Show off your skills in men's fashion by opting for this laid-back combination of a white and navy gingham long sleeve shirt and black chinos. A trendy pair of black leather derby shoes is the simplest way to bring an extra dose of style to this outfit. It's is an obvious choice when it comes to a kick-ass summer-to-fall outfit. Those who are curious how to sport smart casual dressing as you are making it through your adolescence, this ensemble should answer your question.