It’s not clear whether Drake and Hailey Bieber officially dated before Hailey was a married woman. People reported that they looked couple-y at his 2016 Memorial Day party, where they got “very affectionate” with each other. A few weeks later, a source told the outlet that Drake and Hailey were “dating super casually, but he is really into her. They met through mutual friends and are taking things slow.” If by slow, the insider meant Drake was wearing jewelry with Hailey’s initials while on a date with her, then sure. According to ET, an eyewitness noted that the model and the rapper appeared “enamored” with each other while wining and dining. “They were totally engrossed in conversation” and “very smiley [with each other],” the insider added.
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Barely a month later, however, it seemed that any sparks had since fizzled out. “I’ve known [Drake] for a long time, I don’t know if people really know that,” Hailey told reporters at the 2016 iHeart Radio Much Music Video Awards, implying that she and the “God’s Plan” singer were just friends. An insider confirmed as much, explaining, “[Drake and Hailey] have always had a close friendship and similar group of friends. They are very playful with each other, but nothing romantic is going on at this moment.” The abrupt split could have been due to the A-listers still getting over their exes, Rihanna and Justin Bieber.
