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Drake Dating History: A Complete List 39 Relationships

Drake Dating History

What do we know about Drake’s dating history? Who is the Canadian rapper and singer dating right now? Does Drake have any kids currently? Aubrey Drake Graham, professionally known as Drake, is a Canadian rapper, singer, actor, and businessman. He sang so many successful and popular songs such as Thank Me Later, Take Care, Nothing Was The Same, and many more.

Besides that, he is known for his role as Jimmy Brooks in the CTV teen drama series Degrassi: The Next Generation. On top of that, this popular rap star won 4 Grammys, 29 Billboard Music Awards, and many more music awards as well.

Moreover, in Billboard Music Awards 2021, he was named Artist of the decade. Furthermore, he was also ranked five among the 10 Greatest Music Artists since 2010. Well, undoubtedly, Drake proved himself an overachiever, and along with his accomplishments, his fan following over the years has increased to another level.

Besides that, Drake’s dating history is as interesting as his professional life. Being a famous rapper, he has dated high-profile women sharing the same profession. And we all know that when it comes to celebrities’ love to live, we are already ready for gossip.

So if you are here to know everything related to Aubrey Drake Graham’s dating history, then you are in the right place. Here we will reveal all of Drake’s past relationships and the reason behind the breakup as well. Further, we will also talk about Drake’s current relationship status as well.

Aubrey Drake Graham’s Dating History

Now it is finally time to reveal the most asked question about Drake, which is about his past relationships. Come have a look at Aubrey Drake Graham’s dating history.

1. Keshia Chanté:

Keshia Chante is a popular Singer and TV personality. Have you ever wondered who is the mysterious “Kiki” from In My Feelings? Well, now you will know. Indeed, she is a singer and TV personality. Keshia Chante is said to be the famous “Kiki” from the famous lyrics of Drake’s song. The dating year is not available on the internet, and this is clear which year they dated each other. However, Drake’s first teenage love is Keshia.

Keshia Chant

Kiki (Credit: Instagram)

In the year 2013, on an episode of 106 & Park, Drake told her, “You are one of my first crushes, I rapped about you before, and lots of people do not know about this.” Puppy love, Fallen, Deceiving, and Madonna are songs where Drake mentions Keshia Chante in the lyrics, and they are still like buddies.

2. Tika Sumpter:

They are some rumors about actress Tika and Dizzy, but we can’t be assured that she was one of Drake’s lady loves. It’s only common knowledge that she had a crush on him, and they went out to dinner. During the days of Degrassi: The Next Generation, Drake, and Tika Sumpter had connections.

Tika once revealed, “I had a crush on dizzy, and I have known him for a long time. He was our celebrity set-up, so we went on dates, and we had dinner together. Drake is such a kind and sweet person. I saw him a long time ago. He was genuinely a sweet guy.”

3. Kat Dennings:

Kat Dennings, we do not call her ex-girlfriend of Drake, but she officially went on a date with Drake. Their relationship could have progressed, but Kate found the relationship too difficult to pursue.

After having dinner together with great sushi, Kate Dennings said that she was warned by Drake’s fans with lots of angry tweets. She tells some of the tweets, “I looked at some tweets, and they were like ‘Kate Dennings, f**k you, ‘you can’t take Drake from me, he’s mine, stay away from him.”

Kate Dennings

Kate Dennings

In The Ellen DeGeneres Show, Drake revealed that he wanted to go on a date with Dennings and also said that “he always had a thing for Kate.”

4. Jade Lee:

Alexa plays karaoke by Drake. You may remember Drake rapping about the “wedding planner” who wanted Jade Lee as his wife during his 2010 track. Well, Jade Lee was one of his first loves of Drake. They grew up in Toronto, and she was perfectly wifey-material. But according to the song’s lyrics, Zedd felt that Drake’s life was “too much” and thus ended sadly.

5. SZA:

For years, there have been many assumptions about whether Drake and SZA ever dated or not. We will get a hint of an old romance in the lyrics of his song Mr. Right Now, SZA finally revealed to the world that, she dated “Drake” for once.

SZA

SZA (Credit: Instagram)

“She wanna fu*k to some SZA, wait/’Cause I used to date SZA back in ’08” these lines are in Drake’s Mr. Right Now lyrics. In 2022, SZA told the truth about this line:

“Weirdly, I used to be like, ‘Did they recognize?’ No one asks me to be in it. No one said anything else, We’re calm, we’ve always been relaxed. It’s never strange. Every time he mentioned me, it’s been always in a positive way, and never said anything bad about me.

I’m very grateful for that, and it’s bizarre all these years went past. As I’m an artist now, but I wasn’t then, he is the Drake.” Later in her tweet, she confirmed that they dated in 2009, not 2008.

