When: 2002

Pharrell established a skater-inspired aesthetic from early on. From the iconic N.E.R.D. mesh trucker hat to the memorable Shorty's block logo graphic T-shirt, the video for "Rock Star" showed that Pharrell didn't want to look like every other figure in hip-hop at the time. It also embodied the typical hipster outfit years before Ashton Kutcher ever touched a Von Dutch trucker hat.