Drake & Serena Williams Relationship Timeline: From Dating Rumors in 2011 to Her Dancing to Diss Track in 2025
Now that they’re back in the news, we’re taking a look back at Drake and Serena Williams‘ relationship timeline!
If you didn’t know, the 38-year-old “Hotline Bling” rapper and the 43-year-old tennis superstar first sparked romance rumors years before they were spotted kissing in 2015.
Despite no longer being together, the two have thrown not so subtle jabs at each other over the years, most recently with Serena dancing to Kendrick Lamar‘s diss track “Not Like Us” about Drake at the 2025 Super Bowl Halftime Show.
We’ve now decided to put together a full timeline of Drake and Serena‘s relationship, including all of the drama-filled moments.
Click through the slideshow for a timeline of Drake and Serena Williams’ relationship…