Fashionable and functional, this off-duty pairing of a navy and white crew-neck sweater and chinos will provide you with ample styling possibilities. Our favorite of a variety of ways to finish this ensemble is with dark brown leather desert boots. With an ensemble like this in your winter sartorial collection, you're guaranteed to stay cozy and look stylish despite the nasty weather. Those who are curious how to wear cool casual outfits as you are making it through your teens, you have your answer.