During the 2025 Super Bowl Halftime Show, Serena Williams made a surprise appearance on stage with Kendrick Lamar as he performed his Grammy-winning diss track "Not Like Us," which many associate with Drake. Serena was seen dancing along, seemingly cosigning the track.

Drake and Serena were briefly linked in 2015, but their relationship didn’t last. Despite that, Drake supported Serena at Wimbledon in 2018. Meanwhile, Serena's husband, Alexis Ohanian, has had tension with Drake since 2022, when Ohanian called out a reference in one of Drake’s songs.