For an outfit that's dapper and GQ-worthy, go for a grey overcoat and charcoal plaid pants. Dark brown leather loafers will add a dressier twist to your getup. During the winter season, when comfort is prized, it can be easy to settle for a less-than-stylish look in the name of practicality. However, this look proves that you totally can stay comfy and remain stylish during the winter season. An amazing example for any guy who's still figuring out how to dress age-appropriately.