SPECIAL MENTION: The Quikflip hoodie ($55 for a classic version) converts into a backpack (and then back into a hoodie) for those cool mornings that turn into warm afternoons. To convert the hoodie, simply turn it upside down, reach into a built-in pocket and pull. Finish by stuffing the rest of the hoodie into the pouch and use the two drawstrings to wear your new pack. —Jason Cipriani
Buy now: Quikflip Hoodie