As trite as it sounds, heading off to New York has always been a dream of mine. The bustle of the city, the fashion scene, the culture, the fact that you can go shopping at a three story Forever 21 at 2 AM... Hopefully I'll be able to live in Manhattan once I go off to college or graduate school or thereafter, despite how insanely expensive it is. I have this vision in my mind of stepping off a train in New York with every cheesy New-York-themed pop song I can think of pumping. It would be glorious.
Anyway, for now, my cheesy New York city shirt will suffice.
Jacket: Hawke & Co. via Macy's (similar here)
Boots: Express (similar here)