No doubt about it, this has been Drake‘s year. From dropping a surprise album to basically owning pop culture with his meme-worthy “Hotline Bling” video (and still finding time to make diss tracks about Meek Mill), Aubrey Drake Graham has been busy making a name for himself and The 6.
However, Drake wasn’t always Champagne Papi or even Drizzy for that matter; we remember a time when he was the mild-mannered Jimmy Brooks from Degrassi: The Next Generation and the sensitive new rapper that Lil Wayne signed to Young Money. As Drake’s career has evolved, so have his style choices—from preppy pastel button-downs to bona fide streetwear—and he’s proved that he has a versatile range in both fashion and talent.
Click through to see some of the best (and worst) looks Drake has ever had.
2006: Before there was Drake, there was Aubrey Graham, and more importantly, there was Degrassi's easygoing Jimmy Brooks in this pastel button-down.
2007: Drake in a black hoodie—the picture that launched a thousand memes.
2009: Drake releases his feelings-filled mixtape, So Far Gone, and wears a Play by Commes de Garçons cardigan to show us that he not only wears his heart on his sleeve but also on his sweaters.
2010: Drake loves a good varsity jacket, variations of which make multiple appearances, including in his "Best I Ever Had" video.
2011: Started from the bottom, now we here. Drake parties for his 25th birthday at Tao in Las Vegas.
2013: Hello, Champagne Papi! Drake debuts a new, more sartorially adventurous look while on tour.
2013: No new friends, right, Drake? We'd be the same if we were hanging out with Diddy and Rick Ross.
2014: Drake is the ultimate NJB in his flannel and OVO snapback. Mazel!
2015: Casually sitting with his woes, front row at NYFW, NBD.