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NEW YORK, NY - SEPTEMBER 15: Drake and Anna Wintour attend as KIA STYLE360 Hosts Serena Williams Signature Collection By HSN on September 15, 2015 in New York City. (Photo by Thomas Concordia/WireImage for STYLE360)

NEW YORK, NY - SEPTEMBER 15:  Drake and Anna Wintour attend as KIA STYLE360 Hosts Serena Williams Signature Collection By HSN on September 15, 2015 in New York City.  (Photo by Thomas Concordia/WireImage for STYLE360)