So as you can see, it doesn't take that much effort for a man to look dapper. Pair a white and red gingham dress shirt with navy jeans and be sure you'll look incredibly stylish. A pair of brown leather brogue boots easily boosts the fashion factor of this look. Keep this combo in your head come spring, and rest assured, you'll save time getting dressed on more than one morning. So if you need dressing tips for guys in their thirties, this getup is ideal.