A grey plaid overcoat and white dress pants are a wonderful pairing that will get you a great deal of attention. Let your outfit coordination expertise truly shine by rounding off your outfit with brown leather derby shoes. During winter, when functionality is above all, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a practical illustration that you can actually stay warm and remain equally stylish during winter. A good illustration for any gent who wonders how to dress as a 30-year-old.