A dress shirt and blue ripped jeans are the kind of chic casual staples that you can wear a hundred of ways. You can take a dressier approach with shoes and introduce white ankle boots to your ensemble. During the winter months, when comfort is a must, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. However, this ensemble is a bright example that you totally can stay snug and remain equally stylish in the winter months.