Over the years, everyone from Lauren Hutton to Cara Delevingne has worn the classic leather jacket, cementing its status as a fashion staple, and providing endless style inspiration. You can wear yours with jeans, dresses, overalls, sweatpants—you name it—just don't blow your entire life savings on it. Here, we present five great styles that are under $500.More
Editor's note: a very fancy, street style mega-star I know swears by Topshop leather jackets. Trust me when I say that if they're good enough for her, they're good enough for us.