As you can see, looking casually smart doesn't require that much effort. Team a tobacco shirt jacket with a tan turtleneck and be sure you'll look amazing. If in doubt about what to wear in the footwear department, go with a pair of black suede desert boots. This combo is everything for when temps are falling and autumn is settling in. Wondering how to master casual style as you move through your 20s? This pairing is a wonderful example.