Showcase that you do classic and casual menswear like a true connoisseur of men's style in a sweater vest and white chinos. And if you need to immediately elevate this look with one item, why not introduce a pair of dark brown monks to the equation? Can you see how extremely easy it is to look dapper and stay cozy when chillier weather comes, all thanks to combinations like this? And if we're talking dressing ideas for middle-aged men, this ensemble looks great on most guys.