Extra stylish and comfortable, this casual pairing of a windbreaker and khaki chinos delivers variety. If you wish to immediately ramp up your outfit with one single piece, why not complete your outfit with brown casual boots? When it comes to dressing for weird transition weather, nothing beats a kick-ass getup that will keep you toasty and looking your best. Those who wonder how to sport modern off-duty outfits as you work your way through your teen years, you have your answer.