2003 : At the 2003 Video Music Awards , Madonna portrayed a groom kissing her brides , Britney Spears and Christina Aguilera , on stage . The gender role-reversal and lesbian theme instantly made front-page headlines . The three singers performed a medley of her early hit , " Like a Virgin " , and her then latest release , " Hollywood " , with a guest rap by Missy Elliott . A quick camera cut to the reaction of Justin Timberlake , who dated Spears until 2002 , also gained media attention . The design resembled Madonna 's performance of " Like a Virgin " at the 1984 VMAs : the same wedding cake set , wedding dresses and " Boy Toy " belt worn by Madonna in 1984 now adorned Aguilera and Spears
2003 Video Music Awards
2003 MTV Video Music Awards
MTV Video Music Award