This pairing of a bomber jacket and a white and navy short sleeve shirt makes for the ultimate relaxed style for today's guy. To introduce some extra classiness to your outfit, complete your look with burgundy leather casual boots. This one is a savvy option when it comes to picking out a well-coordinated outfit for unpredictable fall weather. Those who are curious whether you can still pull off modern casual dressing as you become older, this combination should answer your question.