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- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightWhen Sideshow Bob is released from prison and is elected Mayor of Springfield, Bart and Lisa suspect foul play and are determined to expose his corruption.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightWhen Maggie is revealed to have an IQ of 167, Lisa is no longer the genius of the family, causing a rivalry between the sisters.
- DirectorJim ReardonMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightThe Simpsons win a trip to Africa after Homer finds a golden animal cracker from the 60's in the loft.
- DirectorJim ReardonNancy KruseStarsDan CastellanetaJulie KavnerNancy CartwrightHomer's mother returns to Springfield, and the city pardons her from the charges against her. Mr. Burns is furious about this and makes a plan to get Mona Simpson in prison.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightA music producer offers Bart and his friends a chance to participate in an up-and-coming boyband, but the boys are not up to it after making a discovery.
- 1989– 23mTV-PG8.8 (5.3K)TV EpisodeDirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter apparently consuming poison blowfish, Homer is told that he only has 24 hours to live.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Grampa's new girlfriend dies and leaves him $106,000 in her will, he tries to decide what to do with it.
- DirectorCarlos BaezaStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Bart receives a microphone which can transmit through radios, he decides to pull a series of pranks and eventually convinces the town that a boy has fallen down a well.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter his birthday party goes wrong, Mr. Burns begins to want his childhood toy, a teddy bear named Bobo; Homer finds that Maggie is in possession of the doll.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter seeing a motorcycle daredevil at a monster truck show, Bart becomes a death-defying daredevil skateboarder.
- DirectorJeffrey LynchStarsDan CastellanetaJulie KavnerNancy CartwrightAfter aptitude tests seemingly indicate that they are best-suited to police work and homemaking respectively, Bart is made hall monitor while Lisa becomes a delinquent.
- DirectorPete MichelsJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes a Hollywood insider when he befriends Alec Baldwin and Kim Basinger.
- DirectorRich MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer accidentally lands in a mental hospital and ends up sharing a room with a white man who thinks he is Michael Jackson.
- DirectorDominic PolcinoStarsDan CastellanetaJulie KavnerNancy CartwrightSideshow Bob again escapes from prison and takes control of a TV screen at an air show, demanding all television stations immediately go off the air.
- DirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Skinner once again has let Mrs. Krabappel down, Bart nominates her for Teacher of the Year. When the nomination is accepted, Skinner tries to get back Krabappel by asking her to marry him.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightGrampa falls in love with Marge's mother, but must compete with Mr. Burns for her heart.
- DirectorJim ReardonMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightApu's marriage is on the rocks after Manjula finds out he cheated on her.
- DirectorJim ReardonMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightMarge becomes jealous when Lisa begins idolizing her old high school friend, Chloe Talbot, a famous reporter.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer and Bart get careless with a model rocket and accidentally do damage to Springfield's church, but when Mr. Burns offers to commercialize it to repair the destruction, Lisa leaves Christianity behind to become a Buddhist.
- DirectorJim ReardonNancy KruseStarsDan CastellanetaJulie KavnerNancy CartwrightArtie Ziff is discovered hiding out in the Simpsons' attic.
- DirectorMilton GrayStarsDan CastellanetaJulie KavnerNancy CartwrightHomer causes an international incident after he joins the Naval reserves.
- 1989– 30mTV-147.2 (1.7K)TV EpisodeDirectorDavid SilvermanMike Frank PolcinoStarsDan CastellanetaJulie KavnerNancy CartwrightBart is expelled from Springfield Elementary, and Bart is therefore enrolled in St. Jerome's Catholic School.
- DirectorJim ReardonMike Frank PolcinoStarsDan CastellanetaJulie KavnerNancy CartwrightBart breaks up with his new girlfriend Greta, but gets jealous when she begins dating Milhouse.
- DirectorRich MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer lies on a medical insurance form in order to obtain a miracle hair restoring drug.
- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes a boxer after Moe discovers his amazing ability to take a punch.
- DirectorKent ButterworthDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightHomer and Marge enjoy a night on the town, leaving the kids with a diabolical babysitter, with a surprising secret.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes a costumed vigilante who uses pies for weapons after witnessing Lisa get humiliated at a competition at the state fair.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightHomer meets his half-brother Herb Powell, an automobile tycoon who zealously bonds with the family and tasks Homer with designing a car for the average American.
