This combination of a dress shirt and khaki dress pants is a foolproof option when you need to look seriously sharp and elegant. Finishing off with a pair of brown leather brogues is an effective way to infuse a more casual finish into this look. This combo is a shining example that fashion doesn't have to take a back seat in the winter season. Wondering how to dress age-appropriately as you go into your 50s? This pairing is a perfect example.