A black overcoat and dress pants are among the crucial elements in a classy man's wardrobe. Inject a dose of stylish effortlessness into this getup by slipping into a pair of tobacco casual boots. Many believe that just because winter is colder you have to sacrifice on style, but that's just not true, and this outfit is a striking example. This getup illustrates that dressing well as you pass the big four-oh is not that daunting a task.