This relaxed casual combination of a navy denim bomber jacket and charcoal jeans is a real lifesaver when you need to look cool in a flash. Up the classiness of your outfit a bit by rounding off with brown leather derby shoes. On not-so-bone-chilling afternoons, you can wear this summer-to-fall look and look absolutely awesome. That's the style for an over-30 gent to convey he has what it takes to go places.