Pranksta Rap/References

References/Trivia

Trivia

TV Guide initially reported that Dave Chapelle would guest star in this episode.
Early reports said that Bart had recorded a song with 50 Cent, but no such song appears in the episode

The rapper Alcatraaz is a parody of Southern Rapper Ludacris due to his extatic character, faint resemblance to Luda, and gangsta like tendencies (such as when he said he was going to go "murder his enemies")
The clock necklace seen in the footage of the rap concert is a part of Flava Flav's iconic stage costume. However, he does not set it to the actual time, and instead sets it to 3, 6, 9 or 12 o'clock to represent something (for example, 12 o'clock is "straight up").
The jokes about Kirk getting trailer time with Springfield's craziest chicks is a reference to the many jailed serial killers (such as Susan Smith) who have placed ads looking for a partner and gotten thousands of responses.
Chief Wiggum calls Bart "Bratty Hearst" after Bart asks Wiggum not to arrest Milhouse's dad. This name is a reference to Patty Hearst, the newspaper heiress who was kidnapped in 1974 and who eventually bonded with her captors, famously helping them in the armed robbery of a bank.

As Chief Wiggum says "Questions?!?" and pulls off his napkin the shaving cream on his face instantly disappears.
Chief Wiggum tells Barney Fife that his "fat" has grown over his badge. He demonstrates this by lifting the fat so the viewers can see the police badge. However, in the next scene viewers can easily see the badge without Wiggum lifting up his fat.