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Episode 1
Beyond Blunderdome
September 26, 1999, 23 min
Homer befriends Mel Gibson just as Mel is completing a remake of Mr. Smith Goes To Washington. Homer convinces Mel to make the film more violent, with disastrous results.
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Episode 2
Brother’s Little Helper
October 3, 1999, 23 min
When Bart commits an extremely destructive prank, he is given Focusyn, a pill to help him concentrate in school. At first the results are impressive, and then Bart starts believing…
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Episode 3
Guess Who’s Coming to Criticize Dinner?
October 24, 1999, 23 min
With Lisa's help, Homer uses his vast knowledge of food to become the town's leading restaurant critic. But when he gets petty and vindictive in his criticisms, all the other…
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Episode 4
Treehouse of Horror X
October 31, 1999, 23 min
In "I Know What You Diddily-Iddly-Did" the Simpsons fear they have killed Ned Flanders. "Desperately Xeeking Xena" satirizes superheroes of yore with "Stretch Dude" Bart and "Clobber Girl" Lisa. And…
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Episode 5
E-I-E-I-(Annoyed Grunt)
November 7, 1999, 23 min
Fleeing from a duel, Homer takes his family to live on a farm. There he discovers that by mixing tomatoes, tobacco and radioactivity from the nuclear plant, he can create…
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Episode 6
Hello Gutter, Hello Fadder
November 14, 1999, 23 min
Homer bowls a perfect 300 game, then concludes that the greatest accomplishment of his life is behind him. He reconnects with the world by bonding with baby Maggie.
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Episode 7
Eight Misbehavin’
November 21, 1999, 23 min
Due to overuse of fertility medication, Apu and wife Manjula give birth to octuplets. Desperate for money, Apu loans the babies to an unscrupulous carny promoter, then needs Homer's help…
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Episode 8
Take My Wife, Sleaze
November 28, 1999, 23 min
After winning a motorcycle at a dance contest, Homer becomes part of a motorcycle gang. But when he puts Marge's photo in a biker magazine, a much tougher gang takes…
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Episode 9
Grift of the Magi
December 19, 1999, 23 min
In this Christmas-themed episode, the students of Springfield Elementary are unwittingly used as a focus group to test new toys. The product of their labors, a cuddly doll named Funzo,…
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Episode 10
Little Big Mom
January 9, 2000, 23 min
When Marge leaves the house to recuperate from a skating injury, everything goes to hell - until Lisa convinces Homer and Bart they have leprosy.
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Episode 11
Faith Off
January 16, 2000, 23 min
Homer gets a bucket stuck on his head, and when it is removed the town is convinced that Bart has the powers of a faith healer. Then mobster Fat Tony…
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Episode 12
The Mansion Family
January 23, 2000, 23 min
Worried about his health, Mr. Burns visits the Mayo Clinic. He lets Homer housesit his mansion, which leads of course to an offshore knife fight and an attack by Chinese…
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Episode 13
Saddlesore Galactica
February 6, 2000, 23 min
Homer and Bart befriend a diving horse at a county fair. They turn it into a racehorse with an attitude, whose success runs them afoul of mysterious, tree-dwelling jockeys.
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Episode 14
Alone Again, Natura-Diddily
February 13, 2000, 23 min
Ned's wife Maude is inadvertently killed by a T-shirt accident at an auto race. Homer and his family try to help Ned cope.
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Episode 15
Missionary: Impossible
February 20, 2000, 23 min
When Homer fails to give money he promised over the phone, he is forced by PBS stars to flee the country. He becomes a missionary on a small tropical island,…
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Episode 16
Pygmoelian
February 27, 2000, 23 min
Plastic surgery gives Moe the bartender a handsome new face and a whole new life as a soap opera star.
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Episode 17
Bart to the Future
March 19, 2000, 22 min
We see a possible future in which Bart is a grown-up slacker, living with Ralph Wiggum, while Lisa is no less than President of the United States.
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Episode 18
Days of Wine and D’oh’ses
April 9, 2000, 23 min
After being embarrassed by a drunken video of himself, Barney vows to sober up. Newly clean, he gets work as a helicopter pilot.
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Episode 19
Kill the Alligator and Run
April 30, 2000, 23 min
After a terrible bout with insomnia, Homer takes the family to Florida during spring break. There, they kill a beloved alligator and are sentenced to a chain gang.
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Episode 20
Last Tap Dance in Springfield
May 7, 2000, 23 min
Lisa enters a tap dancing academy, where the teacher is a child star who never quite grew up. Meanwhile, Homer gets laser eye surgery.
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Episode 21
It’s a Mad, Mad, Mad, Mad Marge
May 14, 2000, 23 min
Otto's girlfriend seems to be usurping Marge's role when she moves in with the family after a dispute over heavy metal.
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Episode 22
Behind the Laughter
May 21, 2000, 23 min
A "Behind the Music"-style look at the Simpsons, narrated by VH1's Jim Forbes, shows their rise to stardom--and the "private hell" that followed.