Rihanna and Drake pose together during the 2016 MTV Video Music Awards at Madison Square Garden on August 28, 2016 in New York City.
Source: Noam Galai/FilmMagic

Certified Lover Boy: Here's a Breakdown of All the Women Drake Has *Allegedly* Been Entangled With!

Drake is known for being mysterious and his dating life is no different. Here is a break down of all the women he has *allegedly* dated.


Apr. 2 2024, Updated 10:11 p.m. ET

Drizzy Drake has made it abundantly clear to us over the years that he is a ladies' man, and we have all gotten a front-row seat to many of his most publicized relationships and flings.

The Canadian rapper has not been a subject of fascination only because of his bars and punchlines — the general public also finds his romantic escapades intriguing.

From fellow celebrities to lesser-known figures, Champagne Papi has left a trail of rumored relationships and confirmed flings in his wake. Here are some of the women who have captured his heart, if only for a fleeting moment.


rihanna and drake at the vmas
Source: Kevin Mazur/WireImage

Rihanna and Drake on stage at the VMAS

Perhaps the most popular of Drake's romantic entanglements was his relationship with Rihanna. The duo left a lot of people talking when news reached the streets that they were an item. Although they did not immediately confirm their relationship, people soon caught on to the fact that they were hanging out as more than friends. Aside from their romance, they definitely knew how to cook up good music in the studio and had undeniable chemistry in the booth.

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Serena Williams

Although Serena Williams is now happily married with two beautiful children, there was a time when she was rumored to be Drake's leading lady. The pair were spotted cozying up and enjoying intimate dinners, which kept tongues wagging and created a lot of content for the paparazzi. In the end, the relationship didn't work, but their brief fling remains a footnote in Drake's romantic history.

Jennifer Lopez

j lo and drake side shots
Source: Getty Images; Gilbert Flores/David M. Benett

(L) Jennifer Lopez at a Ralph Lauren Show in Brooklyn, New York; (R) Drake attends the UK Premiere of "Top Boy" at the Hackney Picturehouse

Always known to keep an air of mystery around him, Drake sparked a lot of intrigue when fans noticed that he and Jennifer Lopez were getting extra friendly on social media.

The unlikely pair seemed to defy all the rule books, and their significant age gap drew a lot of speculation. Alas, their connection did not last, and in his 2018 song titled “Diplomatic Immunity,” Drake briefly addressed it, saying, “2010 was when I lost my halo / 2017 I lost a J.Lo.”

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Back in the day, Drake and SZA used to be an item. As is his usual M.O, he rapped about their relationship in the song “Mr. Right Now,” where he stated: "Yeah, said she wanna f--k to some SZA, wait / ‘Cause I used to date SZA back in ‘08.”

SZA seemed to go with the flow after the announcement was made and even took to Twitter at the time to say that they actually dated in 2009, a year after. Regardless, it appears that the two are still on good terms even though things didn't work out.

Sophie Brussaux

The world was stunned after Pusha-T revealed that Drake had a son during his scathing “The Story of Adidon” track. This led to a domino effect that revealed that Drake had had a relationship with model and artist Sophie Brussaux. Despite initial speculation and denials, Drake eventually confirmed that he was the father of Brussaux's child, Adonis. Although their romantic relationship did not last, they seem to be co-parenting well from what we can see.

Brooklyn Nikole

Although this has not been confirmed concretely, word on the street is that Drake is dating rapper Latto’s younger sister. The pair have been seen hanging out a few times, but it is uncertain if they are romantically linked. We will keep our ears to the ground on this one as it has caused quite a frenzy!

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