6. Bria Myles:

Have you ever wondered who the Bria from Drake’s 2009 album is? Album 2009 So Far Gone was inspired by Bria nothing is stunner than this look. Drake has never verified or denied the relationship with Bria Myles, who is an actress &model, but its interval titled with her name pretty much tells about what they were to each other.

Bria Myles

Bria Myles (Credit: Instagram)

Bria Myles, in a 2017 interview, verified that she went on a date with Drake. But when she was asked about how good Drake was in bed, she laughed a lot and did not answer the question.

7. Nebby:

If Drake truly loved someone, it was likely Nebby, AKA Zineb Samir. Not much information is available on the internet about these two love birds, but it is confirmed that she was one of Drizzy’s true love. Drake references Nebby in his song, Look What You’ve Done, with the lyrics, “It’s ’09 in your cellar & I’m in love with Nebby, And I still love her, but it fails because I wasn’t ready for love.” These lines are suggested for this young lady.

8. Rihanna:

The love story of these two truly touched our hearts! Drake confessed his love for Rihanna and respect for the Fenty Beauty mogul at the 2016 MTV VMAs. Sadly, the out-of-work singer found his confession ‘awkward’ and confirmed they were no longer in a relationship. Despite this, the chemistry between the two is undeniable.

Rihanna

Rihanna (Credit: Instagram)

Drake has written songs about Rihanna and even appeared in music videos with her, up close and personal, but the musicians have never actually admitted to a romance. We will ship this couple till the day we die.

9. Teyana Taylor:

Teyana Taylor is a superstar singer who was rumored about hanging up with Drake not once but twice! Firstly, in the year 2009, when Teyana shared a firm kissing photo, in which she later said that they are “buddies,”; and secondly, in 2013, when Drake shared a snap cuddling Concrete singer Teyana Taylor. Never more things came out of this duo, leaving it all to the fans’ vision.

10. Catya Washington:

Catya Washington is a model, after meeting Drake on the set of his video Best I Ever Had, the two love birds Dizzy And Catya are attracted to each other. Before they officially announce their relationship a month later. They seemed like a real couple until Catya realized that Drake was making a name for his rapping career.

Catya Washington

Catya Washington (Credit: Instagram)

On Hot 107.9, she finally revealed that they were in a serious relationship, “We are both in love, taking family dinners, we were pushing Whole Foods cart around, it was a serious relationship. But then he suddenly got away from me and after he appeared in Tabloids( a magazine with short articles and lots of pictures) with Malia. A trip to Jamaica which I never heard of, and I’m not invited.”

11. Maliah Michel:

Maliah Michel is an exotic dancer, and she appeared in Drizzy’s video Find Your Love. Well, when the video clip was released in the same year, they had a short fling between them. Not much information about these two is available on the internet about their affair, but we do know about their fight.

In the week of Houston Appreciation, when Drake “retired her jersey,” the dancer Maliah redressed with some angry tweets saying, “Y’all don’t know that ni**a been trying to make me stop dancing. Always putting me down about it. Always telling me I’m not better than anyone else in the club, selling a** instead of dancing. But ni**a can’t stay out the club.”

12. Taraji P. Hudson:

Tarija P Hudson is an actress; in late 2010, rumors were spreading like fire about Drake, a famous rapper, and Taraji P. Henson, also known as Empire actress. Later she confirmed that they were only just friends, but if Drake was ten years older, she would definitely go on a date.

Taraji P. Hudson

Taraji P. Hudson (Credit: Instagram)

13. Nicki Minaj:

Nicki Minaj is a rapper; they both signed to Lil Wayne’s Young Money label. These two rap stars were very close to each other as they were working for the same firm. But it always felt like they were more than just friends.

Drake officially revealed that he wanted to marry the rap queen in his Take Care album and that he had a crush on her for a long time. The chemistry between these two rappers is never clear, and Drake wants lap dancing in Nicki’s Anaconda video. Unfortunately, the duo shippers and the two continue calling themselves “like family” to each other.

14. Serena Williams:

Serena Williams is a Tennis player. Drake was always spotted watching Serena Williams playing tennis from 2011 to 2015, but it’s never confirmed that they were dating. Serena also appeared in the Bottom’s Up video by Trey Songz, which was shot in Drake’s condo. Then a kissing photo in a restaurant of the duo goes viral, which confirms their hook-up.

Serena Williams

Serena Williams (Credit: Instagram)

It’s safe to say that the relationship between the duo will never rekindle because the tennis superstar is now married to Alexis Ohanian, who is a founder of Reddit.

15. Dollicia Bryan:

Dollicia Bryan is an actress, they shared a short fling in the year 2011, and the photos of the duo together spread as a virus among fans. Nothing much available on the Internet except for a breakup over “colored contacts.” However, Dollicia “didn’t think a hazel-colored contacts lens were a good look” for the rapper.

