The styling capabilities of a black print hoodie and black sweatpants guarantee you'll always have them on regular rotation in your menswear collection. When in doubt as to what to wear in the shoe department, go with a pair of black and white athletic shoes. During the winter months, when functionality is crucial, it can be easy to surrender to a less-than-stylish ensemble. This ensemble, however, is a striking example that you totally can stay comfy and remain equally stylish in the winter months.