We love the way this combination of a navy check three piece suit and a grey dress shirt instantly makes any guy look stylish and elegant. For something more on the daring side to finish off your ensemble, complete your ensemble with a pair of brown leather double monks. When temps are getting lower and autumn is setting in, you'll love this getup as your favorite for transeasonal weather. This outfit shows that as a 30-something man, you have a wide range of sartorial options.