And His Gang Live! The Valentine's Day Massacre

By 1993, the leather-clad Diceman persona had already conquered arenas and sparked boycotts, but for this pay-per-view he steps back to play the ringleader. He takes the stage to chew on his usual array of aggressive premises, doing exactly what the crowd paid for. He spends a significant chunk of his stage time running crowd work, notably zeroing in on a married couple to interrogate the wife about the specifics of her past relationships.

Filmed live in New York City, the Valentine’s Day broadcast pulled in roughly 100,000 pay-per-view buys. The release relies on an unusual structure for a star vehicle. Clay only performs for a fraction of the runtime. The rest of the show serves as a platform for his gang, handing the microphone over to comics like Paul Mooney and John Mulrooney.