This casual combination of an olive short sleeve shirt and black chinos is extremely easy to throw together in next to no time, helping you look sharp and ready for anything without spending too much time digging through your wardrobe. When not sure as to what to wear in the footwear department, go with a pair of black espadrilles. Those who are curious how to wear cool off-duty dressing as you progress through your 20s, you have your answer.