For an outfit that's super simple but can be smartened up or dressed down in a variety of different ways, team a charcoal overcoat with a multi colored plaid crew-neck sweater. A pair of black leather chelsea boots will class up any ensemble. In the colder months, when comfort is above all, it can be easy to settle for a less-than-stylish outfit in the name of convenience. However, this outfit is a stark illustration that you can actually stay comfy and remain equally stylish during the colder months.