By Peter.
Drake’s back in the hot seat, with eagle-eyed fans decoding his latest Instagram flex as a sly dig at ex-flame Serena Williams. The 6 God dropped a tennis-themed photoshoot with Sexyy Red on Monday, November 18, 2025, captioning the pics: “I said tennis lesson she said where’s the bracelet or the necklace.” Harmless collab vibe? Not quite—Drake hit “like” on a comment reading “Serena Williams upgrade 🔥🔥,” igniting a firestorm of speculation about their on-again, off-again romance from 2011-2015.
The Post That Started It All
The shots show Drake and Sexyy Red channeling court-side energy—rackets, visors, and all—with the caption riffing on bling over backhands. Fans zoomed in on the like as confirmation of pettiness, with one X user quipping: “Drake liked this comment on his recent post playing tennis with Sexyy Red 💀 ‘Serena Williams upgrade 🔥🔥'”—a post that’s already hit 176K views. Another echoed: “Drake and Sexyy Red record a song together to diss Tennis star Serena Williams.” The timing? Fresh off Serena’s high-profile Super Bowl cameo earlier this year.
The Backstory: A Decade of Quiet Jabs
Drake and Serena’s link-up was tabloid gold—whispers of secret babies (debunked), courtside smooches at Raptors games, and that infamous 2015 “Worst Behavior” line: “Only thing that’s on my mind is who gon’ die next? / Watch n—as switch up like Serena in Grand Slams.” Fast-forward to 2025: Serena shaded him at the ESPYs, joking Kendrick Lamar’s “Not Like Us” dominance means “no one—not even me—should pick a fight with him,” adding: “Next time Drake sits courtside at a Raptors game, the crowd might say, ‘Seat’s taken.'” She doubled down during Kendrick’s Super Bowl LVIII halftime show (February 2025), strutting onstage in the same fit she posted on IG—pure troll energy.
Drake’s clapback? A throwback pic with Serena’s ex-agent Jill Smoller, plus this Sexyy Red collab—fans reading it as “level up” shade. One X post nailed the vibe: “Drake liked this comment… ‘Serena Williams upgrade’—fans call it messy.”
Fan Frenzy: “Messy” or Masterful?
X is divided—some crown Drake the petty king (“Upgrade era activated 💀” [post:2], [post:4]), others drag him for dragging a GOAT (“Serena’s 23 Slams > your bars. Grow up” [post:1]). The “upgrade” like’s got 3K+ likes, with memes blending tennis rackets and diss tracks. As one put it: “With Ronaldo talk flooding feeds, are we cool with using 23-time champ Serena as shade, or is this played out?”
Drake’s history with high-profile exes is legend—Rihanna, Zendaya—but Serena’s the one that lingers, blending sports royalty with rap beef. Subtle or savage? Fans, spill: Team Drake’s dig or Serena’s serve? 🎾🔥 #DrakeSerena #SexyyRedCollab #TennisDiss
