Back in 2019, Drake and Kylie Jenner started getting cozy after Jenner broke it off with Travis Scott. A source told People that Drake and Jenner "have been spending time together recently" and that "They've been friends for a long time and Drake is very close to the family". Another source told People they were hanging out "romantically," while others say the two are just pals.

Friendship or relationship, nothing too serious went on back then. But a source told Us Weekly that "Drake has always had a thing for Kylie and it's mutual." They've been hanging around each other for the past while and they're both single. Plus, they're neighbours, so it's probably pretty hard to avoid those feelings they have for each other.

The recent lyrics leak seems to confirm suspicions of the 2019 romance between the two, but he referred to her as a friend in his recent apology, so it seems like whatever might have been going on between the two has settled down — at least for now.