16. Michael Jackson Accepts Imaginary "Artist of the Millennium" Award (2002)
The 2002 VMAs happened to coincide with Michael Jackson's 44th birthday, and the producers thought it would be a nice occasion for some torch-passing — in this case, with birthday wishes (and a cake!) presented by Britney Spears. But Jackson, while standing backstage, heard Spears refer to him as the "artist of the millennium," which led to him thinking he'd won a newly minted award with the same name. (The gift, which looked like a trophy, if not one of MTV's Moonmen, probably helped further confuse matters.) His sweet acceptance speech — which included thanks to David Blaine — confused the audience at first, but they eventually rolled with it enough to give him a screamy ovation.