Drake was then spotted at Serena Williams' biggest match of the year in 2015.
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The Complete History Of Drake & Serena Williams' Relationship
14. Drake was then spotted at Serena Williams' biggest match of the year in 2015.
With Serena Williams one match away from securing her status as the greatest female tennis player of her generation, Drizzy was again supporting her from the stands. However after she was defeated in the semi-finals of the US Open, he quickly became a scapegoat for her loss - many people blamed the Canadian rapper for making Serena lose focus. However the pair left the match together. Picture: Getty