1993 • Doink the Clown • WWF
In 1993, this sadistic clown left the three-ring circus for the one true ring of the WWF. The man behind the mask, Matt Osborne, was a solid worker who added a real villainous psychology to the character. From 1992 to 1993, the drop-off in WWF talent was severe: the glory days of Hulkamania were fading, and the Attitude Era was years away. Osborne’s “Doink” was a bright spot next to the likes of “Bastain Booger” and “Mantaur” (yes, those were real characters). This was Doink’s first shirt, and it tells the story really well that this clown is more Pennywise than Bozo.