If you're scouting for a casual yet dapper ensemble, pair a dark brown leather biker jacket with olive chinos. Puzzled as to how to finish off? Complement this ensemble with tan athletic shoes for a more casual touch. So when summer is done and fall is here, this outfit is likely to become your most worn. Just because you've passed the big five-oh, doesn't mean you can't look fashionable, and this pairing illustrates exactly that.