A crew-neck sweater and jeans paired together are a good match. Why not complement this outfit with black leather high top sneakers for an element of stylish effortlessness? Figuring out a cool look can be challenging 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. Think it's hard for gentlemen in their 40s to master modern casual looks? This combo is a vivid demonstration of otherwise.