Pair a three piece suit with a navy plaid dress shirt to look like a proper gentleman at all times. Why not throw derby shoes into the mix for a dash of stylish casualness? When temps are getting lower and autumn is in the air, you'll love this ensemble as your favorite for unpredictable fall weather. As you head into your 30s, you want to start dressing in a more elegant manner. If that's the case, outfits like this become a great source of inspo.