Naomi Sharon
During the recording process of his sixth studio album Certified Lover Boy, Drake was romantically linked to singer Naomi Sharon.
Reports emerged that Drake may have played a part in the breakdown of Sharon’s relationship with her now ex-fiancé Jamie Sun, who opened up about their split on social media.
He claimed the couple were together for eight years before confirming their split on Instagram. “I am no longer with the person people think I am together with,” his lengthy caption began. “I am no longer with the 8 years I thought I was together with. I am no longer with the engagement I thought I was together with.”
“I am no longer with broken trust I was brought together with. I am no longer with the pain I thought I was together with. I am now with the acceptance I want to be together with. I am now with the healing I want to be together with.”
Sharon, who is of Dutch and Caribbean descent, is yet to publicly address the claims. However, fans were left convinced that she hinted at the situation in a video she posted of herself singing online shortly after the reports broke.
Kylie Jenner
At the end of 2019, just a few months after her split with ex-boyfriend Travis Scott, Kylie Jenner was rumoured to have dated Drake, with sources claiming they had “mutual feelings” for each other.
Reports later suggested things had cooled down between the pair, claiming Kylie was turned off by his reputation as a notorious womaniser. “She’s smarter than that,” a source said.
Drake has been a close friend of the Kardashian-Jenners for years; he even performed at Kylie’s 16th birthday party.
In May 2020, a song by Drake was accidentally played during a livestream where he refers to Kylie as a ‘side-piece’. The rapper later took to Instagram to clear up the mishap and apologised for the lyrics.
“A song that Mark ran last night on night owl sound live set shouldn’t have been played,” he began. “It’s a song that leaked 3 years ago and got scrapped shortly after. He was just going too deep in the drake/future catalogue.”
Drake added, “Last thing I’d want to do is wake up and have any friends of mine feeling disrespected so I just had to say that to start off the day.” Kylie reportedly laughed off the song.
Bella Harris
Drake was romantically linked to model Bella Harris in September 2018, reportedly shutting down a whole restaurant in Washington, D.C. just for a date night with the beauty.
Harris is the daughter of successful music producer and frequent Janet Jackson collaborator, Jimmy Jam. The alleged romance raised a few eyebrows as Bella was just 18 years old at the time, while Drake was 31.
However, Harris went on to debunk the rumours. “Coming off an amazing New York fashion week, I feel I need to set the record straight,” she wrote on Instagram, “I did not dine in DC recently. I was happily working & dining in NYC everyday.”
An alleged source close to the rapper also claimed that the pair had “never been dating.”
Zmeena
In June 2018, Drake was spotted leaving Toronto restaurant Sotto Sotto with voluptuous model Zmeena in the early hours.
The aspiring actress and dancer has over a million followers on Instagram and is best known for her twerking videos online.
Malaika Terry
In the summer of 2018, Drake was linked to Jamaican-Irish Instagram model Malaika Terry.
The OVO head honcho was pictured walking around his native Toronto with Terry, and things were said to be getting serious between the pair, with some reports even suggested she’d met his mother.
Lateysha Grace
Drake allegedly took an interest in Welsh reality star Lateysha Grace in mid-2018, around the same time he was linked to British singer Raye.
The rapper had been spending a lot of time in London promoting his fifth studio album Scorpion.
Raye
In April 2018, Drake was rumoured to be dating British singer Raye, with reports claiming that the pair had spent some time together while the rapper was visiting London.
A source at the time claimed Drake took an interest in Raye because of her song writing skills and the pair went on a “string of dates”, with Drake taking her to eat at his favourite spot in Central London.
Bella Hadid
In October 2017, reports surfaced claiming Drake had been secretly wining and dining model Bella Hadid for four months. The source said that they “started out casual, but they’re definitely serious now.”
It was also rumoured that Drake had thrown Bella party for her 21st birthday. However, their alleged fling didn’t come without problems – Bella’s ex-boyfriend at the time was The Weeknd, Drake’s friend and frequent collaborator.
