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Rihanna - Rihanna is the one to know about when discussing Drake’s past lovers. The rapper discussed starting a family with Rihanna on the HBO show 'The Shop.'

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Rihanna - In 2016, Drake presented Rihanna with the Michael Jackson Video Vanguard Award. "She’s a woman I’ve been in love with since I was 22 years old," he confessed.

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Teyana Taylor - R&B star Teyana Taylor was one of Drake’s first rumored romances.

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Teyana Taylor - Drake and Taylor were pictured getting cozy together in 2009. The rapper called her his "exception," but nothing official was revealed.

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Nicki Minaj - Minaj has maintained a close relationship with Drake over the years. On his 2010 song 'Miss Me,' Drake rapped "I love Nicki Minaj, I told her I'd admit it/ I hope one day we get married just to say we f****** did it."

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Nicki Minaj - The same year, Drake tweeted, "Please refer to [Nicki Minaj] as Mrs. Aubrey Drake Graham [...] she’s finally mine." However, the marriage rumors turned out to be a ruse.

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Serena Williams - Dating rumors about Drake and Williams stretch back to 2011, when the rapper flirted with her on Twitter.

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Serena Williams - Drake has often been pictured watching Williams on the court. They were reportedly spotted kissing at a restaurant in Cincinnati, USA.

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Kat Dennings - In 2013, Drake showed up to 'The Ellen Show,' and answered questions about who he’s dated. Kat Dennings was brought up, and Drake divulged a romantic night out.

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Kat Dennings - "I just always had a huge crush on Kat Dennings, and she was kind enough one night to oblige me and we went out for dinner," Drake told Ellen.

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Tyra Banks - Drake also told Ellen about getting close with Tyra Banks. They apparently went to Disneyland together in 2013, however the juicy details remain hidden away.

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Tyra Banks - In 2016, Banks starred in the music video for Drake’s song 'Child’s Play.' In the video, the two are on a date at Cheesecake Factory, when Banks freaks out and flings cake in Drake's face.

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Hailey Baldwin - She's Mrs. Bieber these days, but Hailey Baldwin reportedly dated Drake in the past.

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Hailey Baldwin - The two were spotted together at Drake's Memorial Day party, and she allegedly dated him in June 2016.

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Jennifer Lopez - Drake and J-Lo have quite an interesting relationship. They have snuggled together and have apparently worn each other's jewelry.

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Jennifer Lopez - After cozying up on Instagram, they apparently got close at a Winter Wonderland party. Drake sampled the singer on his 2017 track, 'Teenage Fever.'

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Jorja Smith - Drake and Jorja Smith are rumored to have dated. Rumors flew after they were apparently pictured together in Smith's hometown of Walsall.

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Jorja Smith - However, things apparently turned sour between the two, and many think Drake’s song 'Jaded' is about the dissolved relationship.

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Raye - Drake has been linked to British singer Raye, with romantic rumors surfacing in early 2018.

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Raye - An insider told The Sun that, "It’s early days but the pair have already been out on a string of dates, with Drake taking her to his favorite restaurant, Nobu Berkeley in central London."

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Bella Hadid - Did Bella Hadid have a secret affair with Drake?

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Bella Hadid - Earlier in 2018, it was widely reported that Drake discussed dating Hadid on his song, 'Finesse.' However, Hadid has shot down the rumors.

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Rosalyn Gold-Onwude - Gold-Onwude was Drake’s date to the NBA Awards in 2017.

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Rosalyn Gold-Onwude - The duo apparently bonded over basketball in 2015. Rosalyn also said, "the first thing was the connection because we're both black and Jewish," as reported by The Source.

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Kim Kardashian - Earlier in 2018, rumors about Drake and Kim Kardashian having a romantic encounter were widely reported.

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Kim Kardashian - It has been claimed that Kardashian is the real "Keke," as mentioned in Drake’s song, 'In My Feelings.' Some have also highlighted some suspicious Drake lyrics that seem to reference a past fling.

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Sophie Brussaux - In 2017, Drake hooked up with Sophie Brussaux, a former adult movie star turned artist. What’s more, Brussaux is the mother to Drake’s child, Adonis.

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Sophie Brussaux - Rumors about Brussaux broke last year, but many readers brushed it off as fake news. However, rapper Pusha-T revealed it was true on his song 'The Story of Adidon.'

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Zmeena Orr - After the drama surrounding Sophie Brussaux and ‘The Story of Adidon,’ Drake was pictured in Toronto with adult film actress Zmeena Orr.

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Zmeena Orr - The two were photographed leaving Sotto Sotto, one of Drake’s favorite restaurants in Toronto. Neither of them revealed any more details.

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Bella Harris - The rapper was rumored to be dating 18-year-old model Bella Harris at the beginning of 2019.

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Bella Harris -

However, both parties have denied the claim. 

See also: Celebrity exes who got back together.

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