Drake’s Dating History – A Complete List of Girlfriends

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drake dating history

Drake isn’t only famous for his quotable lyrics but also his on-and-off again relationships with the likes of Rihanna and the bootylicious Jennifer Lopez.

Unlike his music, his love life is kept under-wraps with little information being leaked about his girlfriends, leaving the rest of us eager to know more, like who is Kiki? And does she really love Drake? One thing’s for sure, Drizzy hasn’t met the lady of his dreams just yet.

From famous faces like Bella Hadid to unknown Instagram models like Zmeena, here’s a list of Drake’s dating history and timeline of his relationships so far…

Rumored Ex: Taraji P. Henson

Who is She? Actress
Dated In: 2010

In late 2010, it was rumored that the famous rapper had his eyes set on a cougar, also known as Empire actress, Taraji P. Henson. She later confirmed that they were just friends but if he’d been 10 years older, she would have definitely been down for some dating.

We guess this one just wasn’t part of God’s Plan

Rumored Ex: Nicki Minaj

Who is She? Rapper
Dated In: 2009 – 2010

It only makes sense that these two rap-stars were super close as they’re both signed to Lil Wayne’s Young Money label. But we’ve always felt like there’s been something more between them than just friends.

From Drake proclaiming that he had a crush on her and wanted to marry the rap queen on his Take Care album, to lap dancing in Nicki’s Anaconda video, the chemistry between these two rappers has never been clearer. Unfortunately for Nicki and Drake shippers, the two continue to insist that they’re simply “like family” to each other.


Wanna know who else the rapstress has hooked up with? See Nicki Minaj’s dating history!


Rumored Ex: Rita Ora

Who is She? Singer
Dated In: 2012

After Drake wrote Rita’s single R.I.P. in 2012, there were rumors flying that the British bombshell and Canadian rapper were an item. She also appeared in Drizzy’s video for The Feeling of Pain, which confirmed their undeniable fondness for each other.

Whether Rita was Drake’s girlfriend or not, we think these two would have made a super cute couple, don’t you?!

Ex: Tyra Banks

Who is She? Top Model
Dated In: 2013 

The lyrical legend confirmed on The Ellen DeGeneres Show that he dated supermodel, Tyra Banks in 2013. And, it wasn’t just any old date – the pair went to Disneyland in disguise! How fun!

Sadly, it was a one-time thing and the relationship ended before it even started. She did make a super-cool cameo in his Child’s Play video, though, confirming that the two remain good friends.

Ex: Rihanna

Who is She? Singer
Dated In: 2009 – 2016 (on & off) 

Here’s a love story that really touched our hearts! Especially after Drake confessed his love and admiration for the Fenty Beauty mogul at the 2016 MTV VMAs. Sadly, the Work singer found his confession ‘awkward’ and confirmed that they no longer had a relationship. Despite this, the duo’s chemistry is undeniable.

Drake has written lyrics about Rihanna and even gotten up, close, and personal with her in music videos, but the musicians have never actually admitted to ever having a romance. We’ll ship this couple till the day we die…

Ex: Zoe Kravitz

Who is She? Actress
Dated In: 2013 – 2014

This hot couple were caught canoodling at a Beyoncé concert in 2013 and have even appeared in each other’s Instagram pics since then. The actress confirmed that she and Drake were indeed an item, and that Drizzy was ‘sweet’ and a ‘cutie’. But it doesn’t end there – the pair were seen rekindling an old flame at the Golden Globes in 2018, too!

Eventually, Zoe became just another of Drake’s ex-girlfriends as nothing new came out of this fling.

Ex: Blac Chyna

Who is She? Model & Entrepreneur
Dated In: 2014 & 2018

Drake was originally linked to bad girl, Blac Chyna in 2014, when he publicly got into a Twitter spat with her then-boyfriend Tyga, claiming that he “smashed her”. Chyna then added fuel to the fire by uploading a provocative picture, which she tagged Drake in, with the caption “Miss Me……#neverforget”.

Following her fall out with ex, Rob Kardashian, the model has been seen on two separate occasions cozying up with Drake in L.A. clubs. Forget Tyga, it seems like Chyna’s getting her claws onto another rapper!

Ex: Serena Williams

Who is She? Tennis Player
Dated In: 2011 & 2015 

Drake was spotted a number of times watching Serena Williams play tennis throughout 2011 to 2015 but never confirmed that they were dating. She also appeared in Trey’s Songz’ Bottom’s Up video, which was reportedly shot in Drake’s condo. Then photos surfaced of the duo kissing in a restaurant, pretty much confirming their hook-up.

It’s safe to say that this relationship will never rekindle though as the tennis superstar is now married to Reddit founder, Alexis Ohanian.

Rumored Ex: Amber Rose

Who is She? Model
Dated In: 2016

After his fling with Blac Chyna, Drizzy may have moved on to her BFF. The controversial Amber Rose was spotted partying with Drake on New Year’s Eve in 2015 but they have both denied a romance ever since.

We wouldn’t put it past them to casually hook-up, but it’s clear that their relationship would never go further than that!

Rumored Ex: Hailey Baldwin

Who is She? Model
Dated In: 2016

Justin Bieber’s wife was linked to the Scorpion rapper after they hung out during Memorial Day weekend in 2016. Entertainment Tonight reported that the pair were “totally engrossed in conversation” and couldn’t stop “smiling” at each other during the meal.

But it seems like the two were just friends, as the supermodel had her heart set on her current man, even back then! We’re so glad she found her fairy-tale ending.

Rumored Ex: India Love

Who is She? Instagram Model
Dated In: 2016

Drake shared a short affair with Instagram model, India Love back in 2016 amidst his on-and-off relationship with Rihanna. Funnily enough, India’s ex-boyfriend, Cliff Dixon, was rumored to have cheated on her with Rihanna. What a love triangle!

