When comfort is essential, consider wearing a charcoal overcoat and grey ripped skinny jeans. If you need to effortlessly amp up your getup with shoes, add black leather chelsea boots to the equation. During the winter months, when practicality is above all, it can be easy to settle for a less-than-stylish outfit in the name of practicality. This outfit, however, is a vivid example that you can actually stay toasty and remain equally stylish during the winter months.