1.
The time he wore what a teacher's aide might wear on the first day of school to be cool with the students.
2.
And then what that teacher's aide would wear on the second day so the students would know it wasn't a fluke.
3.
The time he introduced his alter ego Drake Sinatra at the VMAs.
4.
The time he channeled his inner Michael Jackson when choosing his pants.
5.
When he showed up with Jesse Williams and Michael Copon wearing whatever this is.
6.
The time he hung out with some of the Degrassi High homies while either putting his hand in his pockets or sneakily holding up his pants.
7.
The time he wore a bubblegoose coat equipped with a fur hoodie only Cam'ron would be partially proud of.
8.
When he showed how patriotic he was by wearing an oversize hockey jersey and oversize jeans.
9.
The time he rocked a zebra-print scarf around his face during a performance.
10.
The time he accepted a BET Award while wearing an OVO sweatshirt that was two sizes too big.
11.
When he ALMOST had an all-black outfit on but decided to add some flavor to it with some mustard-yellow hard-bottom shoes.
12.
The time he wore this INSANE striped shirt that literally looks like an optical illusion.
13.
The time he wore a tablecloth and hoped no one would notice.
14.
The time someone told him purple and orange matched.
15.
Finally, the time he wore what looks like an abstract painting on an extremely tight T-shirt.
