If you're hunting for a casual but also incredibly stylish look, choose a white dress shirt and light blue ripped boyfriend jeans. Puzzled as to how to finish? Add black leather ankle boots to the equation to kick up the fashion factor. During the winter months, when warmth is key, it can be easy to settle for a less-than-stylish look in the name of practicality. But this look is a practical illustration that you can actually stay toasty and remain incredibly stylish at the same time in the winter months.