What should i wear when i go to NYC?

The thing about New York City is that anyone can where absolutely anything at anytime of the year and no one will say anything. They all look like great outfits, but I bet you that you will NOT wear them all as planned. Once your in the Big Apple, you will run out of days to wear all the clothes you'll have. It's pretty chilly though this week, and I heard it will be cloudy/rainy for the week. But, who cares, just have fun.