When it comes to timeless sophistication, this combination of a tobacco suit and a dark brown shearling jacket never disappoints. Dark brown leather tassel loafers will pull your whole look together. In the colder months, when warmth is essential, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. However, this ensemble is a clear example that you totally can stay cozy and remain equally stylish during the colder months.