A blazer and blue chinos combined together are a great match. Rev up your whole outfit by slipping into black leather derby shoes. During the colder months, when practicality is the priority, it can be easy to settle for a less-than-stylish outfit in the name of functionality. But this outfit is hard proof that you totally can stay comfortable and remain equally stylish during the colder months. This getup is a clear example over-50 gents can still very well slay in the fashion department.