Such pieces as a crew-neck sweater and grey sweatpants are an easy way to introduce played down dapperness into your off-duty styling repertoire. To give your overall outfit a more elegant spin, complete your outfit with black leather chelsea boots. Crafting a pulled together outfit can be a bit challenging on its own. Add below-freezing temps into the equation, and the whole thing becomes even more difficult. No worries, this here is your winter inspo.