This classy combination of an olive dress shirt and grey dress pants is a favored choice among the dapper guys. Our favorite of an infinite number of ways to complement this ensemble is with tan leather oxford shoes. We promise this getup is the answer to all of your transeasonal wear problems. As you get into your 30s, you want to start dressing more like a grown gentleman. In this case, outfits like this prove useful as a source of inspiration.