Pair a charcoal blazer with navy jeans for both seriously stylish and easy-to-wear look. Send an otherwise all-too-safe ensemble in a more relaxed direction by slipping into a pair of brown leather low top sneakers. During the winter months, when functionality is essential, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. However, this ensemble proves that you can actually stay comfy and remain stylish in the winter months.