In what became an instantly iconic moment of early 2000s pop culture, Britney Spears and Madonna share a passionate kiss at the MTV Video Music Awards on August 28, 2003.
MTV was hoping for a newsworthy performance when they invited Madonna to perform at that year's VMAs. The pop star headlined the very first VMAs in 1984, with a racy performance of her hit song "Like a Virgin," featuring her descending from a giant wedding cake in a white dress. For 2003, she planned an homage to her famous 1984 performance, with the added star-power of Britney Spears, Christina Aguilera and Missy Elliot. The details of the performance were a secret until it was broadcast live on TV to 11 million households. During the dress rehearsal at Radio City Music Hall, Madonna even ordered everyone out of the theater so that no one would leak the details. Only a handful of MTV executives knew what Madonna had planned.