For an outfit that offers function and dapperness, dress in a crew-neck sweater and navy jeans. Let your styling chops really shine by rounding off this outfit with a pair of black high top sneakers. Figuring out a pulled together look can be a bit of a challenge on its own. Add extra cold temperatures into the equation, and the whole thing becomes even more difficult. Luckily, this here is your wintry outfit inspiration. If you're not sure how to dress in your early 20s, this getup is an amazing example.