If it's comfort and practicality that you appreciate in an ensemble, consider pairing a hoodie with jeans. Feeling transgressive? Spice up your ensemble by finishing with black leather ankle boots. During the winter months, when functionality is critical, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. But this ensemble is a bright example that you can actually stay toasty and remain incredibly chic in the winter months.