comfortably in New York during the winter, you basically have to dress as though you are preparing to conquer an arctic tundra. The most important aspect? Your footgear!
Between snow, ice, rain, and rapids of trash-water it is absolutely essential that you have some good boots that can stand up to all the city is gonna throw at you.