They're all famous from slightly embarrassing origins. Drake starred on Canadian teen drama Degrassi, while the Kardashians gained notoriety from Kim's sex tape.
Both the Kardashians and Drake have a weird fixation on Jaden Smith. He's Kylie Jenner's best friend, while Drake wore his face on a shirt recently.
The Kardashians don't shy away from makeup-free selfies. Drake loves the look, as he mentioned in one song: "Sweat pants, hair tied, chillin' with no makeup on. That's when you're the prettiest."
Both Drake and the Kardashians are romantics searching for true love (and making some impulsive mistakes along the way).
Kim Kardashian and Drake have worked with Justin Bieber on photo shoots and music, respectively.
The only people who love Versace on the red carpet more than the eldest Kardashian sisters? Drake, who has a song with a chorus of literally nothing but "Versace Versace Versace Versace Versace."
They're all millionaires with their eyes on the financial prize—or as Drake bragged of his young success, "25 sitting on 25 mill."