Who said you can't make a fashionable statement with an off-duty outfit? Make heads turn in a dark brown turtleneck and khaki jeans. For something more on the cool and laid-back end to complete your outfit, add a pair of multi colored athletic shoes to the mix. When leaves are falling down and temperatures are dipping, you'll love this combination as your uniform for weird transition weather. All in all, a perfect demonstration of relaxed fashion for guys in their forties.