For a casual getup, team a brown check flannel shirt jacket with navy chinos — these items play nicely together. Rounding off with a pair of brown leather low top sneakers is a guaranteed way to infuse a touch of stylish nonchalance into this ensemble. There's no nicer way to cheer up a gloomy fall afternoon than a kick-ass outfit like this one. This ensemble demonstrates how to dress with style and look good as you move through your 20s.