Drake may be rap’s most sensitive man, and he’s certainly one of the most swooned over – just check out the Huffington Post’s “22 Reasons Why Drake Would Be The Most Perfect Boyfriend.” His high-profile are-they-or-aren’t-they romance with Rihanna made headlines all spring, but Drake has also dated (or been rumored to date) many other celebrities, including Zoe Kravitz, Nicki Minaj, Amber Rose and more. Read on to find out all about Drake’s love life!
Keshia Chante (mid-2000s)
Keshia and Drake have been friends since they were teenagers, which means that people have often wondered if they have a romantic history! Last year, Keshia said that they’d never dated, but that Drake is definitely her “type.” Drake also gave a suspicious answer, saying, “She’s a cool person, I’d be proud to say that we had our time when we were like 16 years old.”
Jade Lee (2006)
Drake raps about Jade in “Karaoke” and “Look What You’ve Done.” Jade went public with her story in 2012 and still sometimes hangs out with Drake. “10 Years ago we use to dream about being a rapper and an event planner,” Jade captioned an Instagram photo of the pair.
Zineb “Nebby Neb” Samir (pre-2009)
Drake revealed that one of his songs, “Best I Ever Had,” was written about this ex-girlfriend.
Bria Myles (pre-2009)
Drake mentioned Bria Myles in two songs – “Bria’s Interlude” and “From Time.” After he rapped about meeting her at Beverly Center’s Macy’s, Bria tweeted back at him, “It was Bloomingdales.”
Cat Washington (2009)
The “Bad Girls Club” star revealed that she and Drake were together for over a year after meeting on the set of “Best I Ever Had.” “He flew me out to Toronto and we started kicking it and liking each other. One flight turned into ten then the next thing you know I got a toothbrush in there and it’s on,” she said. “It was a regular relationship. I was in love and he was in love but at the end of the day he started getting a little bit too loose.”
Vanessa Veasley (2010)
in 2010, gossip bloggers wrote that Drake and Vanessa had hooked up – and that he’d gotten her pregnant. His song “The Resistance” describes a similar situation. However, they were never seen together and it seems that neither has even mentioned each other – the rumors seem to come from some subtweets from Vanessa’s manager and Drake’s lyrics. Hmmm.
Teyana Taylor (2009, 2013)
Drake and Teyana were linked in 2009 and again in 2013 when they were spotted hanging together and even sharing social media photos that looked awfully couple-y (in 2009 they were on MySpace, in 2013 they were on Instagram).
Nicki Minaj (2009)
Drake and Nicki have been longtime friends and collaborators, which means that romance rumors have occasionally sparked. However, both have insisted that they’re just friends. “Me and Nicki are like family,” Drake said last year. “I just love Nicki with all my heart. We haven’t really shared like intimate moments.”
Rihanna (2010, 2014)
Drake and Rihanna dated twice – first in 2010, and again (probably) in 2014. Drake didn’t confirm the first relationship until several years later, saying, “We had our moment. Always support and have love for her and yeah…” A few months later, they were seen looking cozy as they traveled around Europe together on Drake’s tour.
Maliah Michel (2010)
After exotic dancer Maliah appeared in Drake’s “Find Your Love” music video, it appears that they got very close! Maliah spilled on the relationship after the break-up, saying, “Drake and I had a really great relationship sharing a really close bond. I don’t know if people really realized that…With Drake, he was always a gentleman, he was really sweet and he cared for me. He was great.”
Amber Rose (2010)
Drake and Amber Rose were linked in 2010 but Amber shot down the rumors – as well as many others! – on Twitter, saying, “ was with my ex for 2 years and now I have a new love. If that makes me a Slore then so be it. I have NEVER slept with Fabolous, Drake, Chris Brown, Amare, Lebron, Cassidy etc. nor have I been a prostitute.”
Taraji P. Henson (2010)
2010 was a busy year for Drake! He was also linked to Taraji P Henson, but she later denied the rumors, saying, “Drake was a friend. It was cute because I knew he liked me and I kept looking at him like ‘If you were ten years older, boy whooo’ but no.”
In 2010, MediaTakeOut rumors said that Drake had slept with his collaborator Lil Wayne’s girlfriend, Shanell, while Lil Wayne was in jail. However, nothing ever came of the rumors.
Ericka Lee (2011)
In 2011, a woman called Ericka Lee said she was Drake’s ex and sued him for songwriting credits on “Marvin’s Room.” “This claim is entirely without merit and our client has not engaged in any wrongful conduct,” said Drake’s reps.
Dolicia Bryan (2011)
Drake and video vixen Dolicia met at a party in early 2011, and, near the end of the year, Dolicia’s rep confirmed that they were dating. However, they apparently split just a month later.
Serena Williams (2011)
The rumors started when Drake was seen cheering on Serena at several games, and Common recently revealed that his 2012 beef with Drake was over his ex! “For me, I think it was an emotional thing. Meaning, I was feeling like, at that time, I think it was the Drake-Serena situation,” he said. “I didn’t know what was going on with that.”
Sophia Marie (2012)
Drake was linked to model and dancer Sophia Marie in 2012 after she appeared in his “Best I Ever Had” video.
Rashida Jones (2012)
Drake and Rashida were seen getting close after meeting at Sundance, however, her rep said that they were just friends.
Tyra Banks (2012)
Drake was linked to Tyra in 2012, and he later revealed that they went on exactly one date. “I went on a date with her one time, yeah. We went to Disneyland in disguise actually, which was fun,” he said. “I don’t know if it was a date. It was a get together. We’re close as well.”
Kat Dennings (2012)
Drake also revealed he went on one date with Kat Dennings. “I just always had a huge crush on Kat Dennings and she was kind enough one night to oblige me and we went out for dinner,” he said. “They don’t call me back after one date according to this.”
Drake and Chandra Davis – aka “Deelishis” on “Flavor of Love” – were seen spending time together in 2012, but Chandra denied the rumors, saying, “Drake and I are just friends, and that’s the extent of that. Drake is a very talented young man, and he’s wise beyond his years. He’s talented, but no. That’s not my boyfriend; he’s a good friend.”
Rita Ora (2012)
Drake and Rita were linked after they collaborated on Rita’s song “R.I.P.” and were allegedly seen kissing backstage, but Rita said the rumors weren’t true. “We’re really good friends actually … He has my back so it’s really nice to know I have a guy that’s a good friend like that,” she said.
Paris Morton (2012)
Drake released a song called “Paris Morton Music” named after the model.
Tatyana Ali (2013)
Drake was linked to “The Fresh Prince” star Tatyana after he rapped about having dinner with her in his song “Tuscan Leather.” However, Tatyana said they’d never dated, but that they had met. “It’s not true,” she said. “He happened to be at the same club that I had my birthday party at. He got me a bottle of champagne and we took a picture.”
Zoe Kravitz (2013, 2014)
Drake was linked to Zoe both before and after his European tour with Rihanna. They’ve been spotted out together and appeared in each other’s Instagram photos, but neither has commented on the relationship – yet! Zoe said they were “just good friends” when asked in January, but reports said they were “all over each other” at Zoe’s Lolawolf concert in June.