The 31-year-old rapper had an on-again, off-again relationship from 2005 until 2016 with the “Work” hitmaker.
Despite the pair no longer being romantically linked, Drake has said he is slightly disappointed he doesn’t have a “fairy-tale” life, as he once wanted Rihanna to be the mother of his children.
Speaking during an appearance on LeBron James’ HBO series “The Shop,” Drake said: “As life takes shape and teaches you your own lessons, I end up in this situation where I don’t have the fairy tale, like, ‘Oh, Drake started a family with Rihanna and this is like so perfect.’ It looks so good on paper. By the way, I wanted that too at one time.”
The “Hotline Bling” rapper and Rihanna first became linked in 2005 at a Toronto diner where Rihanna shot her music video for debut single “Pon De Replay.”
In 2016, Drake professed his love for the “What’s My Name” singer while presenting her with the Video Vanguard Award at the MTV Music Video Awards.
Later that year, sources said the pair had parted ways just a few months after making their romance official, and earlier this year, Rihanna said she is no longer close to her former flame.
Since their split, 30-year-old Rihanna has moved on with Saudi businessman Hassan Jameel, and Drake has since fathered a son named Adonis with French artist Sophie Brussaux.