Outerwear is the one element of a wardrobe that is best kept simple (it's also expensive). Bright socks, shirts, or sneakers will always be cool—multi-colored jackets could be fresh for a couple months every few years, but they're not ideal if you're on a tight budget (even if they're on sale). You're better off to look out for a nice wool topcoat or technical parka—for a few dollars less—that you can rock throughout the years instead of a one-time statement piece.