Drake and Serena Williams share a complex history spanning over a decade, filled with dating rumors, musical references, and public appearances.

Their connection first gained public attention in 2011 when Drake frequently attended Serena's tennis matches. A suggestive tweet from Drake to Serena during this period fueled speculation about their relationship.

The rumors intensified in 2015 when paparazzi captured them kissing at a Cincinnati restaurant following one of Serena's matches. Despite photographic evidence, neither party officially confirmed their relationship status.

Drake's music often references their relationship. In "Worst Behavior," he mentions tennis matches, while "Nothings Into Somethings" is believed to address Serena's marriage to Reddit co-founder Alexis Ohanian in 2017.

The story took an interesting turn during Super Bowl LIX in 2025. Serena made a surprise appearance during Kendrick Lamar's halftime show, dancing to "Not Like Us"—a track widely considered to be a Drake diss track.

While neither Drake nor Serena has explicitly discussed their past relationship, their interactions continue to captivate public interest, creating a lasting narrative in popular culture. Serena has since built a family with Alexis Ohanian, while Drake's music occasionally hints at their shared history.

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