You'll be amazed at how easy it is for any guy to pull together this casually smart look. Just an overcoat worn with white jeans. Finishing with a pair of black leather derby shoes is a surefire way to bring some extra depth to this ensemble. As you can see, it's super easy to look amazing and stay snug when chillier weather hits, thanks to this outfit. As a boy working your way through your teenage years, this is how you dress to look older.