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12 Surprising celebrities Drake dated — and nobody ever knew

Jake Klyn is a student at the University of Arizona studying Business Economics. He has been playing the piano since he was 5 years old and writing as soon he could lift a pencil. He primarily focuses on learning everything that is anyth...

#1/13:

Drake

WENN
#1/13:

Drake

 Meet the women who are the reason for the rapper's "soft" and "sensitive" songs. 

#3/13:

Zoe Kravitz

Pascal Le Segretain/amfAR15/WireImage
#3/13:

Zoe Kravitz

Kravitz and Drake have been found at Beyoncé's Mrs. Carter Show World Tour in Philadelphia and riding along on Drake's private jets and tour bus. They may be dating, but no reports have surfaced confirming this new love. 

#4/13:

Tika Sumpter

#4/13:

Tika Sumpter

Tika admittted in an interview saying she and Drake hooked up before the rapper's rise to fame. At the time Drake was "working on music," and she described him as "super sweet and super nice."

#5/13:

Rashida Jones

Jason LaVeris/FilmMagic
#5/13:

Rashida Jones

 In 2012, these two shared countless hook ups and secret dates. Unfortunately, the two fell out of love once Drake become relucant to publicly bring light to their relationship. 

#6/13:

Kat Dennings

Kevin Mazur/Getty Images
#6/13:

Kat Dennings

Drake has "always had a huge crush on Kat Dennings and she was kind enough one night to oblige [him]" for dinner. Unfortunately for Drake, Dennings did not like him after their date and will have to stay being a crush. 

#7/13:

Nicki Minaj

Johnny Nunez/WireImage
#7/13:

Nicki Minaj

 The rumors of these two hooking up have circulated for so many years we couldn't leave her off the list. 

#8/13:

Tatyana Ali

Jason LaVeris/FilmMagic
#8/13:

Tatyana Ali

Drake said it himself in his song "Tuscan Leather": "The fresh prince, just had dinner with Tatyana, no lie." 

#9/13:

Serena Williams

Ian Walton/Getty Images
#9/13:

Serena Williams

 Drake was reported saying that he "really, really love[s] and care[s] for Serena Williams" and that "it's great to watch her play tennis."  

#10/13:

Dollicia Bryan

Chelsea Lauren/Getty Images
#10/13:

Dollicia Bryan

Video model Dollicia Bryan's reps admitted to her romance with Drake way back in 2011. The relationship fell apart quicker than it formed, however.  

#11/13:

Maliah Michel

Keipher McKennie/WireImage
#11/13:

Maliah Michel

Featured in Drake's music video for "Find Your Love," Michel and Drake's relationship ended quickly because Drake was not very fond of Michel's career: stripping. 

#12/13:

Rihanna

Jeff Gross/Getty Images
#12/13:

Rihanna

Everyone knew about this tumultuous relationship, but we couldn't leave it off the list. The pop star has been pulling on Drake's heart strings for years, which even led the rapper to the beef with Chris Brown. 

#13/13:

Winnie Harlowe

Daniel Deme/WENN.com
#13/13:

Winnie Harlowe

According to Page Six, Harlowe left her own party to cozy up with Drake at an all-night bash he hosted in London. Onlookers said the party was full of hot models, but Drizzy only had eyes for Harlowe.

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