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The stage is set. Music, sports, and personal relationships—add a dash of drama, and you’ve got the perfect recipe for an unforgettable spectacle. Let’s talk about an electrifying moment at the 2024 Super Bowl Halftime Show. Kendrick Lamar, one of the sharpest lyricists in rap, brought his A-game and his biggest diss track aimed directly at none other than Drake.

But the real jaw-dropper? Mid-performance, Serena Williams, who has a deep connection to both of these heavyweights, made a legendary cameo on stage with Lamar. And as the rapper’s words targeted Drake, Williams danced on, seemingly at ease. But what did Drake think of all this?
Did Drake and Serena Williams ever Date?
BeforeSerena WilliamsjoinedKendrick Lamarat the Super Bowl, there were long-standing rumors about her alleged romance with Drake. For years, people speculated whether the two had ever been romantically involved.
“My Stars Aligning”: Drake Compares Himself to Einstein and Shakespeare After Facing Hate Train Over Kendrick Lamar Feud
However, in one of the behind-the-scenes videos from 2024, Drake finally confirmed what many had wondered—his 2016 trackToo Goodwas, indeed, inspired by Williams.
In the video, Drake shared a candid moment with his mother, where he admitted (viaDaily Mail), “This is more about me and Serena.” It’s a rare look at his personal life, where he explained how songs likeToo Goodare made with the woman they’re about.

And despite the song’s emotional undertones, Drake reassured his mom that Williams wouldn’t be mad. To quote him:
I know Serena very well, and I know that she’ll hear it loud and clear, but she’ll also not hate me for it because it’s lighthearted.

The timeline between Drake and Williams, while filled with rumors, was never fully confirmed as a relationship. They were spotted together on multiple occasions, but what came next was mostly speculation. Fans remember the much-discussed kiss in 2015and their flirtations that sparked the rumors. They“briefly dated”around 2011, and although it didn’t wrap up on the best terms, they’ve“stayed friends ever since”, a source toldPage Sixin 2015.
But even with the supposed peace between them, that didn’t stop Kendrick Lamar from taking the stage with his most infamous diss track, Not Like Us, at the recent Super Bowl show, where Williams danced alongside him.

Kendrick Lamar, Serena Williams, and Drake’s unlikely triangle: Super Bowl spectacle
Now, the interesting thing here is that while the public eye often focused onDrakeand Serena Williams’ alleged relationship, the real drama was with Kendrick Lamar—Drake’s biggest adversary in the rap world.
Lamar and Drake’s beef has been simmering for years, ever since Lamar dropped his infamous trackLike Thatin 2024, and possibly even earlier, in 2013. So, what happens when Lamar and Williams, two people with their own complicated ties to Drake, team up in a massive public spectacle?

Serena Williams during Kendrick Lamar’s#SuperBowlhalftime show.pic.twitter.com/BEX41hDCXR
Williams’ appearance in Lamar’s Super Bowl performance, while he rapped his diss track aimed at Drake, was a moment many never saw coming. They’ve both risenfrom Compton, California, to superstardom, but Williams and Lamar’s connection runs even deeper—having both witnessed each other’s journey from the same roots. It’s almost poetic that, while Lamar took aim at Drake, Williams was there, fully immersed in the performance, making a statement of her own.
Taylor Swift Boldly Dancing to ‘Not Like Us’ at Grammys Will Hurt Drake After Showering Her With Praises in His Kendrick Lamar Diss Track
Lamar’s diss track at the Super Bowl, followed by Williams’ appearance, felt like a punch in the gut for Drake, who has been in an ongoing feud with Lamar for years. And while Drake might have claimed there’s no ill will towards Williams, the world of rap, sports, and personal history has a funny way of intersecting in ways that are hard to ignore.
Siddhika Prajapati
Senior Journalist & Content Head
Articles Published :3309
With over 3,300 articles carved into the digital walls of FandomWire, Siddhika Prajapati excels at creating, curating, and elevating engaging stories. She takes pride in giving these stories a home and, of course, she’s got a Google Knowledge Panel to prove it!Whether it’s reviewing the latest drop on Netflix, Amazon Prime, or Apple TV+, or analyzing the cultural echoes of a streaming hit on Paramount+ or Max, Siddhika is always writing three steps ahead of the discourse.