14. Pharrell with the Ice Creams and BBC in "Drop It Like It's Hot."
"See these Ice Creams?" Pharrell asked on "Drop It Like It's Hot." Yeah, we see them, P. Early in this career, Skateboard P was seen as a bit of a weirdo in rap's thugged-out landscape. But as the years passed, the hits piled, and the culture shifted to a more eccentric style. Thus, Pharrell pivoted from outlier to trendsetter. Since then, he's helped open the door for adventurous closets in hip-hop and those Ice Creams were the first of many, "Damn, where'd he get those?" moments for P. Same goes for the BBC shirt. We all just wanted to be as cool as Pharrell.