This pairing of a denim jacket and a crew-neck t-shirt is hard proof that a simple off-duty outfit can still be really interesting. On the fence about how to finish your outfit? Finish with a pair of black leather derby shoes to amp up the style factor. As we all know, the trick to getting through the hottest time of year is dressing in fresh ensembles like this one. Those wondering how to sport semi-casual looks as you go through your adolescence, you have your answer.