Drake later confirmed that this fling was nothing serious and that the socialite was just doing it to get a larger following on social media.

 

Rumored Ex: Jennifer Lopez

Who is She? Singer & Actress
Dated In: 2016

J.Lo’s boyfriend list goes on and on, but one that got the people talking was this reported fling! The Dinero star supported Drake at his Vegas show for New Year’s and sorta confirmed their rumored romance by sharing a post on her own Insta page.

J.Lo wasn’t Drake’s girlfriend for too long, but their iconic fling will certainly go down in pop culture history…

Ex: Sophie Brussaux

Who is She? Former Adult Film Star
Dated In: 2017

Drake’s baby mamma, Sophie Brussaux has been in the public eye a lot lately, after Drake confirmed on his Scorpion album that he is indeed the father of little Adonis.

According to the rapper’s lyrics on his track Emotionless, the pair had only met twice but that was enough to get Miss Brussaux knocked up.

Rumored Ex: Jorja Smith

Who is She? Singer
Dated In: 2017

The pair collaborated in 2017 when Jorja opened his Boy Meets World tour in Birmingham. During this time, it was rumored that the singer was his girlfriend and that his tattoo of the number ‘11’ was dedicated to her birthday – June 11th.

Fans added more fuel to the fire when they took to Twitter to speculate whether Drizzy’s song, Jaded was actually about Jorja…

Rumored Ex: Rosalyn Gold-Onwude

Who is She? NBA Sports Broadcaster
Dated In: 2015 & 2017

This lucky lady was the only other woman apart from Drake’s mother to walk a red carpet with the Canadian star. The pair looked super cute posing together for the paps and at the time, a source told E Online that “He likes how normal she is, and she has her head on straight. They laugh and are enjoying getting to know each other.”

It was later reported that they were just close friends.

Rumored Ex: Bella Hadid

Who is She? Model
Dated In: 2017

Another star that Drake’s Scorpion album refers to is top model, Bella Hadid who is currently linked to The Weekend. Rumors circulated that the rapper pursued Bella for 4 months, wined and dined her, and even threw her a surprise 21st birthday party, before allegedly ignoring her by text!

Bella took to Twitter after the release of the album to confirm that nothing happened – although we’re not sure we believe her…

Rumored Ex: Raye

Who is She? Singer
Dated In: 2018

Drake was spotted in London with Decline singer, Raye following dating rumors earlier in 2018. It was reported that the hip-hop star took an interest in the singer’s songwriting skills and hung out with her quite a bit whilst working in the U.K.

Whether they were romantically connected or not, this music duo got to know each other over a string of dates in London town and hey, they did indeed make a cute couple.

Rumored Ex: Malaika Terry

Who is She? Instagram Model
Dated In: 2018

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.

Malaika later confirmed on the Rickey Smiley Morning Show that they were just good friends.

Rumored Ex: Zmeena

Who is She? Actress & IG Model
Dated In: 2018

Around the same time that Drake was spotted holding hands with Malaika Terry, he was also seen leaving a restaurant with Instagram model, Zmeena. We’re not sure whether he’s set his sights on this curvaceous celeb or whether this was just another one of his attempts at dating.

One thing’s for sure, the twerking Zmeena has received a backlash of nasty comments after her pictures appeared with the Scorpion rapper.

Rumored Ex: Kim Kardashian

Who is She? Reality TV Star
Dated In: 2018

This apparent affair got the whole world talking – and singing! Drake’s In My Feelings lyrics (“Kiki, do you love me?”) had people assuming he and reality TV star, Kim Kardashian had a secret relationship.

Fuel was added to the fire when Drake feuded with Kanye West, making everyone think he’d hooked up with Ye’s wife as payback. Kim was quick to debunk the rumors though with a tweet saying “Never happened. End of story.” We enjoyed the tea while it lasted!

Rumored Ex: Stefflon Don

Who is She? Rapper
Dated In: 2018

Rumor has it that Drake was dating British rap star, Stefflon Don. After exchanging flirty messages during Drizzy’s Instagram Live session, the duo were spotted getting cozy at dinner in Miami back in November 2018.

“I’m a confident guy, I hold my own in any room, I’ve known you for a while, we buss ’nuff jokes together,” he told the artist during their cheeky Insta convo. Drake, Stefflon, we’ll have our eyes on you!

Rumored Ex: Kylie Jenner

Who is She? Reality TV star
Dated In: 2019

Drake has been linked with a fair share of famous gals, but this apparent hook-up might be his most controversial! The rapper was linked with Kylie Jenner at the end of 2019 when it was rumored they were flirting at his birthday party.

A source told Us Weekly, “They seemed to be enjoying each other’s company. They were joking around and Kylie was laughing. She seemed to be really happy and in a great mood and her and Drake seemed very comfortable with each other. There seemed to be an attraction there.” Nothing seemed to come out of this rumor though, putting dating speculations to rest.

Rumored Ex: Imaan Hammam

Who is She? Model
Dated In: 2020

Drizzy was linked to another gorgeous model early 2020 when he was videoed cozying up with Imaan Hammam during New York Fashion Week.

The footage showed the duo enjoying an intimate chat and getting touchy feely with each other, but nothing about their relationship has blossomed since then…

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 he writes to help us through any post-breakup blues.

Which girl from this dating history do you think is best matched with Drake? Let us know in the comment section below!


Tale Teller

Joanna has a history in the fashion world; having studied lifestyle and fashion journalism at BA and MA level, she then proceeded to work in the hustle and bustle of fashion PR. These days you can find her working in the marketing sphere, content writing and religiously following the ins and outs of the entertainment world. She’s obsessed with celebrity style and the Kardashians – but who isn’t?!

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