Iggy Azalea vs. Britney Spears
With her kids in tow, Britney Spears wears Saint Laurent pumps to the “Smurfs 2” premiere.
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Christina Aguilera
Image Credit: Getty Images Aguilera wore a Maria Lucia Hohan dress and Christian Louboutin shoes at the 2013 American Music Awards.
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Iggy Azalea vs. Britney Spears
Image Credit: Getty Images Britney Spears wears nude Giuseppe Zanotti pumps to the 40th Annual People’s Choice Awards.
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Christina Aguilera
Image Credit: Getty Images The singer wore sky-high Christian Louboutins in 2010 at a “Burlesque” photo call in Madrid.
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Britney Spears
Image Credit: Getty Images Spears wore Giuseppe Zanotti suede gladiator cage boots on stage with Michael Jackson at the 2002 MTV Video Music Awards.
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Christina Aguilera
Image Credit: Getty Images Aguilera arrived at the 43rd Annual Grammy Awards on Feb. 21, 2001 in gold-laced gladiator sandals.
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Christina Aguilera
Image Credit: Getty Images Aguilera and Carson Daly on MTV TRL in November 2002. She wore wedge boots paired with a belly shirt, bucket hat and cargo cut-offs.
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Britney Spears
Image Credit: Getty Images Britney Spears and Carson Daly on MTV TRL in February 2002. The singer wore legwarmers on top of pointed toe booties.
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Christina Aguilera
Image Credit: Getty Images Aguilera turned heads in a revealing dress and metallic strappy sandals at the MTV Video Music Awards 2000.
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Britney Spears
Image Credit: Getty Images Britney Spears performed “I’m a Slave 4 U” at the 2001 MTV Video Music Awards in custom boots.