Go for a simple but polished option by marrying a grey plaid wool blazer and a black crew-neck sweater. Tan suede derby shoes are an easy way to power up your outfit. During the winter season, when practicality is prized, it can be easy to settle for a less-than-stylish look in the name of functionality. However, this look is a stark illustration that you can actually stay warm and remain equally stylish during the winter season.