This pairing of a tan shearling jacket and sweatpants is indisputable proof that a simple off-duty look can still be extra sharp. Navy and white high top sneakers will add an easy-going touch to your outfit. During the winter months, when functionality is paramount, it can be easy to settle for a less-than-stylish getup in the name of functionality. But this getup is a striking example that you can actually stay snug and remain equally stylish during the winter months.