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Tom Brady attends the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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Megyn Kelly attends the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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Katie Couric attends the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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Karolina Witkowska attends the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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Jax Taylor and Brittany Cartwright attend the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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Harry Connick Jr . and his wife attend the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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David Ortiz (Courtesy of Instagram)
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Carson Kressley (Courtesy of Instagram)
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Brian McKnight (Courtesy of Instagram)
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Tom Brady & David Ortiz attend the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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Ariana Madix (Courtesy of Instagram)
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Aaron Rodgers (Courtesy of Instagram)
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Justin Hartey (Courtesy of Instagram)
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Kacey Musgraves & Ruston Kelly attend the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Maren Morris attends the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Maren Morris & Kacey Musgraves have fun during the Barnstable Brown Gala on May 5, 2017 (Courtesy of Instagram)
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Tom Brady and his friends turn out for the Kentucky Derby on May 6, 2017 (Courtesy of Instagram)
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Tom Brady at the Kentucky Derby (May 5th, 2017)
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Aaron Rodgers attends the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Tom Brady attends the Kentucky Derby in Louisville, KY on May 6, 2017 (Courtesy of Instagram)
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Tracy Morgan & Megan Wollover attend the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Giada De Laurentiis attends the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Jax Taylor & Brittany Cartwright attend the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Tom Sandoval & Ariana Madix attend the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Aaron Rodgers attends the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
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Jeff Bridges and Susan Gaston attend the Barnstable Brown Gala on May 5, 2017 ahead of the Kentucky Derby (AP Images)
