If you're a fan of relaxed casual style, why not go for a cable sweater and charcoal jeans? Black low top sneakers are a wonderful pick to complement this ensemble. During winter, when warmth is above all, it can be easy to settle for a less-than-stylish outfit in the name of convenience. However, this outfit is a clear example that you totally can stay comfortable and remain stylish during winter. This is a wonderful example of how to dress fashionably as you go through your 20s.