Drake and Serena Williams have a history, and while it may not be the most dramatic love story ever told, it certainly had its share of intrigue. Their rumored romance dates back to 2011, when whispers of their involvement began surfacing. While neither of them publicly confirmed the details, Drake himself later admitted that his 2016 song Too Good was inspired by Serena.
In a studio session, he explained, “I get heavy on a couple joints, but this is more about me and Serena. If I’m gonna talk about them, I’ll at least do them the justice of making them a song that they like.” That track, which featured Rihanna, was part of his fourth studio album, Views, and contained lyrics that hinted at a one-sided love, with lines like “I’m too good to you / You take my love for granted.”
Did Serena Williams Date Drake? His Beef With Serena and Her Husband, Alexis Ohanian, Explained
Serena Williams and Drake’s relationship seemed to be an on-and-off situation over the years, with speculation peaking in 2015 when the two were spotted together on multiple occasions. That year, Drake was seen at Serena’s tennis matches, including the Women’s Tennis Association tournament. After a match in Cincinnati, they were reportedly caught in an intimate moment at a restaurant, fueling the rumors even more.
However, sources close to Serena denied they were officially together, claiming it was just a brief fling. By late 2015, Serena had started dating Reddit co-founder Alexis Ohanian, signaling the official end of her and Drake’s romantic chapter.
Fast-forward to 2022, and Drake decided to take a shot at Serena Williams’ husband in his song Middle of the Ocean. The line, “Sidebar, Serena, your husband a groupie / He claim we don’t got a problem but / No, boo, it is like you coming for sushi,” raised eyebrows.
Ohanian, never one to shy away from a response, took to Twitter to fire back. “The reason I stay winning is because I’m relentless about being the absolute best at whatever I do — including being the best groupie for my wife & daughter,” he wrote, making it clear that he had no issues being Serena’s number-one fan. Serena herself responded with heart emojis, effectively putting the matter to rest.
But the saga didn’t end there. In early 2024, Kendrick Lamar reignited the feud with his diss track Not Like Us, a direct attack on Drake. The song gained massive traction, and when Kendrick was chosen to headline the Super Bowl LIX Halftime Show in 2025, fans wondered if he would take the beef to the biggest stage in America. He didn’t disappoint.
As Kendrick performed Not Like Us, Serena Williams made a surprise appearance, dancing along to the song aimed at her ex-flame. The move was as calculated as it was shocking, and the internet exploded with reactions. The fact that Serena, who had once been romantically linked to Drake, was now sharing the stage with the man openly beefing with him was a clear statement.
Serena Williams had to pop off with Kendrick during “Not Like Us”
Compton’s finest 😤 pic.twitter.com/9OIvVcmNnR
— espnW (@espnW) February 10, 2025
While some saw Serena’s participation as a simple cameo, others viewed it as her subtly siding with Kendrick in the ongoing feud. Regardless, the moment went viral, adding another chapter to the long-running drama between Drake, Serena, and now Kendrick Lamar.
— 16 (@mediaacct0313) February 10, 2025
Drake and Serena may have had their time, but it’s clear that their history still lingers in the background, whether through music, social media jabs, or even halftime show performances. The love triangle and the persistent beef between Drake, Serena Williams, and her husband Alexis Ohanian have evolved into something much bigger—a combination of sports, music, and public perception that continues to unfold in real time.