Things reportedly got frosty between Drake and his fellow Canadian hitmaker, who later went on to date Bella again until their final split in 2019.
Rosalyn Gold-Onwude
Drake sparked romance rumours with NBA sports broadcaster Rosalyn Gold-Onwude when he took her as his date to the 2017 NBA Finals. Considering the only woman you usually catch Drake with on red carpets is his mother, it’s no surprise that Drake and his date raised some eyebrows.
Back in December 2015, the rapper shared a photo of him and Rosalyn to Instagram and cheekily captioned the post, “When the post game makes you forget about what happened during the actual game @rosgo21.”
The status of their relationship was never confirmed and no-one really knows if these two are still on good terms. Interestingly, at the time of Drake’s infamous beef with Pusha T, Rosalyn reportedly retweeted a tweet in agreement with Pusha T.
Jorja Smith
Drake reportedly dated British singer Jorja Smith in 2017. The rapper posted photos with the ‘Blue Lights’ singer on his Instagram account at the time, and she was the opening act on the Birmingham leg of his Boy Meets World Tour.
The pair were also spotted together in her hometown Warsall, with a source at the time adding, “It’s more than just a one-off fling.” Drake was even rumoured to have got the number ’11’ tattooed on him in honour of Jorja’s birthday.
On his song ‘March 14th’, taken from his album Scorpion, Drake alludes to the fact that the inking is now in honour of his son Adonis’ birthday since the couple broke up. “I got this 11 tatted for somebody, now it’s yours.”
The song ‘Jaded’ from the same album is thought to be about Smith and the breakdown of their relationship.
Sophie Brussaux
Sophie Brussaux, an artist and former film star, is the mother of Drake’s son, Adonis. Sophie and Drake were first linked after being spotted having dinner together in January 2017 at a restaurant in Amsterdam.
Two months later, reports surfaced that Sophie was pregnant with Drake’s child, and the story became the subject of much media attention. She gave birth to their son on 11th October 2017.
Drake didn’t address the birth of his son until the release of his 2018 album Scorpion, where he expressed a desire to keep his child’s privacy.
However, in the months leading up to the album’s release, Drake’s entry to fatherhood was exposed by rapper Pusha T in a diss track titled ‘The Story of Adidon’, where he accused Drake of hiding his child from the world.
In October 2023, Sophie was seen supporting Drake at his recent ‘It’s All A Blur’ concert tour, where she was even rocking a temporary tattoo of Drizzy.
“Proud family moments,” she captioned her Instagram post, which featured multiple pictures and videos of her at Drake’s concert, including many of her son Adonis.
Jennifer Lopez
Drake and Jennifer Lopez ignited surprising relationship rumours at the end of 2016 after posting a cosy photo together, sending social media into a frenzy.
Lopez went on to support the rapper at a New Year’s Eve show he was playing at in Las Vegas. Their whirlwind romance was short lived, however, as the pair called it quits less than two months later.
Rihanna
Ah, Drake and Rihanna. The ultimate will-they-won’t-they.
They’ve never properly confirmed what went on between them, but Drake has previously said that he and the singer “had their moment” when he appeared on the Ellen Show in 2013.
That moment in question went on for at least a few more years as the pair continued to have a lot of PDA in their music videos and performances, and were spotted leaving clubs together on a number of occasions.
During Drake’s Summer Sixteen Tour while Rihanna performed with him on stage, he told her, “You showed up two nights in a row for my city, you might have to go half on a baby.”
Since then, Drake declared his love for the Bajan beauty on stage at the 2016 VMAs, an infamous encounter that the ‘Work’ singer later described as “awkward.” In May 2018, Rihanna said that she and Drake “don’t have a friendship now.”
In October 2023 after the release of Drizzy’s ‘For All The Dogs’ album, he appeared to take a swipe at Rihanna in the song Fear of Heights.
