A charcoal oversized sweater looks so great when worn with boyfriend jeans in a casual ensemble. Add an element of refinement to your look by wearing a pair of black leather wedge ankle boots. In the winter months, when warmth is crucial, it can be easy to surrender to a less-than-stylish outfit in the name of practicality. However, this outfit is hard proof that you totally can stay comfortable and remain chic during the winter months.