Consider pairing a navy long sleeve t-shirt with sports shorts if you wish to look cool and relaxed without putting in too much time. If not sure as to what to wear on the footwear front, introduce grey athletic shoes to the mix. There are many ways to look good and survive the extremely hot weather, and that's one of them. Guys who are curious how to sport cool off-duty looks as you get into your 30s, you have your answer.