For an effortlessly smart outfit, reach for an overcoat and navy jeans — these items play pretty good together. Play down the casualness of your outfit by sporting oxford shoes. During the colder months, when functionality is essential, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. This ensemble, however, is hard proof that you can actually stay comfy and remain equally stylish during the colder months. The ability to pull off looks like this is one of the dividends of reaching middle age.