#9: KAL PENN AS TAJ IN NATIONAL LAMPOON’S VAN WILDER (2002)
Fresh from India, Taj is simply chasing the American dream: to be popular while indulging in some “poonany.” Who can’t relate to that? As collegiate movemaker Van Wilder’s (Ryan Reynolds) personal assistant, Kal Penn’s Taj does everything from play secretary to provide emotional reinforcement, all while learning his boss’s tricks of the panty-raiding trade. In the end, Taj proves to be Van’s most loyal friend and, fortunately for his libido, meets a piping-hot chick who’s also fresh out of India. His own movie, 2006’s Van Wilder: The Rise of Taj, was the pits, but don’t hold that against him. No one else on this list earned his own spinoff.