This pairing of a harrington jacket and a tobacco turtleneck embodies laid-back cool and effortless menswear style. Rounding off with dark brown chunky leather derby shoes is a surefire way to inject an air of refinement into your ensemble. When leaves are falling down and autumn is in full swing, you'll love this outfit as your go-to for transeasonal weather. This ensemble is probably what you've been looking for as a gent in his 40s.