16. Rita Ora:

Rita Ora is a singer; in the year 2012, after Drake wrote Rita’s single R.I.P., There were many rumors that started spreading that the singer-hottie and Canadian rapper were a good couple. Later she appeared in The Felling of Pain in Drizzy’s video, which confirmed their affection for each other.

It is not confirmed whether they were a couple or not, but their duo looks cute, don’t you think?!

Rita Ora

Rita Ora (Credit: Instagram)

17. Cyn Santan:

Cyn Santan is a model, hip-hop star, and love star. She is just another lady on the Drake dating list. They both met on the set of the No Lie video song, and after that, they were spotted hanging together many times for months. Not much information is available on the internet about their connections but based on information available on the Internet, Drake’s Song Company may well be on a gorgeous model.

18. Tatyana Ali:

Tatyana Ali is an actress also known as the Fresh Prince actress, rumors about the romance between Drake and Tatyana were at their peak in the year 2013 after Dizzy surprised her on her birthday night with champagne and PDA.

Drake also rapped on her in his song Tuscan Leather, “The Fresh Prince, just had dinner with Tatyana, no lie| all these ’90s imaginations on my mind | the difference is that with mine | they all come true in the expected time.” Tatyana denied the saucy lyrics and said I’m not in a relationship with Dizzy on The Real life, and we never hooked up.

Tatyana Ali

Tatyana Ali (Credit: Instagram)

19. Tyra Banks:

Tyra Banks is a top supermodel. In the year 2013, on the set of The Ellen DeGeneres Show, Drake confirmed that he dated Tyra. And not on just an ordinary date. They went to Disneyland like common people! How exciting and romantic!

Sadly, the relationship between the duo ended before it started. Later they confirmed that they remain good friends in the cameo video of Child’s Play.

20. Zoe Kravitz:

Zoe Kravitz is an actress. The hot duo was caught red-handed in the year 2013 at the Beyoncé concert canoodling each other and also appeared together in Instagram pics since then. Later she also confirmed that they are like items; Drizzy was “sweet,” and I was a “cutie.”

It does not end here. In the year 2018, at the Golden Globes, their old flame started reappearing again. Unfortunately, Zoe added in the list Drake’s ex-girlfriends. Nothing new news comes out.

Zoe Kravitz

Zoe Kravitz (Credit: Instagram)

21. Blac Chyna:

Blac Chyna is a model and an entrepreneur. In the year 2014, Dizzy was with the bad girl “Blac Chyna.” It comes publicly when Drake gets into a Twitter conflict with Blac & her boyfriend “Tyga.” Tyga claims that he “smashed her,” and Blac added some more fuel to the fire by uploading an intimate picture and tagging Dizzy in it, “#neverforgot. Miss Me.”

22. Bernice Burgos:

Bernice Burgos is a model. In the year 2015, a kissing photograph of both in Australia goes viral, and people start rumoring about Bernice she is the leading lady of Dizzy’s life. Later in the year 2017, Bernice clarified that they were just “friends.”

Bernice Burgos

Bernice Burgos (Credit: Instagram)

23. Amber Rose:

Amber Rose is a model. After Blac Chyna, Drake starts fling to her BFF “Amber Rose.” In the year 2015, on the eve of New Year, they both were caught partying, and when they were asked about their relationship, they just denied it.

Their hook-up was casual, and it’s clear that their connection never go beyond casual.

24. Hailey Baldwin:

Hailey Baldwin is a model and wife of the famous Justin Bieber. In the year 2016, on Memorial Day weekend Dizzy and Hailey “completely get lost in conversation” and couldn’t stop smiling and laughing at each other during the dinner.” But later, the supermodel set her heart on Justin Bieber, and their relationship only remains as friends.

Hailey Baldwin

Hailey Baldwin (Credit: Instagram)

25. India Love:

India Love is an Instagram Model. Drake, Rihanna, Cliff Dixon, and India Love had a spicy love triangle. In the year 2016, Dizzy had a short affair with India Love, but back in 2016, when dizzy had an on-and-off relationship with Rihanna.

Many rumors about India’s ex-boyfriend, Cliff Dixon, that he cheated on her with Rihanna. Later Drake confirmed that this was nothing real; it was just to gain some followers and to increase socialite.

26. Jennifer Lopez:

Jennifer Lopez is an actress and singer. Boyfriend list of Jennifer goes on, but one that got people’s attention was Dizzy and Jennifer’s fling! Jennifer supported Drake for his performance at the Vegas show for New Year. Later it confirmed they had connections when Jennifer shared a romantic post on her Instagram page.

Jennifer Lopez

Jennifer Lopez (Credit: Instagram)

Who knows if the relationship was real or not, but in the year 2017, Drake rapped about Jennifer in his Diplomatic Immunity “I lost a J. Lo.”

