If you like relaxed dressing, wear an olive bomber jacket with chinos. And if you need to instantly tone down this outfit with a pair of shoes, why not introduce a pair of tobacco leather sandals to the equation? This combo is a never-failing option if you're scouting for a great, summer-ready combo. Those who are curious how to wear cool off-duty outfits as you work your way through your 20s, this combination should answer your question.