A blue denim jacket and grey chinos are the kind of a foolproof off-duty getup that you so terribly need when you have no extra time. If you wish to immediately play down your ensemble with a pair of shoes, add a pair of grey athletic shoes to the mix. This combo is a savvy idea if you're crafting a standout look for awkward fall weather. This ensemble illustrates how to stay fashionable as you head into your 50s.