A black overcoat and white chinos are among those wear-anywhere-anytime items that have become the fundamental elements in any modern gentleman's sartorial collection. To add some extra definition to your outfit, complement this look with a pair of burgundy leather double monks. In winter, when warmth is top priority, it can be easy to surrender to a less-than-stylish getup. This getup, however, proves that you can actually stay snug and remain equally stylish during winter. On the lookout for dressing tips for gents over 50? This outfit is great inspiration.