The episode parodies some elements from the 1951 American coming-of-age novel The Catcher in the Rye by J. D. Salinger, such as Bart having a similar emotional role to that of Holden Caulfield, feeling that adults do not understand what matters in a similar way Holden feels adults are "phony", or feeling alienated at school the way Holden feels alienated from everyone.
The episode, however, has more direct allusions to the 1959 coming-of-age novel A Separate Peace by John Knowles. Particularly:
Diggs' leap off of the tree branch, an analogy to Finny's fall in the novel.
Brinker Hadley's signature on Diggs' cast, one of the main characters from the novel.
Diggs's mental breakdown, as that of the loner and outsider Leper Lepellier.
The setting and music are based on those of the 2003 animated adventure comedy-drama The Triplets of Belleville. The film, also created by Chomet, was highly praised and nominated for two Academy Awards.
Bart uses a "DIY goose liver pate", referencing the Pâté de Foie Gras, a delicacy in French cuisine.
Homer eats a bucket of snails, referencing escargot.
Art pieces include:
A picture of the ship France sinking in the style of Untergang der Titanic by Willy Stöwer.
During a video call, Milhouse tells Bart that "there really was a Duncan Hines". He is referring to Duncan Hines, an American author and food critic who produced restaurant ratings for travelers. Milhouse also shows Bart a box of Duncan Hines cake mix.
A boy in a devil disguise takes the role of Mr. Applegate in a school play on Damn Yankees, the 1955 musical comedy.
Professor T. W. Mangrove, a reference to Raymond Luxury-Yacht from Monty Python's Flying Circus. In the sketch, Raymond Luxury-Yacht is pronounced "Throatwobbler Mangrove" according to Raymond himself.