To don a casual look with a twist, rock a red and navy long sleeve shirt with white chinos. Break up this ensemble with a more sophisticated kind of shoes, like this pair of casual boots. In winter, when warmth is above all, it can be easy to surrender to a less-than-stylish look. However, this look proves that you totally can stay comfortable and remain equally stylish in winter. With an ensemble like this, any over-40 guy will put the younger crowd to shame.