Why not consider wearing a crew-neck sweater and red skinny pants? Both pieces are super functional and look good together. Give a more elegant twist to your ensemble by wearing silver ankle boots. During the winter season, when practicality is paramount, it can be easy to settle for a less-than-stylish outfit in the name of practicality. However, this outfit is a stark illustration that you can actually stay comfy and remain equally stylish in the winter season.