A navy hoodie and a white and red and navy plaid long sleeve shirt make for the perfect base for a variety of stylish outfits. Introduce a pair of brown suede casual boots to the equation to instantly change up the outfit. On not-so-chilly days, you can rock a version of this summer-to-autumn look and look absolutely awesome. This combination shows that maturing from your 20s to your 30s is no reason to shed casual style altogether.