Drake’s love life is seriously chaotic, from Rihanna to his latest dating show match Pinkychu

Drake has apparently decided that the traditional celebrity dating route is no longer for him.

The rapper recently appeared on a speed-dating special produced by Nelk on streaming platform Kick, where he was introduced to a revolving door of women in the hope of finding a romantic connection.

Via YouTube

The stream featured Drake sitting opposite a series of contestants, many of whom are OnlyFans creators. After getting to know the women, he ultimately chose cosplay creator Pinkchyu, whose real name is Lin Lamar, and who describes herself as a “goth baddie”.

While Drake might have found his latest dating-show match, he’s certainly no stranger to the dating game. The Canadian rapper has been linked to a seriously long list of famous women over the years, from Rihanna and Serena Williams to Kylie Jenner and Jennifer Lopez.

Here’s a look back at some of the women who have been romantically linked to Drake.

Rihanna

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It’s pretty much impossible to talk about Drake’s love life without mentioning Rihanna.

The pair had an on-again, off-again relationship that stretched across several years, after first meeting in 2005 when Drake appeared as an extra in Rihanna’s “Pon de Replay” music video.

The pair continued to fuel romance rumours over the years, before seemingly rekindling things in 2016. Despite their years of history, the relationship ultimately came to an end.

Jennifer Lopez

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Rihanna wasn’t the only major pop star to have a connection with Drake.

He was also linked to Jennifer Lopez in 2016, with the pair sparking romance rumours after appearing together at several events and sharing photos on social media.

Their rumoured relationship was brief, but it was enough to add another huge name to Drake’s already extensive list of famous exes and alleged flings.

SZA

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Drake and SZA’s relationship was something of a secret until the rapper casually referenced it in one of his songs.

On “Mr. Right Now”, released in 2020, Drake rapped: “Yeah, said she wanna f— to some SZA, wait / ‘Cause I used to date SZA back in ’08.”

SZA subsequently confirmed that they had dated, although she was quick to point out that Drake had got the year wrong.

“So It was actually 2009 lol … in this case a year of poetic rap license mattered lol,” she tweeted. “I think he jus innocently rhymed 08 w wait. Anybody who really knows me and was around during this time can confirm … it’s all love all peace.”

Serena Williams

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Drake and Serena Williams have spent years insisting that they’re “simply longtime friends”, despite persistent speculation that there was something more going on.

The rumours followed them from around 2011 until 2015, with Drake regularly seen supporting Williams at her tennis matches and other events.

Hailey Bieber

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Hailey Bieber, who was then known as Hailey Baldwin, was another woman linked to Drake.

In May 2016, while Drake and Rihanna’s relationship was reportedly on one of its breaks, he and Hailey were said to have got close at his Memorial Day party. The pair were linked again a few weeks later after being spotted together at Hollywood hotspot The Nice Guy.

Sophie Brussaux

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One of Drake’s most significant relationships wasn’t necessarily his longest, but it did result in his son, Adonis.

Drake was first spotted with Sophie Brussaux, a former adult film star who later became a painter, in January 2017.

Months later, Brussaux reportedly said she was pregnant with Drake’s child. Drake and Brussaux went on to welcome their son Adonis, who Drake has since publicly acknowledged and spoken about as part of his life as a father.

Ericka Lee

Before Drake’s relationships with some of the world’s biggest celebrities, he was involved with Ericka Lee.

The pair reportedly dated between early 2010 and mid-2011, and Lee’s voice appears on Drake’s 2011 track “Marvins Room”.

Their relationship later became the subject of a legal dispute. According to The Hollywood Reporter, Lee sued Drake in 2012, alleging that the two had been involved romantically as well as professionally and claiming she was owed co-writer royalties from the song.

She also alleged that the pair’s relationship became acrimonious after the track was released.

Johanna Leia

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In 2021, Drake was linked to Johanna Leia, the mother of basketball prospect Amari Bailey.

Their relationship became public in July that year, when Drake was photographed taking Leia on an extremely elaborate date at Dodger Stadium. The rapper reportedly arranged a private dinner at the otherwise empty stadium after making a donation to the Los Angeles Dodgers Foundation.

The romance seemingly didn’t last, though. By March 2022, Leia described herself as single and mingling in an interview.

For now, Pinkchyu is the woman who came out on top, winning a house for her retired mum in the process.

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Featured image credit via YouTube