Of all the relationships in celebrity history, Drake and Rihanna were a couple that many expected to be the distance. They were famous, successful, and seemed to possess the chemistry necessary to have a lasting relationship. But they were never able to get it right, falling into an on-off pattern that followed them for years.
After deciding to end things once and for all in 2016, they both seemed to happen to other people. But after that was over, the couple began making moves that sparked rumors of reconciliation. The last one came in mid-July when Drake was seen in Barbados, Rihanna’s hometown.
A timeline of Drake and Rihanna’s relationship
Drake and Rihanna met in 2005 on the set of their music video, “Pon De Replay,” according to Billboard. They reportedly had a date in May 2009 after Rihanna parted ways with Chris Brown, but as romance rumors spread, Rihanna played it down to the media.
The couple continued to flirt in the press and in music as Rihanna’s 2010 hit “What’s My Name?” and Drake’s 2012 song “Take Care”. But their relationship seemed to stagnate in 2012.
Although they no longer saw each other, Drake told Rolling Stone in February 2014: “She is the ultimate fantasy. I mean, I think about it. Like, ‘Man, that would be nice.’ We have fun together, she is great and shit. But we are only friends. That is my dog for life.
A month later, they were spotted on a date, but he didn’t seem to go anywhere after that. However, their romance would resume in August 2016 when Drake delivered an emotional tribute to Rihanna before he accepted his MTV Video Vanguard Award. He said he would love her since she was 22, leaving Rihanna flushed and flushed.
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But by 2017, they were already over. Drake had a brief affair with Jennifer Lopez, while Rihanna followed up with Saudi billionaire Hassan Jameel.
Drake gave an update on their relationship in December 2019 and told Rap Radar that Rihanna was not part of her life.
Drake and Rihanna reconnected in early 2020, according to reports.
After Rihanna parted ways with Jameel in January, she was seen speaking to Drake later this month at an A $ AP Rocky concert in New York. Sources told HollywoodLife that they seemed friendly and posed for a video “looking cozy.”
Two months later, Drake was spotted flirting with Rihanna on Instagram and was allegedly caught following her on social media. But as romantic speculation grew, the artists of “Work” chose to remain silent.
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Drake just kicked dating speculation into overdrive
Drake unleashed a new round of reconciliation rumors during the week of July 12 when he visited Barbados, where he was seen hanging with Rihanna’s brothers. None of them have addressed the rumors, but a source told HollywoodLife on July 18 that it is not what it seems.
“Drake and his team flew to Barbados in their new private plane because they are there for a week or so to shoot a music video,” the source explained. “Drake arrived on July 11, which was the first day that Barbados opened its airport to international visitors after a long shutdown due to the pandemic.”
As for the reason why he was with Rihanna’s siblings, the source added: “Drake befriended Rihanna’s two brothers (Rorrey Fenty and Rajad Fenty) through Rihanna and they are still fine with him. Actually, they are both big fans of her and would love to see her sister settled with her. Everyone still jokes that he is her brother-in-law one day. “
But we still wouldn’t bet on that, as a source previously told E! News that Rihanna “wants to be single and is not going to get into something.” Instead, she has focused on her commercial efforts and the ninth studio album, dubbed. R9 by fans
Read more: Why were Rihanna and Travis Scott never public with their relationship?