- DirectorDavid SilvermanMike B. AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightBart went to a rap concert Marge told him not to go to. In order to avoid punishment from Marge, he makes Marge and Homer believe he has been kidnapped.
- DirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer throws out Santa's Little Helper for not saving him from a fire, but soon the dog becomes Duff's new mascot.
- DirectorSusie DietterStarsDan CastellanetaJulie KavnerNancy CartwrightA Hollywood film crew shoots an adaptation of the "Radioactive Man" comics in Springfield, with Rainier Wolfcastle in the title role and a reluctant Milhouse as his sidekick, Fallout Boy.
- 1989– 30mTV-146.7 (1.6K)TV EpisodeDirectorDavid SilvermanBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter bullying her, Bart is restricted by court order to come too close to Lisa.
- DirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightMarge befriends a convict with an artistic streak. Meanwhile, Homer battles the chiropractic industry after he creates a miracle back pain cure.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightBart develops a crush on his new neighbor, only to discover that she's dating Jimbo Jones; Homer sues an all-you-can-eat restaurant after he's kicked out.
- DirectorPete MichelsJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes chief of police after a scandal forces Wiggum out.
- DirectorJim ReardonLance KramerStarsDan CastellanetaJulie KavnerNancy CartwrightThe Simpsons get an abused horse and make him a contender in horse racing. Homer finds out a secret conspiracy about jockeys. Lisa tries to reach President Clinton when the results of a school band talent competition seem tainted.
- DirectorJim ReardonMike Frank PolcinoStarsDan CastellanetaJulie KavnerNancy CartwrightHomer turns to religion to help him get what he wants and is soon awarded the church in an injury settlement. He then turns the church into his personal party pad and Reverend Lovejoy leaves Springfield to wallow in its hedonism.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer and his friends head to the Super Bowl, but are forced to sneak in when they discover their tickets are counterfeit.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer becomes the sanitation commissioner for Springfield. His ineptitude pollutes the town and leads to a drastic solution.
- DirectorDavid SilvermanMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightMilhouse tutors Lisa in Italian, and Marge joins the Cheery Red Tomatoes, a group that plans to rob Mr. Burns of one million dollars worth of Fabergé eggs.
- DirectorPete MichelsJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightThe Simpsons attempt to cover up their accidental murder of Ned Flanders. Bart and Lisa acquire super powers. An electronic apocalypse threatens Springfield.
- DirectorJim ReardonJen KamermanStarsDan CastellanetaJulie KavnerNancy CartwrightHomer installs a tennis court in the backyard, but his lousy playing creates a rift in the family.
- DirectorMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightAfter realizing how unpopular she is, a disillusioned Lisa sees the vacation to Ned Flanders' beach house as an opportunity to reinvent herself.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightThe Simpsons must perform on a Japanese game show after Homer loses their money on a vacation.
- DirectorJim ReardonMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightHomer's midlife crisis leads to a disastrous attempt at being an inventor.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightA gypsy puts a curse on Homer; The Simpsons' new automated house malfunctions and tries to kill Homer; Bart and Lisa attend a school for wizards.
- DirectorDavid SilvermanSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightBart starts living on food from the new candy machine in school only, but he becomes so overweight that he has to go to a fat camp.
- DirectorJim ReardonMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightHomer must do one good deed to get into Heaven; Bart and Lisa encounter a witch in a gingerbread house; Super-intelligent dolphins strike back at humanity.
- DirectorJim ReardonMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightAt the dump Homer is videotaped while being attacked by a bear. The town regards him a coward, so Homer decides to strike back at the bear.
- DirectorJim ReardonSwinton O. Scott IIIStarsDan CastellanetaJulie KavnerNancy CartwrightHomer is forced to spy for the IRS after an audit. But when he is asked to retrieve a trillion dollar bill from Mr. Burns, he switches sides and the two flee to Cuba for refuge.
- DirectorSwinton O. Scott IIIStarsDan CastellanetaJulie KavnerNancy CartwrightHomer recounts the story of Maggie's birth when the kids ask why there are no photos of her in the family album.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightMrs. Krabappel, fed up with Bart's lackadaisical approach to his studies, gives him an ultimatum: shape up or repeat the fourth grade.
- DirectorDavid SilvermanMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightThe Simpsons become lost in Italy, finding their way to a small town that Sideshow Bob has become the mayor of.
- DirectorDavid SilvermanMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightHomer gives Moe an enormous amount of money so he doesn't have to close down.
- DirectorSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer is cast as Poochie, a new "Itchy and Scratchy" character designed to reverse declining ratings; a hip college student moves in with the Simpsons.
- DirectorJim ReardonMichael MarcantelStarsDan CastellanetaJulie KavnerNancy CartwrightAfter a traumatizing eye injury, Homer becomes a habitual user of medical marijuana.
- DirectorJim ReardonMark ErvinStarsDan CastellanetaJulie KavnerNancy CartwrightThe children of Springfield revolt after a curfew is enforced.
- DirectorJim ReardonLauren MacMullanStarsDan CastellanetaJulie KavnerNancy CartwrightAfter playing a prank on the whole town, Bart is sentenced to six months of juvenile detention. There he meets Gina, who forces Bart to escape with her.
- DirectorCarlos BaezaStarsDan CastellanetaJulie KavnerNancy CartwrightAn evil Krusty the Clown doll tries to kill Homer; Marge is captured by a giant ape who falls in love with her; Bart inadvertently raises the dead.
- DirectorBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightSanta's Little Helper's new mate has puppies, and Mr. Burns schemes to steal them and make them into a coat.
- 1989– 30mTV-147.4 (2.8K)TV EpisodeDirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightTroy McClure hosts a retrospective of the first 137 episodes of The Simpsons (1989).
- DirectorPete MichelsStarsDan CastellanetaJulie KavnerNancy CartwrightBart suspects a paroled Sideshow Bob is up to his old tricks when he is hired by his brother Cecil to assist in the construction of a dam.
- DirectorWesley ArcherRich MooreDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightThe Simpsons move into a cursed house, then are abducted by aliens, before Homer is ensconced in a tale by Edgar Allen Poe.
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightHomer takes the family camping, but it soon becomes a misadventure when they lose their equipment and Homer is mistaken for Bigfoot.
- 1989– 23mTV-PG8.0 (4.4K)TV EpisodeDirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightAfter the power plant experiences bad publicity and is threatened with closure, Mr. Burns decides to run for Governor in order to have power over the law.
- DirectorJim ReardonNeil AffleckStarsDan CastellanetaJulie KavnerNancy CartwrightWhen Homer takes Ned to Las Vegas in an attempt to get him to loosen up, the two end up drunkenly marrying a pair of cocktail waitresses.
- DirectorJim ReardonDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightHomer clones himself with a magic hammock; Zombie cowboys come back from the dead after Springfield bans guns; The Simpsons family take a vacation on an island where Dr. Hibbert can turn people into animals.
- DirectorDavid SilvermanMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Bart gets hit by a car driven by Mr. Burns, Homer is manipulated by ambulance-chaser Lionel Hutz into bringing an outrageous lawsuit against his boss.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightHomer sells his soul to the Devil for a donut, Bart contends with a gremlin on the side of the school bus which only he can see, and the family discovers that Mr. Burns is a vampire.
- DirectorJim ReardonMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightMarge rallies for a ban on sugar after Springfield is declared America's fattest city.
- DirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightBart meets a retired cowboy movie star and convinces him to make a comeback on The Krusty the Clown Show.
- DirectorJim ReardonMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightPrime minister Tony Blair welcomes the Simpsons to England where they run into author J.K. Rowling and actor Ian McKellen.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightHomer and Marge tell the story of how they met and fell in love in high school.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightThe family's job at Mr. Burns' country estate goes awry when Homer goes mad; Homer's attempt to repair a toaster results in inadvertent time travel; The school staff turn cannibalistic.
- DirectorPete MichelsJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightMarge takes up body-building to boost her self-esteem after being mugged at the Kwik-E-Mart.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer receives an evil hair transplant; Bart and Lisa get trapped in an Itchy and Scratchy cartoon; Maggie is revealed to be an alien.
- DirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightA hobo tells the Simpsons tall tales on a train ride:. In the first story, Homer is Paul Bunyan. In the second, Lisa stars as Connie Appleseed. And in the third, Bart and Nelson raft down the Mississippi as Tom Sawyer and Huck Finn.
- DirectorDavid SilvermanRaymond S. PersiStarsDan CastellanetaJulie KavnerNancy CartwrightA new cemetery right outside the window of Lisa's room makes Lisa suffer from many sleepless nights.
- DirectorJim ReardonMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Bart takes a joyride in a police car, a judge orders him to be tethered to Homer at all times.
