Such items as a turtleneck and white corduroy chinos are an easy way to introduce effortless cool into your off-duty routine. For something more on the classier side to round off this getup, complete your ensemble with a pair of red casual boots. This one is a smart choice if you're piecing together a well-coordinated ensemble for awkward fall weather. A vivid example for any gent who's not sure how to dress age-appropriately.