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Michael Jackson 1958-2009

Michael Jackson's Unlikely Friends and Odd Couplings

He married Lisa Marie, took Madonna to the Oscars and bonded with Liz Taylor – look back at his wild and wacky relationships

MADONNA

Talk about stealing the show: Jackson took the Material Girl as his date to the 1991 Oscars, creating a worldwide paparazzi frenzy. Madonna, decked out in a Bob Mackie gown and $20 million in diamonds, found her match in Jacko, who stepped out in gold-tipped cowboy boots, a diamond brooch and not one, but two gloves for the starry occasion. The two went on to reportedly collaborate on a song for Jackson's Dangerous album.