This combo of a dark brown shearling jacket and white chinos is definitive proof that a pared down casual outfit doesn't have to be boring. As for shoes, add a pair of casual boots to your outfit. In the colder months, when warmth is above all, it can be easy to settle for a less-than-stylish ensemble. However, this ensemble is a good illustration that you can actually stay snug and remain equally stylish in the colder months. This pairing shows how to dress fashionably and look good in your 20s.