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2Chanel Iman vs Kate Bosworth
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3Kylie Jenner vs Bella Hadid
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4Nicky Hilton vs Dee Occelpo
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5Gigi Hadid vs. Olivia Palermo
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6Kourtney Kardashian vs. Alessandra Ambrosio
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7Claire Danes vs. Victoria Beckham
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8Olivia Palermo vs. Yasmin Le Bon
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9Rita Ora vs. Irina Shayk
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10Kim Kardashian vs. Sophie Marceau
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11Hailey Baldwin vs. Ashley Madekwe
SPLASH/Courtesy Ashley Madekwe Advertisement - Continue Reading Below
12Amal Clooney vs. Sienna Miller
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13Kendall Jenner vs. Jennifer Lopez
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14Jessica Chastain vs. Lena Dunham
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15Emily Ratajkowski vs. Zendaya Coleman
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16Olivia Palermo vs. Natalia Vodianova
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17Chrissy Teigen vs. Rosie Huntington-Whiteley
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18Olivia Palermno vs. Kim Kardashian
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19Kylie Jenner vs. Karolina Kurkova
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20Abbey Lee vs. Jane Fonda
Chrissy Rutherford is a contributing editor at HarpersBazaar.com
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