This combo of a sweater vest and a turtleneck is a solid bet when you need to look casually classic in a flash. Introduce tan suede desert boots to the mix to give an air of stylish nonchalance to this outfit. In winter, when practicality is crucial, it can be easy to surrender to a less-than-stylish outfit in the name of practicality. However, this outfit proves that you can actually stay warm and remain stylish in winter.