Undeniable proof that a waistcoat and dark brown check wool dress pants look awesome when married together in an elegant look for a modern guy. For an on-trend mix, complete your ensemble with desert boots. Figuring out a pulled together ensemble can be a bit of a challenge on its own. Enter below-freezing temps into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your wintry inspo. As a guy in his thirties, you probably want to start dressing sharper. In this case, combinations like this are a solid bet.