Cultural references
- The episode's plotline is based on (and pokes fun at) the media coverage of an incident involving Jessica McClure, who fell into a well in Midland, Texas on October 14, 1987.
- The media circus and carnival that result after the news breaks about "Timmy O'Toole" being trapped in the well mirror the plot of the 1951 movie Ace in the Hole.
- The movie in turn was based on the real incident and media circus that resulted when cave explorer Floyd Collins was trapped and died in a cave in Kentucky in 1925.
- The episode parodies charity singles. The song "We're Sending Our Love Down the Well" is a spoof of various 1980s charity songs, including "Do They Know It's Christmas?" (on which Sting was one of the vocalists) and "We Are the World".
- The Superstar Celebrity Microphone is based on:
- The late-1970s era toy Mr. Microphone by Ronco. The television ad pitching the microphone is also very similar to the Ronco ads.
- The children's electonics product line "My First Sony", which appeared in the late 1980s. One of the products strongly resembles Bart's microphone and amplifier.
- The song in the commercial (used to demonstrate the Superstar Celebrity Microphone)—and later "performed" by Homer—is the 1975 novelty song "Convoy" by C. W. McCall.
- The Soul Mass Transit System, the TV dance show in the first act (on which Funky-See, Funky Do is guest performing) is a parody of the long-running syndicated program Soul Train. Funky-See Funky Do's single, titled "I Do Believe We're Naked", is a parody of the song "I Think We're Alone Now".
- The Wall E. Weasel's pizza restaurant ("We cram fun down your throat") is a parody of the family pizza restaurant franchise Chuck E. Cheese's.
- The song that plays as Bart descends the well (to retrieve the incriminating radio) is based on the theme song "Axel F" from Beverly Hills Cop.
- The Timmy O'Toole prank is obviously based upon the popular joke from the Lassie films, in which when one cannot understand the messenger, usually a dog, the receiver will reply, "What's that, boy? Timmy's stuck down a well?!"
- The Itchy & Scratchy cartoon "Cat Splat Fever" puns the 1977 Ted Nugent song "Cat Scratch Fever" (which was also the title of the album on which it appeared).
- Upon hearing Bart cry about being trapped in the well, Homer decides to dig Bart out himself, declaring "That's all I can stand, and I can't stands no more!" echoing a line that Popeye frequently used before getting into a fight.
- Homer stating that Sting is a good digger while he is helping dig Bart out of the well is appropriate and somewhat ironic due to the fact that Sting worked as a ditch digger (as well as a few other professions) before he became a full-time musician.
Trivia
The younger Smithers and Moe lookalikes
Debut appearance
Microphone pranks
Bart plays the following pranks with the Superstar Celebrity Microphone:
- Making Homer think that Martians have invaded Earth.
- Making Marge think that Maggie is talking (by hiding a radio under Maggie's pillow).
- Eavesdropping on Lisa's conversation with one of her friends by placing the microphone under her bed and listening to the radio in another room.
- Placing a radio under Mrs. Krabappel's chair and making farting noises when she sits down.
- Posing as God for the benefit of Rod and Todd Flanders (Bart sees them listening to the radio and goes into action): Making Rod attempt to walk through the wall and making both of them take all the cookies from their kitchen and leave them on the Simpsons' porch.
- Placing a radio down an old well near Springfield Elementary School to make Groundskeeper Willie (and, as it turns out, the whole town) think that a little boy named Timmy O'Toole had fallen into the well.
Krusty's Birthday Buddies
- June Goodwin
- Reagan Gray
- Paul Grenville
- Jim Greigor
- Harriet Hartman
- Mike Himes
- Julie Hirsh
- Janet Hopkins
- Cara Hunter
- Gracie Jenson
- Loretta Kangas
- Marylin Katz
- Ken Keeler
- John Lanzetta
- Lorna Le Fever
- Marle Lichterman
- Iris Lowe
- Kim Madrigal
- Cammie McGovern
- Bill McLain
- David Moulton
- Mary Myron
- Nigel Nelson
- J. P. Patches
- Ted Phillips
- Randy Plut
- Brady Reed
- Kevin Reilly
- Pete St. George
- Casey Sanders
- Matthew Schneider
- Patrick Semple
- Emma Shannon
- Bart Simpson
- Larry Stone
- Beth Summerlin
- Kale Suuberg
- Dale Thomas
- John Travis
- Eric Van Buerden
- Patrick Verrone
- Lee Wallace
- Jay Weinstein
- Chris White
- Jay Wiviott
- Henry Yeomans
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Continuity