Howard welcomed three black superfans - Brian, Cyrus and Ron - to the studio, and after some brief introductions, started in with the questions.
Howard often says which actor is the blackest? Cyrus knew it was Wesley Snipes. Who was the black cleaning woman at WNBC? Brian knew it was Janey the cleaning lady. In which predominantly black community did Howard grow up? Brian knew it was Roosevelt. Which black celebrity once told the show about presenting a plastic surgeon with a drawing of the ass he wanted for his wife? Brian knew it was James Brown. Scott the Engineer infamously agreed to be sodomized by which black porn star? Brian knew it was Lexington Steele. Which black wack-packer is a street cleaner? Brian knew it was King of all Blacks. Which black wack-packer fought Cabbie in 2001? No one knew the answer: Angry Black.
Finish this line: "The house next door to me has the soul to..." Brian knew. Name Howard's black traffic reporter character. Ron knew it was Mama Lookaboobooday. Charlie Superfly is better known as who? Cyrus knew it was Miss Black Howard Stern. Which black celebrity briefly dated Howard? Cyrus knew it was Robin Givens. Which Notorious B.I.G. song does Artie love to sing? Ron knew it was "Gimme the Loot." Sal told which black celebrity that he was the "white devil"? Brian knew it was Russell Simmons.
Gary used to have to hit which button when a black person entered the clothing store where he worked as a teenager? Brian knew it was the "shvoogie button." Which black celebrity once lifted Robin into the air to show how he'd have sex with her? Ron knew it was Wyclef Jean. Which athlete once bench-pressed Robin? No one knew it was Shaq. Which musician once described the meal he'd cook Robin on a date? Brian knew it was Clarence Clemens.
Howard once appeared on DC talk show of what black radio personality? Ron knew it was Petey Green. Robin accused Gary of voting for which NY mayor to "calm down black people"? Brian knew it was Mayor Dinkins. Howard then began the final round of audio clips, telling the contestants that they'd have identify the black celebrities they heard: Brian knew the first clip was OJ Simpson saying "I would love to." Cyrus knew the second clip was Hateman screaming the n-word. Brian knew the third clip was a Riley Martin rant. Brian also recognized Joe Frazier as the voice of the final clip. Howard then announced that Brian had won the Black Superfan contest easily