A hoodie and dark brown sweatpants are absolute must-haves if you're picking out an off-duty closet that holds to the highest sartorial standards. The whole outfit comes together if you complement your getup with beige athletic shoes. When it comes to dressing for fall, nothing beats a kick-ass combination that will keep you warm and looking your best. Gentlemen who wonder how to wear cool off-duty looks as you go through your teen years, you have your answer.