After Shelbyville accuses Springfield of being hicks, Marge convinces the townspeople to fund a Frank Gehry-designed concert hall, which is then converted to a prison when the concert hall goes bankrupt on opening night. Meanwhile, Bart and Lisa investigate Snowball II's recent weight gain.

!! Tropes:
* AnOfferYouCantRefuse: When Homer is offered the position of prison snitch, it's clear he'll be whacked if he refuses.
* {{Foreshadowing}}: When Fat Tony recognizes Marge as the woman who occasionally drives her son to school, she figures out he must be Michael's dad. Michael will play a large role in [[Recap/TheSimpsonsS18E1TheMookTheChefTheWifeAndHerHomer a later episode]].
* KarmaHoudini: To get a job as a prison guard, Otto switches his urine sample with Homer's. Otto does get the job and is never seen suffering any consequences for it.
* LoonyLaws: Homer is arrested for kicking five times into an old can that he found on the floor... [[{{Irony}} because he wasn't accepted for a prison guard job at the Mr. Burns-owned private prison he is to serve his sentence on]]. Another law that makes it unlawful to be in public without hats is also mentioned, and they are all printed in a compendium of silly laws. It must be mentioned that they were only enforcing these laws [[ScrewTheRulesIHaveMoney to fill up Mr. Burns's prison]].
* MagicSkirt: [[https://frinkiac.com/gif/S16E14/328370/328578/ When Lisa falls over attempting to carry a fat Snowball II.]]
* NoodleIncident: While looking for silly laws to use as excuses to arrest people, Chief Wiggum finds one that makes it unlawful to be in public without hats. Mayor Quimby and Mr. Burns quickly put on their hats but Smithers doesn't have any. Wiggum comments that, if he didn't arrest Smithers at the park during that night, he won't arrest him now. The viewers are never given any clues to what happened back then (however, with Smithers being gay, it may be he was having sex in public with a man).
* NotHelpingYourCase:
** To prove that Springfield is not a hick town, Marge has Frank Gehry build a concert hall...only for everyone to walk out on opening night and it to go bankrupt, resulting in Mr. Burns converting it into a prison, which only justifies Shelbyville's belief.
** Homer tries to convince Mr. Burns that his body is "a temple" while smoking a butter bar.
* PariahPrisoner: Homer, after it's discovered he's the prison snitch. They actually cause a "PrisonRiot" just to kill him (although, fortunately, he's saved by his wife Marge, who had the keys to the prison from while it was still the opera house, and later the Governor and Mr. Burns showing up).
* ScrewThisImOuttaHere: Everyone gets up to leave after the first notes of "Beethoven's 5th." The audience ''and even the orchestra'' runs out when Marge says the next piece is an atonal medley by Philip Glass.
* ShoutOut: To ''ComicStrip/{{Peanuts}}''. Marge's letter to Frank Gehry has a Snoopy theme.
* WhatAnIdiot: Homer hiding in the gas chamber while the other prisoners are out to kill him. Fortunately Marge saved him.