Try pairing a beige shearling jacket with grey wool chinos for a practical outfit that's also put together. Send an otherwise traditional outfit in a more relaxed direction by wearing a pair of white leather low top sneakers. Putting together a well-coordinated getup can be challenging on its own. Enter extra cold temperatures into the equation, and the whole thing becomes all the more difficult. Luckily, this here is your wintry outfit inspiration. Those who wonder how to dress stylishly and look good as you make it through your 20s, you have your answer.