HTVO - Some of our favorite celebrities served in the military before they were famous. Ice T spent four years in the Army's 25th Infantry Division. Morgan Freeman became a fighter pilot in the U.S. military. Clint Eastwood served during the Korean War. During World War II Tony Bennett was assigned to the 63rd Infantry Division. Drew Carey served in the United States Marine Corps. Playboy founder Hugh Hefner served in the Army as an infantry clerk.