Get it right, and you'll look like a young Brando or McQueen. Get it wrong, and you run the risk of channeling an '80s taxi driver vibe. We're talking about buying a leather jacket, of course—arguably one of the most dubious (and pricy) purchases a guy can make. But follow these three rules and you'll find one that's right for you, looks awesome and could, if you're nice to it, last a lifetime: