Set in Springfield, the average American town, the show focuses on the antics and everyday adventures of the Simpson family; Homer, Marge, Bart, Lisa and Maggie, as well as a virtual cast of thousands. Since the beginning, the series has been a pop culture icon, attracting hundreds of celebrities to guest star. The show has also made name for itself in its fearless satirical take on politics, media and American life in general.
Beyond Blunderdome (Episode 1) 6.7
Writer: Mike Scully
Air date: 1999-09-26
Runtime: 23 min
Overview: 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.
Brother's Little Helper (Episode 2) 6.8
Writer: George Meyer
Air date: 1999-10-03
Runtime: 23 min
Overview: 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 in a conspiracy involving spy satellites and major league baseball.
Guess Who's Coming to Criticize Dinner? (Episode 3) 6.7
Writer: Al Jean
Air date: 1999-10-24
Runtime: 23 min
Overview: 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 chefs in town try to kill him.
Treehouse of Horror X (Episode 4) 7.0
Writer: Donick Cary
Air date: 1999-10-31
Runtime: 23 min
Overview: 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 "Life's A Glitch, Then You Die" depicts the upcoming horror of Y2K.
E-I-E-I-(Annoyed Grunt) (Episode 5) 6.6
Writer: Ian Maxtone-Graham
Air date: 1999-11-07
Runtime: 23 min
Overview: 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 a dangerously delicious new substance.
Hello Gutter, Hello Fadder (Episode 6) 6.1
Writer: Al Jean
Air date: 1999-11-14
Runtime: 23 min
Overview: 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.
Eight Misbehavin' (Episode 7) 5.6
Writer: Matt Selman
Air date: 1999-11-21
Runtime: 23 min
Overview: 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 to get them back.
Take My Wife, Sleaze (Episode 8) 6.2
Writer: John Swartzwelder
Air date: 1999-11-28
Runtime: 23 min
Overview: 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 her, and he must win her back.
Grift of the Magi (Episode 9) 6.9
Writer: Tom Martin
Air date: 1999-12-19
Runtime: 23 min
Overview: 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, is a lot more sinister than he appears.
Little Big Mom (Episode 10) 6.0
Writer: Carolyn Omine
Air date: 2000-01-09
Runtime: 23 min
Overview: When Marge leaves the house to recuperate from a skating injury, everything goes to hell - until Lisa convinces Homer and Bart they have leprosy.
Faith Off (Episode 11) 6.8
Writer: Frank Mula
Air date: 2000-01-16
Runtime: 23 min
Overview: 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 tries to turn the boy's spiritual abilities into more sinister directions.
The Mansion Family (Episode 12) 6.8
Writer: John Swartzwelder
Air date: 2000-01-23
Runtime: 23 min
Overview: 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 pirates.
Saddlesore Galactica (Episode 13) 6.3
Writer: Tim Long
Air date: 2000-02-06
Runtime: 23 min
Overview: 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.
Alone Again, Natura-Diddily (Episode 14) 6.7
Writer: Ian Maxtone-Graham
Air date: 2000-02-13
Runtime: 23 min
Overview: 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.
Missionary: Impossible (Episode 15) 6.9
Writer: Ron Hauge
Air date: 2000-02-20
Runtime: 23 min
Overview: 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, where he introduces the natives to casino gambling.
Pygmoelian (Episode 16) 6.7
Writer: Larry Doyle
Air date: 2000-02-27
Runtime: 23 min
Overview: Plastic surgery gives Moe the bartender a handsome new face and a whole new life as a soap opera star.
Bart to the Future (Episode 17) 6.7
Writer: Dan Greaney
Air date: 2000-03-19
Runtime: 22 min
Overview: 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.
Days of Wine and D'oh'ses (Episode 18) 7.0
Writer: Deb Lacusta
Air date: 2000-04-09
Runtime: 23 min
Overview: After being embarrassed by a drunken video of himself, Barney vows to sober up. Newly clean, he gets work as a helicopter pilot.
Kill the Alligator and Run (Episode 19) 6.3
Writer: John Swartzwelder
Air date: 2000-04-30
Runtime: 23 min
Overview: 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.
Last Tap Dance in Springfield (Episode 20) 6.1
Writer: Julie Thacker
Air date: 2000-05-07
Runtime: 23 min
Overview: Lisa enters a tap dancing academy, where the teacher is a child star who never quite grew up. Meanwhile, Homer gets laser eye surgery.
It's a Mad, Mad, Mad, Mad Marge (Episode 21) 7.3
Writer: Larry Doyle
Air date: 2000-05-14
Runtime: 23 min
Overview: Otto's girlfriend seems to be usurping Marge's role when she moves in with the family after a dispute over heavy metal.
Behind the Laughter (Episode 22) 7.0
Writer: Mike Scully
Air date: 2000-05-21
Runtime: 23 min
Overview: 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.