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In August 2015, according to TMZ, the two made out at a restaurant in Cincinnati.
Never admit to anything if you're famous is what I assume is the law of the land.
Of course Drake, a man who has strippers at his Toronto compound in lieu of housekeepers, wasn’t alone for long.
This December, rumors started flying about a budding relationship between Drake and Jennifer Lopez.
Williams was asked about their potential romance at a press conference at Wimbledon in July 2015.
According to Entertainment Tonight, a reporter asked if Drake was her "lucky charm." Drizzy, who was there reportedly "laughed and put his face in his hands," and Williams apparently rolled her eyes and said, "We've been friends for like, so many years.