For an effortlessly classic ensemble, marry a black overcoat with white chinos — these pieces work perfectly well together. To bring some extra classiness to this outfit, introduce a pair of monks to the equation. Dressing warmly is the key to surviving below-freezing temperatures, but this ensemble is a stark illustration that this can also be done with style. When it comes to outfit ideas for middle-aged gentlemen, this outfit looks good on almost any guy.