Marrying a charcoal crew-neck sweater and light blue ripped jeans will prove your outfit coordination chops even on dress-down days. Go ahead and introduce a pair of black suede ankle boots to the mix for an extra touch of sophistication. During the winter months, when warmth is essential, it can be easy to settle for a less-than-stylish outfit in the name of functionality. However, this outfit is a clear example that you can actually stay snug and remain equally seriously stylish in the winter months.