For an effortlessly sleek outfit, try pairing an overcoat with black and white chinos — these pieces go really well together. Introduce a pair of white and blue leather high top sneakers to this look to infuse a sense of stylish effortlessness into your ensemble. When you have one of those gloomy autumn days, sometimes only a kick-ass getup like this one can get you out the door in the morning. Now that's how you keep it casual in the fashion department as a 50-something man.