A black shearling jacket looks especially cool when worn with charcoal ripped skinny jeans in a relaxed casual ensemble. Our favorite of a variety of ways to round off this outfit is with a pair of grey suede chelsea boots. During the winter season, when functionality is everything, it can be easy to settle for a less-than-stylish outfit. However, this outfit is a striking illustration that you can actually stay snug and remain equally stylish in the winter season.