A red hoodie and black sports shorts are a great outfit to incorporate into your casual styling routine. If in doubt as to what to wear on the shoe front, add white and red and navy athletic shoes to your getup. Keep this combo in mind come warmer weather, and rest assured, you'll save a ton of time trying to pick out an ensemble on more than one morning. Those who wonder how to pull off cool casual style as you reach your 30s, you have your answer.