28. Cedric The Entertainer
Approximate Weight: 250+ lbs.
Cedric The Entertainer probably has the largest hat collection in the world. He is never seen without one, it's his trademark. Granted, it might be because without his hat, he kind of resembles a Sour Patch Kid, but hey, you can't deny he doesn't look good in one. Whether it's a fedora or newsboy cap, we also commend him for keeping proper headwear alive, and continuing to show guys that fitteds, beanies, and snapbacks aren't your only options.