Show (Air Dates): Dinosaurs (1991-1995)
Actor: Jason Willinger and Leif Tilden

And you thought Pharrell was the first dude to mash up contrasting genres on his frame? The teenage brother on the epically awesome Dinosaurs was already on that stuff in 1991, perpetually donning a punk-ish mohawk and Chucks mixed with a preppy letterman jacket and nautically themed striped tee. Is it just us or could this head-to-toe look (okay, plus some pants) make it into the next Brooklyn Circus lookbook?