Dress in a charcoal gingham blazer and dark brown dress pants if you're aiming for a proper, fashionable ensemble. Finishing off with dark brown leather oxford shoes is a surefire way to add a little classiness to this ensemble. As you can see here, this getup is a really smart choice, especially for transitional weather, when the mercury is dropping. As you go into your 30s, you probably want to start dressing with more polish. That's when ensembles like this become very relevant.