A black windbreaker and black sweatpants are an edgy combo that every style-savvy man should have in his casual styling rotation. Finish off this outfit with a pair of athletic shoes to serve a little outfit-mixing magic. During the winter season, when practicality is essential, it can be easy to settle for a less-than-stylish ensemble in the name of convenience. But this ensemble is a bright example that you totally can stay comfortable and remain stylish at the same time in the winter season.