Consider wearing a blue varsity jacket and navy chinos for a casual and cool and trendy ensemble. Black leather loafers will give an extra touch of style to an otherwise utilitarian ensemble. Piecing together a knockout combo can be a bit nerve-racking and time consuming on its own. Enter subzero temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your winter outfit inspiration. This combination is the perfect answer to the question of how to dress as you step into your 40s.