10. Don't Let White Boy Bands Perform "Walk This Way"
Super Bowl XXXV, 2001
Performers: Aerosmith, Britney Spears, N'SYNC, Ben Stiller, Adam Sandler, Nelly.
Albeit a lengthy video introduction with Ben Stiller and Adam Sandler playing "zany" characters to help N'SYNC and Aerosmith prepare for their performances, the show seems to go well, with a naturally cross-generational appeal. That is, until Aerosmith breaks out "Walk This Way" for the finale. Although an original Aerosmith song that was only later covered by Run-DMC, N'SYNC decides to go with the hip-hop rendition, rapping and prancing around like, well, a white boy band. Please look at Timberlake & Co. frolicking around the stage and shouting like children who think they like rap but don't know what any of the lyrics mean. Oh, also Britney and Nelly were there.