Date: August 6, 2013

Fresh off the victorious first nigh tof OVO Fest in his hometown of Toronto, Drake is straight chillin' with some wings, whiskey, and head-to-toe bleeding plaid. This move is definitely reserved for master levels of style, so do not attempt if you're going to meekly slink through your day, scared of being all matchy matchy. Rock it with confidence, and you'll definitely pull off this risky move.