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- A lightning storm causes giant advertising mascots to come to life; The children are terrorized by Groundskeeper Willie in their dreams; Homer finds himself trapped in another dimension.
- Homer is forced to become a department store Santa when Marge spends the family's Christmas savings on removing Bart's tattoo.
- 1989– 30mTV-148.6 (3.7K)TV EpisodeMr. Burns builds a casino when Springfield decides to legalize gambling, with Marge becoming addicted to the slot machines.
- While Bart is hospitalized, Lisa runs into her old mentor Bleeding Gums Murphy, who is also a patient, and becomes devastated when he dies soon after.
- Washed-up movie star Troy McClure starts dating Selma in an attempt to silence bizarre rumors about his personal life and resuscitate his career.
- The citizens of Springfield host their own film festival, with popular movie critic Jay Sherman arriving from New York to judge.
- Marge stars in a musical adaptation of A Streetcar Named Desire, but is angry with Homer's lack of interest; Maggie squares off with her strict new daycare owner.
- The family recalls past tales of lost love.
- Bart becomes an overnight sensation as the "I didn't do it" boy on Krusty the Clown's show.
- Bart makes a fake driver's license and takes Milhouse, Martin, and Nelson on a huge road trip; Lisa spends time with Homer at the power plant.
- Krusty the Clown is left almost broke after Bart inadvertently rats him out to the IRS, forcing Krusty to take drastic action.
- After being beaten up by Nelson Muntz one too many times, Bart turns to Grampa for help, and soon leads a rebellion against the school bully.
- After having a horrible day, Bart gets a job tending bar for a group of gangsters and becomes the prime suspect when Principal Skinner mysteriously disappears.
- On Thanksgiving, Bart runs away after refusing to apologize to a distraught Lisa for accidentally destroying her cornucopia.
- After an uncontrollable Santa's Little Helper destroys several important Simpson possessions, Homer announces that he will be thrown out of the house unless he completes obedience training.
- Bart becomes jealous when Milhouse falls in love with a new student named Samantha; Homer accidentally receives a vocabulary-building tape instead of a weight-loss one.
- Bart falls for Reverend Lovejoy's daughter and is surprised when she becomes a bad influence on him.
- Brad Goodman, a self-help guru, encourages Springfield to act more like Bart, with disastrous results.
- Sideshow Bob gets out of jail and plots to take his revenge on Bart by marrying his Aunt Selma and killing her.
- After joining the Junior Campers while on a sugar high, Bart reluctantly invites Homer to accompany him on the group's annual father-son rafting trip, which soon goes awry.
- After Homer "wins" a $2000 settlement from the plant due to radiation-induced sterilization, his half-brother Herb sees an opportunity to regain his fortune.
- After rekindling her artistic talents, Marge is commissioned to paint a portrait of Mr. Burns; Homer vows to lose weight after getting trapped in a water slide.
- The Simpsons try to reunite Mr. Burns with Larry, his slovenly long-lost son.
- After being released from prison on parole, Sideshow Bob plots to murder Bart.
- Homer becomes the manager of a beautiful young country singer and finds himself almost attracted to her, sparking Marge's jealousy.
- Homer's heckling of the Springfield Isotopes baseball team during one of their games inadvertently leads to his appointment as the new team mascot.
- In an effort to increase the dismal television ratings for their space launches, NASA decides to send an ordinary man into space, and Homer is chosen for the task.
- After eating insanity peppers at a chili cook-off, Homer has a hallucination of a talking coyote urging him to find his soulmate.
- Marge goes into therapy to find the root cause of her traumatizing aerophobia.
- Moe claims a drink that Homer invented is his own, with the drink making the bar a local hot spot, but threatens his friendship with Homer.
- Marge and Homer lose custody of the kids, who are sent to live at the Flanders' house.
- Homer is branded as a pervert after his kids' babysitter misconstrues his retrieval of a candy from the seat of her pants as a sexual advance.
- Homer is a hero after averting a nuclear meltdown that he nearly caused, but he doesn't want to tell anyone that he stopped it completely by accident.
- Apu moves in with the Simpsons after losing his job when Homer gets ill from the contaminated food; James Woods takes over the Kwik-E-Mart.
- Homer and his co-workers qualify for the plant softball team's league final, but Mr. Burns hires nine professional MLB players in order to win a $1 million bet.
- Homer becomes a member of a mysterious organization called the Stonecutters and is heralded as "the chosen one".
- An outbreak of burglaries inspires Homer to lead a vigilante group.
- Desperate for money, Homer takes a loan from Patty and Selma; Bart discovers a natural talent for ballet.
- After alcohol is banned in Springfield, Homer adopts the moniker of the "Beer Baron" to bootleg liquor, prompting an investigation from an uptight Treasury agent.
- After the kids find a record with Homer's picture on it, he recalls the story of how he achieved fame in the 1980s with his barbershop quartet, The Be Sharps.
- Homer's laziness begets the ire of his industrious but arrogant new co-worker Frank Grimes; Bart buys a run-down factory for a dollar.
- After a photograph of Homer gyrating with an exotic dancer is distributed throughout Springfield, he finds himself kicked out of the house by Marge.
- After losing his job, Homer contemplates ending it all, until he discovers a new life path as a safety advocate.
- After Marge befriends John, a gay store owner, Homer worries that his presence will have a negative effect on Bart's sexuality.
- Homer takes Bart and Lisa to a music festival in an attempt to prove his coolness, but ends up embarrassing them after being hired to participate in the festival's freak show.
- Homer becomes a Krusty the Clown stand-in, but is mistaken for the real Krusty by the Springfield mafia.
- After a hurricane destroys Ned Flanders' house, he suffers a nervous breakdown and is forced to confront repressed problems from his childhood.
- Marge becomes a church counselor; Homer discovers his face on a Japanese detergent logo.
- With Bart continually getting in trouble, Homer bans him from seeing the new Itchy & Scratchy movie.
- Marge becomes a crusader against cartoon violence after an episode of "Itchy and Scratchy" seemingly inspires Maggie to attack Homer.