- DirectorWesley ArcherMilton GrayStarsDan CastellanetaJulie KavnerNancy CartwrightBart is sent to France on a student exchange program, where he's treated like a slave; an Albanian student with suspicious motives takes Bart's place in the family.
- DirectorDavid SilvermanNancy KruseStarsDan CastellanetaJulie KavnerNancy CartwrightA townsperson comes out of the closet when Springfield legalized same-sex marriages in a plot to bolster tourism; Homer uses the Internet to become a minister.
- DirectorNeil AffleckStarsDan CastellanetaJulie KavnerNancy CartwrightTroy McClure presents three spinoffs: "Chief Wiggum, P.I.," "The Love-Matic Grandpa," and "The Simpson Family Smile-Time Variety Hour."
- DirectorWesley ArcherStarsDan CastellanetaJulie KavnerNancy CartwrightBart, Milhouse and Martin each pitch in to buy an highly-collectible "Radioactive Man" comic book, which soon has a disastrous effect on their friendship.
- DirectorJim ReardonMike B. AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter a disastrous performance, Krusty changes his image and becomes an edgy stand-up.
- DirectorDavid SilvermanMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightSpringfield builds an opera house, but since no-one attends it they convert it into a prison. Old and forgotten laws are used to fill the prison, and therefore Homer goes to jail for kicking a can five times in a row. In jail, Homer becomes a snitch
- DirectorJim ReardonMatthew NastukStarsDan CastellanetaJulie KavnerNancy CartwrightBart and Milhouse are left in charge of the comic book store after Comic Book Guy is hospitalized.
- DirectorJim ReardonNancy KruseStarsDan CastellanetaJulie KavnerNancy CartwrightKrusty decides to do what he never did when he was thirteen years old - have a Bar Mitzvah.
- DirectorJim ReardonMike B. AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightHomer reads three stories from an overdue library book, imagining himself as Odysseus, Lisa as Joan of Arc, and Bart as Hamlet.
- DirectorDavid SilvermanMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightHomer must decide whether he should complete marriage counseling or skip out to catch a legendary catfish; Bart and Lisa take advantage of Grampa's ignorance of the house rules.
- DirectorJim ReardonMark KirklandStarsDan CastellanetaJulie KavnerNancy CartwrightBart is punished with community service at the Retirement Castle after he ruins Springfield's chances of hosting the Olympics.
- DirectorDavid SilvermanStarsDan CastellanetaJulie KavnerNancy CartwrightBart ends up at a school for gifted children after cheating on an IQ test.
- DirectorChuck SheetzStarsDan CastellanetaJulie KavnerNancy CartwrightMarge enters the pretzel vending business, but when she fails, Homer recruits some help from the mob.
- DirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Mr. Burns is erroneously reported as dead, he buys all of he media outlets in order to prevent them from writing scathing articles about him.
- DirectorDavid SilvermanRaymond S. PersiStarsDan CastellanetaJulie KavnerNancy CartwrightAfter a garage-cleaning accident, Marge wants Homer to get life insurance. Instead, the family gets an RV.
- 1989– 30mTV-146.6 (1.6K)TV EpisodeDirectorJim ReardonBob AndersonStarsDan CastellanetaJulie KavnerNancy CartwrightA concert for babies ends in a riot, so the childless adults of Springfield gather to make the town less child-friendly.
- DirectorJim ReardonStarsDan CastellanetaJulie KavnerNancy CartwrightAfter Homer loses his license for DUI, Marge pressures him to give up beer for a month; Lisa attempts to prove that Bart is less intelligent than a hamster.
- DirectorSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightAt his 20th anniversary celebration as school principal, Principal Skinner is discovered to be an imposter of the real Seymour Skinner.
- DirectorCarlos BaezaStarsDan CastellanetaJulie KavnerNancy CartwrightHomer's marriage is in trouble when he develops an attraction to a new co-worker; Bart undergoes medical treatments that make him look like a nerd.
- DirectorJim ReardonLance KramerStarsDan CastellanetaJulie KavnerNancy CartwrightA freak blizzard traps the students of Springfield Elementary inside their school. Their lives at stake, they are at the mercy of the rescue efforts of a woozy Homer and Ned.
- DirectorJim ReardonSteven Dean MooreStarsDan CastellanetaJulie KavnerNancy CartwrightHomer has to use Sideshow Bob in order to track down a potential assassin.