In this illustrated guide, bestselling style writer Josh Sims explores the Vans phenomenon from the brand's overnight success thanks to Sean Penn in Fast Times at Ridgemont High to its status as a style staple worn by the diverse likes of Justin Bieber and Iron Maiden.

The shoes are beloved for their superior grip and endlessly customizable designs. And like skateboarding - an outsider sport gone global - it has ridden many ups and downs to become a cultural icon.