George Clooney, 1997 Clooney likely won his first of two sexiest awards thanks to his steamy doctor role on "ER" from 1994 to 1999, plus a little thing we like to call the Batman effect (not to mention his sense of humour). The actor won the title the same year he starred as the caped crusader in "Batman & Robin." Pageing Dr. Clooney! Image Source: Getty / Albert L. Ortega