This laid-back pairing of a shirt jacket and charcoal chinos is a lifesaver when you need to look casual and cool but have no extra time. To bring out the fun side of you, complete this outfit with a pair of brown leather snow boots. As you can see here, this getup is a really wonderful pick, especially for summer-to-fall weather, when the temps are starting to drop. Those who are curious whether you can still sport modern off-duty style at 60 and beyond, this outfit should answer your question.