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If you're splitting hairs, she wasn't really a celebrity until that very moment. Teyana Taylor Evidence suggest that Drake and Taylor have a long history.
She posted pictures of her and Drizzy sharing kisses on her My Space (!
She'd just moved to Toronto from Ottawa to work on her music career and he was also in the entertainment industry, on Degrassi, fresh off his bar-mitzvah.
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," said Drake.
"They don't call me back after one date according to this."The ladies love Drake.
Looking at some of Drake's high-profile relationships over the years. He's been an in-demand bachelor since his days as Wheelchair Jimmy on "Degrassi." Girls would be throwing themselves at the charismatic, talented, & biracial Drake even if he weren't a megastar.
Indeed, he has quite the dating record, and in light of his most recent girl, Serena Williams, we take a look at some of his more high-profile relationships over the years. I don't know specifically her and Drake, it felt like obviously something was going on [after we broke up], I ain't dwell on it too much. "She was doing exactly what I’ve done to so many women throughout my life, which is show them quality time, then disappear,” he said.
Serena Williams Drake and Serena's cozy restaurant session last night was the first time they'd been seen together since this year's Wimbledon, where an onlooker reported, "it's pretty obvious that they are together."Common started his 2011 beef with Drake over Serena, which would indicate that they have been on-and-off for sometime. I ain't have no problem with that, you do what you do. “I was like, wow, this feels terrible.”Said Rihanna: "It was a really fragile time in my life, so I just didn’t want to get too serious with anything or anyone at that time.”Though they've never officially gotten back together, they seem to reunite occasionally for steamy nightclub sessions.After a while I felt like in some of Drake's songs he was saying stuff that was subliminal to me."Rihanna Rihanna and Drake were romantically involved in 20, back when they were stars but not yet megastars. Cat Washington Reality TV addicts know Cat Washington from "Bad Girls Club," a show similar to "Flavor of Love" but minus Flavor Flav.Drake met Washington in 2009 on the set of "Best I Ever Had" and dated her for a year.“It was an awesome relationship," said Washington looking back."I was in love, he was in love and by the way in the song he said he was in love, so don’t try to switch it up now… I’m talking family dinners and we in Whole Foods pushing the cart around.It was a regular relationship."Zoë Kravitz Though Kravitz says that she and Drake (whom she calls "Aubrey") are simply “very good friends,” they have appeared canoodling on both of their Instagram accounts and were spotted making out at a Beyonce concert in 2013.“Zoë Kravitz is like one of my favorite people in the world,” said Drake in 2011.Bernice Burgos Not long after dropping If You're Reading This It's Too Late, Drizzy was photographed in Australia kissing the 34-year old Bronx bottle waitress.