For a look that's worthy of a modern sartorial-savvy gent and effortlessly classic, choose a grey bomber jacket and charcoal wool dress pants. A pair of dark brown suede chelsea boots acts as the glue that brings this ensemble together. This one is a wonderful pick if you're figuring out a kick-ass look for transeasonal weather. A fail-safe option outfit proper for 20-somethings who prefer to dress more elegantly.