A dark brown overcoat and a crew-neck sweater are appropriate for both smart casual events and casual wear. For something more on the sophisticated side to round off your ensemble, complement this outfit with a pair of dark brown suede loafers. In the colder months, when warmth is imperative, it can be easy to surrender to a less-than-stylish look in the name of practicality. But this look is a good illustration that you totally can stay warm and remain equally stylish during the colder months. No doubt, a goofproof choice when it comes to style tips for 50-something men.