1. "D*ck in a Box" (12/16/06)
"D*ck in a Box" isn't just one of Justin Timberlake's best skits—it's also one of the best skits in the history of the show. The unbelievably catchy song was the first of three SNL digital shorts starring the singer and Andy Samberg. An ode to corny R&B ballads from the '90s, the bawdy tune will undoubtedly be etched in pop culture history.
More from YourTango: Kelly Rowland's Engaged! 5 Facts About Her Fiancé Tim Witherspoon
Fun Fact: The song won a Creative Arts Emmy for Outstanding Original Music and Lyrics.
More from YourTango: Monaco's Royal Baby: Charlotte Casiraghi Gives Birth!
What's your favorite SNL skit starring JT?