Try pairing a light blue dress shirt with white chinos and be prepared to be treated like a connoisseur of men's style. Dial down the dressiness of your outfit by wearing a pair of driving shoes. Can you see how very easy it is to look stylish and stay comfy when chillier days are here, all thanks to combinations like this? As you turn 30, you probably want to start dressing like a grown man. If that's the case, outfits like this are a foolproof option.