Canadian artist Drake has been around the block when it comes to relationships. It is clear that he is not one to shy away from a hot young chick, especially with all of the hot girls in the music industry (and beyond). Many times, we hear about Drake’s latest female “acquaintance” thanks to his mixtapes and singles. There are the very public relationships, such as Drake and Rihanna, and then there are more low-key connections that you may have to check out this list to find out about! Either way, Drake has been through quite a number of girls, so here is our list of The 20 Hottest Women Drake Has Been With.
Some of these girls you will know about. Think Nicki Minaj, Zoe Kravitz, and Serena Williams. There are even some feuds between Drake’s ex-girlfriends that have been made public over the Internet. Sure, these might be “rapper problems,” but Drake has definitely solidified himself as a pimp on his way to becoming like Snoop Dogg (but at least Drake has musical talent, though feel free to check out 16 stunning women that Snoop has affiliated himself with)
Still, it is no surprise that Drake is a womanizer of sorts. If you have any doubt, just take a listen to pretty much any of his songs, and you are bound to hear at least one girl’s name. Really, it wasn’t hard to find 20 women that Drake has been with but that doesn't make the list all the more intriguing.
15 Tika Sumpter
35-year-old Tika Sumpter is an actress, model, and TV host. She was linked to Drake and back in 2011 it was kind of cute when she admitted that she had “a slight crush” on the singer. He must have heard about it, because the two were later linked romantically. Now that she is no longer Drake’s main squeeze, what is she up to? She has been acting in such productions as Ride Along, Get On Up, and Bessie. She even played the First Lady herself in the film Southside With You. Not bad, Tika! Psh, who needs a super-star boyfriend anyway?
Ri Ri is the epitome of the on-again, off-again girlfriend. She and Drake have been very public about their romance, and the coupling has even led to some new songs and music. Yet, the duo is currently kaput, although both parties seem to be okay with that. For one, Rihanna recently sold her Beverly Hills mansion for a buttload of money. And guess who bought it? John Legend and Chrissy Teigen! Yeah, that’s right; Rihanna is an independent woman now. She has come a long way since her domestic-abuse case with Chris Brown. And it looks as though she is just fine with not dating Drake.
13 Tyra Banks
This brief pairing was absolutely magical! When Tyra and Drake went out on a date to Disneyland, it was so sweet. Too bad the romance did not last too long. We personally think that Drake missed out. Tyra is strong, fierce, and hello; super booty-tastic! But that’s okay, because both Tyra and Drake ended up having fun on their Disney-themed rendezvous. They actually had to wear disguises in order to ensure that they would have a stress-free time together. It was actually pretty cute to hear Tyra talk to Steve Harvey about Drake. She even busted out a rhyme to commemorate the outing!
12 Nicki Minaj
Okay, so Nicki Minaj has been linked to Drake, but then she started dating Meek Mill, but called out Drake’s other girlfriend, Serena Williams, saying that Drake would totally date Nicki if he were not with Serena. Did you catch that? Yeah, we know; it’s crazy. But Nicki Minaj is crazy (albeit smoking hot.) Of course she is one of the women who has been linked to Drake. Yet we can’t really get on Drake’s case about calling the relationship quits. It seems that Nicki would be a bit…high maintenance. So it’s a good thing she has Meek Mill now!
11 Zoe Kravitz
Zoe Kravitz is another woman who has been in an on-again, off-again romantic relationship with Drake. The second time around, Zoe was the rebound girl after Drake broke up with Rihanna (yet again.) Can this guy just chill and be single for a minute? Seriously! Anyway, Zoe and Drake were spotted at Zoe’s concert in Toronto (Canadian love!) and sources said that the couple were getting pretty passionate with each other backstage. Uh huh…hm. Even though Drake claims that he doesn’t like to get back together with ex-girlfriends, he seems to do it quite a bit. Using and abusing, Drake!
10 Keshia Chante
Keshia Chante has definitely not been afraid to speak out about her romantic relationship with Drake. She talked about their intimacy and the action under the sheets in a video interview back in 2013. The singer-songwriter has since moved on and is pursuing her own career, which also includes acting and humanitarian work. She is a hot topic and TV personality on BET, and you guessed it, she was called out by name in a Drake song, as is his trademark. To her credit, Keshia became the new host of the BET show 106 & Park, and was inducted by none other than Drake himself!
9 Alisha Phillips
As you may expect, Alisha Phillips is very attractive and very much an ex. She is a model and actress, and Drake dated her for a hot second (and then mentioned her in a song, of course.) Actually, Alisha does music herself as well, but let’s focus on her modeling. Because she is super-hot. Drake is missing out! She was discovered at just age 10 by Ford Models (a prestigious modeling agency.) Now she is a star in her own right and has branched out in both modeling and acting. Along with her music, she is a triple-threat. With her looks, voice, and talent, we are sure that she can snag someone a step up from Drake anyway!
