10 Women Who Made Drake Emotional

Drake, now more than ever, is at the top of his game. This past year, the Canadian rapper released an album, If You're Reading This It's Too Late and a mixtape, What A Time To Be Alive, along with rap

Drake, now more than ever, is at the top of his game. This past year, the Canadian rapper released an album, If You're Reading This It's Too Late and a mixtape, What A Time To Be Alive, along with rapper Future. Both releases have received overall positive reviews and reached number one on Canada's Billboard. He's effortlessly and unapologetically killed Philly-rapper Meek Mill's career (probably for good), and recently became a meme sensation after showing off his dance moves in "Hotline Bling". But before hitting this pinnacle at this point in his career, Drake was known as quite the soft, singing and sensitive fellow.

He first appeared as humble Jimmy Brooks on the tween hit-show Degrassi, in 2001. But Drake certainly hasn't let his rap career undermine his acting days. In his lyrics, Drake often alludes to his character Jimmy, claiming he's still spending money from his acting career in his song "You Know, You Know". But don't overlook the 'nerdy-Jimmy' side of Drake. Women like a man with sensitivity, and Drake has proven to be quite the ladies man. His songs frequently insinuate that the rapper is blinded by old rendezvous and old-flames he can't seem to let go off. Sometimes he sings, sometimes he raps, but here's an idea as to who brings which side out of him:

10 Courtney From Peachtree

9 Maliah

Drake isn't afraid to admit his love for strippers. Featured as the love interest in the music video for "Find Your Love", Maliah helped Drake find his love for her. Just like most of his boos, Drake couldn't let this one get away without name-dropping the stripper in his song "Miss Me". The flame went out quickly with her career choice being questioned for their breakup. In an interview on The Autumn Joi Live Show, Maliah claimed Drake was always a gentleman and always cared for her. Evidently, the breakup didn't go as smoothly as planned because the two got into a Twitter spat afterwards:

8 Bria Myles

Although this relationship wasn't as publicized as his past relationships, Drake still didn't let that stop him from naming a song after Bria Myles titled: "Bria's Interlude". It must have been love, or lust, at first sight because in the song, Drake says:

7 Madonna

6 Karrueche

5 Jade Lee

4 Zineb Samir

3 Serena Williams

2 Rihanna

Throughout his career, it's been known that Drake has always had the hots for Bajan pop-star Rihanna. The two are said to have met at New York's Lucky Strike Lanes & Lounge back in 2009. Just in time to alleviate Rihanna of the turmoil with ex-bf Chris Brown, Drake and Rihanna formed a sentimental bond. But apparently Rihanna did hurt Drake. In a 2011 interview with Elle magazine, Drake said:

"That was the first girl with any fame that paid me any mind. You spend days reading about this person in the magazines. All of a sudden you have this number-one song and you're at some birthday party and there she is. And you're just some naive kid from Toronto staying in some s—y-ass hotel who got invited to this party on a whim. That's just how it happened."

1 Nicki Minaj

No other relationship epitomized "friend-zone" more awkwardly than Drake and rapper Nicki Minaj. Drake, on multiple occasions, has proudly proclaimed his love and infatuation for the rapper and business-woman. Though the two have publicly shared flirtatious chemistry with one another, nothing romantically ever spawned from them. In 2010, in his single "Up All Night" off his album Thank Me Later, he openly admitted that he loves Nicki Minaj and hoped they get married just to say they did it! His optimism didn't stop there. On "Only" the rapper professed that he would be first in line when Nicki and then boyfriend Safaree's relationship was over. Well, it looked like that went in one ear and out the other, because shortly after the release of the song, Meek Mill and Nicki Minaj began dating. On the bright side Drake, Nicki Minaj may be single soon if her beau keeps taking all these below-the-belt hits from other rappers.


Give TheRichest a Thumbs up!

Looking for an AD FREE EXPERIENCE on TheRichest?

Get Your Free Access Now!

More in Entertainment

10 Women Who Made Drake Emotional