Google any male style icon and you're all but guaranteed to find a photo of him in a leather jacket sometime. Perhaps because they're so durable. Or able to be easily dressed up or down. Or simply make anyone look cool. They're a smart buy, but they're not cheap. Buying a quality leather jacket (this is no place to skimp, it really shows) can be intimidating. The key is finding the right style for you and then the right price. Thankfully, stores are currently putting them on sale. And, of course, there's always eBay. Unlike those of previous generations, today's are slimmer, softer and worn-in. Herewith, four classic versions that will always be in style.