And Rihanna: Drake

"She's someone I’ve been in love with since I was 22 years old," he confessed to a live audience of millions. "She’s one of my best friends in the world. She’s a living legend."

If there is a single image that defines "Drake and Rihanna," it is the 2016 MTV Video Music Awards. drake and rihanna

If "What's My Name?" was the flirtation, their 2012 collaboration on the title track of Drake’s album Take Care was the consummation. The song remains one of the most significant artistic achievements for both artists. A moody, atmospheric ballad about two damaged people trying to heal each other, "Take Care" encapsulated their entire narrative. "She's someone I’ve been in love with since

The pair met in 2005 on the set of Rihanna’s "Pon De Replay" video in Toronto, where Drake was a background musician. They reportedly went on their first date in 2009 at a New York bowling alley. If "What's My Name

Two of the biggest stars on the planet share an undeniable chemistry that the world can see, but a fundamental mismatch in timing and emotional needs keeps them locked in a cycle of near-misses and quiet devastation.

Despite the public awkwardness, rumors persisted that the two still hooked up privately. In 2017, Drake dropped "Fake Love," and fans speculated it was about Rihanna. Meanwhile, Rihanna launched her Fenty empire and began dating billionaire Hassan Jameel.