Wear a tobacco overcoat with a waistcoat for a neat polished getup. Let your outfit coordination sensibilities truly shine by finishing your outfit with brown suede derby shoes. During the winter months, when warmth is above all, it can be easy to settle for a less-than-stylish getup in the name of practicality. But this getup is a good illustration that you totally can stay comfortable and remain equally stylish in the winter months. This is a look you, as a 50-something man, can always rely on.