Rick Owens Oversize White T-Shirt
Buy It Now at Ssense, $227

All right, we know most guys aren't willing to rock the kilt like Kanye. However, we do fully advocate messing with proportion. That means you can feel free to take the tall tees out from storage and throw them on under the hoodies you're still rocking today, or wearing them with slim fitting pants at the bottom. Designers like Robert Geller and Rick Owens have made this drapey/slim silhouette something of an aesthetic trademark, and rappers like A$AP Rocky have helped cement it as a part of the "street goth" look they constantly sport today. Is it for everyone? Definitely not, but hey, it might work for you.