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Christopher Polk/Getty Images for Coachella
Back in 2015, the Queen of Pop caused quite the stir when she planted a smooch on the "Hotline Bling" rapper, much to his surprise. "Oh s--t," he said on stage. "What the f--k just happened?"
Though his seemingly less-than enthused reaction to the kiss made more headlines than the actual performance did, Drake later cleared the air on social media. "Don't misinterpret my shock!!" he wrote at the time. "I got to make out with the queen Madonna and I feel [100] about that forever."