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Bart and Lisa go off for the summer to Krusty's camp for kids, but instead of meeting Krusty they meet his bean-counting surrogate, Mr. Black. With their children gone, Homer and Marge enjoy a romantic summer, but Bart and Lisa are put to work making crummy merchandise, until Krusty returns and sets things right-by taking the kids to Tijuana.
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Marge wins the lead in a musical production of “A Streetcar Named Desire”, in which Ned Flanders plays Stanley Kowalski. Marge is infuriated by Homer's brutishness and insensitivity during preproduction, until he sees the play and reveals to Marge that he has grasped its meaning. While rehearsing, Marge sticks Maggie in the Ayn Rand Day Care Center, where her pacifier is immediately taken from her, and a la “The Great Escape”, she must struggle to win it back.
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Homer decides not to attend church one Sunday and has the time of his life and vows never to return to church again, however one Sunday after falling asleep while smoking a cigar he accidentally sets fire to The Simpsons house, Flanders spots the flames and rescues him, Homer comes to his senses and turns up at church the following Sunday(asleep).
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With her self-esteem shattered by a school carnival cartoonist, Homer decides to enter Lisa in a local children's beauty contest, which she ends up winning by default. But when she finds out how heavily involved Laramie Tobacco is in using the contest to sell cigarettes, she uses her position as a platform against the tobacco industry and other establishments of power and corruption.
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In “Clown Without Pity”, a Krusty the Clown doll goes berserk in the Simpson home. In “King Homer”, Marge is wooed by a giant ape. And final story, In “Dial ‘Z’ for Zombies”, Bart's attempt to bring back the family cat turns the town of Springfield into a pack of bloodthirsty zombies.
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Pulling one prank too many costs Bart the opportunity to see the Itchy and Scratchy Movie.
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Marge takes a job at the nuclear plant to help pay for the house's foundation repair, and Burns becomes smitten by her.
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Bart finds himself attracted to the 15-year-old new neighbor, Laura. Homer sues an All-You-Can-Eat buffet.
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Homer buys a truck with an attached snow plow after he destroys his car, and to pay for it, he starts a snow shoveling business, calling himself Mr. Plow. It all goes off without a hitch, until he finds himself in competition with The Plow King, a.k.a. Barney Gumbel. Now begins the winter of discontent.
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While trying to coax Maggie into saying her first word, Homer & Marge talk about how Lisa spoke hers.
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Years of poor eating habits catch up with Homer when he suffers a massive heart attack. The family can't afford the triple bypass operation he needs from Dr. Hibbert, so they go to a discount quack named Nick Riviera.
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After receiving a considerable donation of money, the people of Springfield decide what to spend it on. Enter Lyle Langley, a jocular salesman who gets Springfield hooked on a monorail system. After the monorail is up and running, and with Homer as the conductor, it's time for the maiden voyage. Little do the people know they have just boarded a one-way train to Hell.
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Selma starts to feel broody, but after taking Bart and Lisa to Duff Gardens, she changes her mind.
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After Homer forgets to pick up Bart from soccer practice, Bart joins a mentor program called Big Brothers presenting himself as an orphan, and is assigned a big brother called Tom. When Homer finds out, he joins the program too as a big brother.
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Feeling sorry for Ralph, Lisa sends him a Valentine card. Having developed a crush on her, Ralph invites Lisa to go see the Krusty the Clown show. She accepts but after Krusty asks them if they are boyfriend and girlfriend, Lisa lets Ralph know that she just wants them to be friends.
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After Homer is arrested for DUI, and loses his driver's license, he is put to the ultimate test when Marge pressures him to give up beer for a month.
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Homer becomes union leader and leads a company strike when Mr. Burns takes away the company dental plan.
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Homer plays a series of (childish) practical jokes on Bart. To get even, Bart uses a paint mixer at a local hardware store to shake up a can of Homer's beer. Homer opens the can, resulting in a huge explosion that seriously injures the Simpsons patriarch.
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Homer goes back to school after it is revealed that he never graduated. Meanwhile, Bart and Lisa ghostwrite for Itchy & Scratchy using Abe's name.
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Marge attempts to home school Bart after he is expelled from Springfield Elementary. Meanwhile, Lisa protests a barbaric local holiday centered around clubbing snakes to death.
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A misunderstanding leads to Marge being imprisoned for shoplifting. In her absence, the family and eventually, the town descend into chaos.
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A massive advertising blitz announces the arrival of something named “Gabbo.” Eventually, Gabbo is revealed to be a Howdy Doddy-esque dummy, with Arthur Crandall as the ventriloquist.