Drew Carey (22/30)

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Did you ever wonder where Drew Carey got his trademark look? Well, that crewcut and horn rimmed glasses are courtesy of a look he adopted during his time in the military. That’s right, he served the Marine Corps Reserves from 1980 to 1986. It was during his time with the military he started performing stand up. Eventually, it led to supporting television roles, and shows we know him for today such as the “Drew Carey Show” and “Whose Line Is It Anyway.” He still supports the troops today doing USO tours.