So as you can see, it doesn't take that much work for a man to look casually smart. Just dress in a light blue dress shirt and white chinos and be sure you'll look amazing. A nice pair of black and white leather loafers is an effective way to power up your getup. As you're transitioning from your 20s to your 30s, you want to start dressing maturely. That's when looks like this are a surefire option.