Amidst the breakup, there were strong rumors claiming that the Marvins Room singer, Drake, and the young entrepreneur had developed mutual feelings for each other. She did though share a short video of herself singing sometime after her separation from Sun. The people first got the wind of Leia, a model/reality TV star, and Drake dating after the two exposed themselves having an intimate date at an empty Dodger Stadium in July 2021 in Los Angeles.

While Rihanna was spotted hanging out at Drake’s birthday party for several hours in October 2019, she was still in a relationship with businessman Hassan Jameel. Newsat the time that Drake appeared excited and happy to see her, withThe Shade Roomalleging that the rapper even had McDonald’s delivered to the nightclub where she and her pals partied in his honor. Drake and Hudgens had a flirty exchange at the 2017 Billboard Music Awards Sunday, which sparked dating rumors between the two. The main problem with this theory is that Hudgens has been linked to boyfriend Austin Butler for nearly six years.

Brussaux and the Over singer have a good relationship and they work together to co-raise Adonis. Overall, while there have been rumors about a romantic relationship between Drake and Rosalyn Gold-Onwude, the true nature of their relationship remains a mystery. In addition to appearing together at social events, Drake and Bella Hadid have also been on the same show.

However, not many details about Drake’s new relationship are known apart from the fact the mystery woman, who has Canadian roots, currently lives in Miami. Actress Kat Dennings may have been Drake’s first girlfriend from when the two went on a date in 2005. In May 2016, Drake and model Hailey Bieber were caught “totally engrossed in conversation,” reported “Entertainment Tonight” during Memorial Day Weekend. In 2018, Rapper Pusha T in a diss track titled “The Story of Adidon,” where he accused Drake of hiding his child from the media.

Drake’s Dating History: From Rihanna to Jennifer Lopez

Despite constantly denying a romantic relationship, paparazzi spotted Rih and Drizzy out in London holding hands and getting into a ride together. Throughout hip-hop’s evolution, we’ve seen some pretty great collaborations. Whether it be DaBaby and Megan Thee Stallion, Kanye West and Jay-Z, or even Lil Baby and Gunna, it’s without question that these match-ups prove what great musical chemistry can accomplish. For Drake, it seems he’s already proven he can make a hit with any of your favorite artists. The 2 have been close for years though, and it seems like SZA’s cool with everything now. Paparazzi later spotted them kissing in Athens, Greece, in March 2020, according to photos shared by the Daily Mail.

Kylie Jenner

While it’s yet to be confirmed, rumor has it that Drizzy also hooked up with Kanye West’s current beau, Julia Fox. The pair apparently got together in February 2020, according to Page Six. One thing’s for sure, the twerking Zmeena has received a backlash of nasty comments after her pictures appeared with the Scorpion rapper. One of Drake’s love interests was the stunning bikini model, Malaika Terry. The pair were pictured holding hands in Toronto, while going on a series of hot dates. There was no information on how long they’d been an item, but the Jamaican-Irish model was using Drake’s lyrics as captions on her popular Instagram account.

The reality TV star and Drake were spotted front and center at many high school basketball games in which Bailey played. Drake’s dating life has a long line of ex-girlfriends and exes over the years. We take a look inside the love life of the “Certified Lover Boy” artist, from his current partner to past ex-girlfriends.

In 2020, when Brazilian comedian Mauricio Meirelles asked her in an interview how Maluma was in bed, her quick answer translated to “very good.” “That song I wrote because I want that in my life,” he told PEOPLE of the single, which tells the story of a couple growing old together. “That’s a song that I could say, ‘Yeah, I want to get old and have a family.’ … That’s one of my biggest dreams — getting old with someone next to me and giving my life to someone.” He has reportedly moved on and is now dating a mystery woman, who lives in Miami but is originally from Canada. Drake’s new girlfriend arranged for a Palestinian-Canadian dabke group to serenade him for his birthday. Jessica and the movie star began hanging out at nightclubs or friend’s homes, and she even walked the stairs of a hotel fire escape to meet him in his room.

We’re told Drake and Amari hit it off, and Drake’s offered the kid advice on finances, fame and life, in general. Drake is typically private when it comes to his personal life, so fans were shocked when he posted his girlfriend Johanna Leia on his Instagram page back in September. But it looks like the couple has since gone their separate ways after rumors begin swirling that the rapper has a new leading lady in his life. In 2021, Drake dated Johanna Leia, the mom of young basketball phenom Amari Bailey, for several months, with their romance going public in July of that year.

When Drake stood before the crowd at the 2016 MTV Video Music Awards, he began his speech by speaking about the first time he ever met Rihanna. After Drake welcomed The Weeknd to the mainstream audience, the “Can’t Feel My Face” hitmaker admitted he wrote a “handful” of songs on the LP and was open to Drake using as many of his songs as he wanted. “I gave up almost half of my album,” he shared before expressing his gratitude for the rapper.

The two then posed for a picture at the event Hamman cohosted. At the FRAME New York Fashion Week dinner in February 2020, Drake and Hammam were photographed arm in arm. At the time, Us Weekly quoted an insider as saying they were too cute together. The fact that Deelishis has been posting photos on social media is even more intriguing because, in some of them, she can be seen sporting OVO shirts, which Drake and his crew were known for wearing.

Additionally, Drake and Nicki Minaj stoked the relationship rumors further in Nicki Minaj’s cotton-candy dreamscape of a music video for her single, “Moment 4 Life,” in which the two get married underneath a fireworks display. We’re treated to their first musical collaboration, “What’s My Name,” along with a video that features them flirting in a convenience store. In January 2023, Maluma celebrated his 29th birthday in Miami with Gomez and a few celebrity friends, including Marc Anthony and David Beckham. After “Happy Birthday” was sung to him, Maluma appeared to nearly propose to Gomez, but the group laughed off the gesture before the singer gave Gomez a kiss and blew out his candles.

The couple announced Rihanna’s pregnancy in January 2022 with a snowy photo shoot in the “F–kin’ Problems” rapper’s native Harlem. The A-listers then fueled romance rumors even more when they were seen hanging out together at Coachella that April. Drake and Leia’s Dodger Stadium date was the first big public sign of their dating. It’s clear that Drizzy is a fan of wining and dining a number of beautiful ladies, but maybe he still hasn’t found the one for him yet. We’re not complaining though – the more heartbreak he faces, the more songs and inspiring quotes he writes to help us through any post-breakup blues. There’s no proof that this fling ever went on, but one thing’s for sure – Drake treated her to a bunch of gifts from a Balenciaga store.