8 Bria Myles
Bria Myles is yet another woman who found herself within the lyrics of a Drake song. She actually spoke out about it on Twitter, stating the Drake mixed her up with another one of his ex-girlfriends. Ouch. So, she doesn’t deny being with Drake, but his story of their romantic past is a bit different in her mind. Well, whatever the reality, one thing is for sure: she is one of Drake’s many hot ex-girlfriends. Well, we wish that we were so lucky to mistake our model-girlfriends, but hey, that’s just a day in the life of Drake. What a life!
7 Catya Washington
Catya Washington is yet another model who was romantically linked to Drake. Part of The Official Bad Girls Club, “Cat,” as she is known, may have a reputation for being a bit high maintenance, but judging by Drake’s romantic past, that makes perfect sense! Unfortunately for Catya, she was arrested and charged with multiple accounts of drug-related crimes and misdemeanors. Rough. So it looks as though Drake’s life is a lot better without that unnecessary drama. Besides, he has plenty of other dramatic events in his life. We have to ask: who would date an official “Bad Girl” anyway? C’mon, Drake!
6 Maliah Michel
Drake sent some hate mail to his ex-girlfriend Maliah Michel in the form of a tweet. He hit the Twitter-sphere and posted some low-blows to Michel (who is a stripper.) Then Michel took to the social media site to cuss out his original tweet. Then it just became a back-and-forth hate fest between the two. Ugh, how tacky. But not as tacky as having a stripper for an ex-girlfriend. Good on ya, Drake! Hopefully he learned his lesson and will stay away from the strip club and the girls in them! Even so, Michel does have a curvilicious figure that would be hard to deny, just sayin’.
5 Serena Williams
Somehow tennis superstar Serena Williams has enough time for romantic relationships, although we have no idea how. She has most recently been with Drake, and is one of the latest women linked to the singer. This has led people to speculate just how serious their relationship is. Are they just really good friends, or is Drake Serena’s official boo? So far both parties have been mum on their activities with each other, but maybe 2016 will be the year Serena wins yet another Grand Slam title AND the heart of a famous singer. Oh, the anticipation is killing us!
Nebby is said to be the girl behind Drake’s song “Hotline Bling.” So, who is Nebby? If the name does not sound familiar, that’s okay. Her real name is Zineb Samir and her relationship with Drake dates back to 2009. That is why in “Look What You’ve Done,” Drake sings “It’s like ’09 in your basement and I’m in love with Nebby / And I still love her but it fell through because I wasn’t ready.” So yeah, that’s “Nebby!” But is she also the subject of “Hotline Bling”? We know that Nebby has appeared on Drake’s Instagram account on various occasions. And let us tell you, she is definitely a looker.
So, which Drake song was Jade featured in? It was “Look What You’ve Done,” in which Drake sings “It’s like ’06 in your backyard, I’m in love with Jade / And I’m still in love, just when it’s that real is when it doesn’t fade.” So, who is this Jade? Apparently she is someone that Drake fell in love with in the past. She seems to be referenced in another Drake song, “Thank Me Later,” in which he sings “But those same ones from your area will grow / intro women that are ready to get married at hello.” So who knows if this is really about Jade, but we do know that she is a beautiful woman and another gorgeous face to add to the list of Drake’s e-girlfriends.
2 Ravie Loso
Congratulations, Ravie Loso. You are the next woman in Drake’s life! Yes, the model is the latest girl to be seen canoodling with the singer, and she also hangs out with other high-profile celebs. For example, she recently brought her new boo Drake to Kendall Jenner’s 20th birthday bash. Ravie is effortlessly glam, and showed up to the party in a skin-tight dress with high heels and loads of cleavage. Sounds like a woman right up Drake’s alley. According to sources who were at the party, Drake and Ravie were pretty much on top of each other the whole time. Now that’s cute. Not.
1 Amber Rose
Drake kicked off the new year with rumors that he was in a romantic relationship with Amber Rose. The two stars reportedly spent the New Year’s holiday together in Miami. Ooh, la la! As if we needed further evidence, Amber Rose herself posted on Instagram some hints about her rendezvous with the singer. Her photo showed Drake performing at a private performance on New Year’s Eve. She captioned her photo with “Daddy/AFOVO” to refer to Drake, and referred to herself as “6Goddess.” To be honest, we don’t even know what that means. So, it looks as though Amber Rose is totally over Wiz Khalifa.