Definitive proof that a waistcoat and khaki chinos are awesome when worn together in a polished look for today's gentleman. If not sure about what to wear when it comes to footwear, complement your getup with dark brown leather derby shoes. Seeing as temperatures are starting to drop, this outfit appears a viable idea for the transitional season. So if you need dressing tips for men in their fifties, this combo is definitely worth saving for later.