27. Sophie Brussaux:

Sophie Brussaux is an ex-adult film star. Lately, Sophie has been in the eyes of the public after Dizzy confirmed that he is the father of little Adonis in his album Scorpion. According to the Emotionless track Drake that they met only twice, but it’s enough to knock up Miss Brussaux.

28. Jorja Smith:

Jorja Smith is a singer. In the year 2017, they collaborated on Boy Meets World tour in Birmingham. During this time, rumors are spreading like the fire that Jorja is his girlfriend because of his tattoo “11,” which stands for her birth date, 11th of June.

Jorja Smith

Jorja Smith (Credit: Instagram)

29. Rosalyn Gold-Onwude:

Rosalyn Gold-Onwude is an NBA Sports Broadcaster. Rosalyn is the only woman apart from Drake’s mom to walk on a red carpet with Dizzy. They look perfect together, and they are posing together for the newspaper, and E Online said that “They act like normal, laughing and enjoying together.” Later it was confirmed that they were just close friends, like a family.

30. Raye:

Raye is a singer. In earlier 2018, they were caught in London rumors have started spreading since then. The reports said that hip-hop star Dizzy took a curiosity in the singer’s songwriting skills and hung out with her in the United Kingdom while working. It’s not clear whether they were couples or not, but the duo was seen hanging out in London Town.

Raye

Raye (Credit: Instagram)

31. Malaika Terry:

Malaika Terry is an Instagram Model. Drake was attracted to Malaika, who is a stunning bikini model. They were seen holding hands in Toronto and went on a series of desirable dates. There is not much information on the duo and how long they dated. Later, Malaika confirmed that they were good friends only on the show of Rickey Smiley Morning Show.

32. Zmeena:

Zmeena is an actress and IG Model. Same as Malaika Drake was spotted holding hands with Zmeena, and they were also seen leaving a restaurant. This is not sure whether they were in a relationship or not or just another dating attempt by Drake. Zmeena received lots of nasty comments when she appeared in a picture with a Hip-Hop star.

33. Kim Kardashian:

Kim Kardashian is a Reality TV Star. The rumors spread like fire, and the whole world talked and sang! “Kiki, do you love me?” by Drake’s In My Feelings lyrics. People start assuming that they had a secret relationship.

Kim Kardashian

Kim Kardashian (Credit: Instagram)

When Dizzy added fuel to the fire, Kim came forward and quickly demolished the rumors with her tweet saying, “It never happened. End of the story.”

34. Stefflon Don:

Stefflon Don is a rapper. The rumors about them started spreading when Drake was live on his Instagram. She started sending flirty messages during the live session. Back in November 2018, in Miami, they were spotted comfortable.

35. Kylie Jenner:

Kylie Jenner is Reality TV Star. At the end of 2019, the rumors about them spread; it was Dizzy birthday party, and both of them were flirting with each other.

Kylie Jenner

Kylie Jenner (Credit: Instagram)

A source reported in US Weekly about them that “They appeared like enjoying each other’s company. They were joking and laughing together. Kylie was very happy, and they both appeared very comfortable with each other. An attraction can be seen here.”

36. Julia Fox:

Julia Fox is an actress. The rumors about Drizzy and Julia hanging together. According to Page Six, in February 2020, they appeared together. The “secret romance” started when Drake reached out to Julia by Instagram DM. They went out for drinks, and on Valentine’s Day, he gifted her with two Birkin bags.

37. Imman Hammam:

Imman Hammam is a Model. They were dating in early 2020, during the New York Fashion Week, and they were spotted cozying. The video clip shows the duo enjoying an intimate conversation and getting touchy. But nothing came out about their relationship.

Imman Hammam

Imman Hammam (Credit: Instagram)

38. Johana Leia:

Johana Leia is a Model. In the fall of the year 2021, a heat-up between Dizzy and Johana was noticed when they found that they had a mutual love for basketball, and a romance between them occurred.

After they attended a basketball game together, rumors spread that Drake rented the Dodger Stadium in Los Angeles only for her to take her on an unbelievable private date. However, they shared a lovely picture of them on Instagram.

39. Cecilia Rose:

Cecilia Rose is a Tik-Tok star. There is no such information about this fling that went on the internet, but Drake gifted her a bunch of gifts from a Balenciaga store.

Cecilia Rose

Cecilia Rose (Credit: Instagram)

August 2022, in a CCTV footage of Designer Shop, they were spotted shopping. Dizzy spent around $300K on Cecilia. Anything she wants, he buys for her. The more heartbreak Dizzy faces, the more inspiring quotes and great songs he writes.

Written By

I like to explore new things, meet new people, and read books. You can reach out to me at rashmi@otakukart.com.

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