Drake and Serena Williams‘ past connection was all over the internet thanks to Kendrick Lamar‘s February 2025 Super Bowl Halftime Show. The “Not Like Us” hitmaker brought the retired tennis player out as a backup dancer, promoting fans to speculate about her former relationship with the “God’s Plan” artist. So, when exactly did Serena and Drake date, and more importantly, when did they break up?
Below, News47.us has more details about Drake and Serena’s past relationship.
The timeline of Serena and Drake’s relationship is unclear. However, multiple outlets reported that their relationship began sometime in 2011.
In ‘100 gigs’ Drake shared footage of a convo with his mom, while making “Too Good, and revealing it was about Serena Williams pic.twitter.com/JmALKuxz5x
— Glock Topickz (@Glock_Topickz) August 7, 2024
Serena and Drake’s relationship fizzled out by 2015, according to multiple outlets. That year, a source told News47.us that the “Hotline Bling” artist and the retired tennis pro had “been on a slow burn for a few months now.”
“They have known each other for years, and there has always been a spark, but the timing was off,” the insider added. “Drake was always saying to her, ‘When are we going out?’ Serena never seriously thought Drake was interested in her like that though.”
Though neither of them confirmed this, Drake released his song “Too Good” in 2016, which he claimed was inspired by his relationship with Serena, according to an X video from a past studio session.
