9. Billy Ray Cyrus
It takes a lot to come full-circle in this crazy world we call Hollywood, especially when you go from a muscle tank and a mullet... to a muscle tank and a SOCCER-MOM bob. But don't go thinking Billy Ray is a simple fellow. He didn't just jump from just Point A to Point B — he's had pit-stops at flat irons, feathered bangs and (shudder) soul patches to keep him in the inner circle of the unfortunately groomed.