If you're after a casual street style yet sharp look, choose an olive parka and blue skinny jeans. You can follow a classier route with shoes with a pair of brown leather casual boots. During the winter season, when practicality is above all, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. But this ensemble is a stark illustration that you can actually stay cozy and remain equally stylish during the winter season.