Go all out in a blazer and navy wool dress pants. For extra style points, go for a pair of brown loafers. In the winter season, when comfort is essential, it can be easy to surrender to a less-than-stylish getup. This getup, however, is a striking example that you can actually stay comfortable and remain equally stylish during the winter season. An amazing example for any gent who wonders how to dress age-appropriately.