4) Neil Patrick Harris and Ryan Reynolds in Harold & Kumar Go to White Castle (2004)
Fresh from National Lampoon's Van Wilder, Ryan Reynolds was a rising star in Hollywood when he made an unexpected cameo in the raunchy 2004 film Harold and Kumar Go to White Castle. The cult classic mainly features John Cho and Kal Penn as two friends who travel across New Jersey to satisfy their late-night hunger. Reynolds makes a brief appearance as a worried nurse who rushes Harold and Kumar into an emergency room to help a patient with a gunshot wound. Reynolds wasn't the only special guest though. Later in the film, television star Neil Patrick Harris shows up as himself, a hitchhiker with his own dangerous desires. After Harris gained popularity from the successful sitcom How I Met Your Mother, he returned for the 2011 holiday sequel A Very Harold and Kumar Christmas.