- 8.5/1037 votes
#1 - Cape Feare
Season 5 Episode 2 - Aired 10/7/1993
The Simpsons go incognito to avoid the newly paroled Sideshow Bob, who's out to get Bart.
Director: Rich Moore
Writer: Jon Vitti
- 8.4/1038 votes
#2 - Marge vs. the Monorail
Season 4 Episode 12 - Aired 1/14/1993
When Springfield gets a sudden windfall, a charismatic traveling salesman convinces the town to build a monorail.
Director: Rich Moore
Writer: Conan O'Brien
- 8.3/1043 votes
#3 - Roswell That Ends Well
Season 4 Episode 1 - Aired 12/9/2001
The combined explosions of a supernova and Fry putting metal in the microwave hurtle the Planet Express crew back in time to 1947. They land at Roswell, New Mexico, where a shattered Bender is mistaken for UFO debris, Zoidberg is taken in for an alien autopsy, and Fry accidentally kills his grandfather, Enis, in a nuclear explosion.
Director: Rich Moore
Writer: J. Stewart Burns
- 8.2/1044 votes
#4 - The Devil's Hands Are Idle Playthings
Season 5 Episode 16 - Aired 8/10/2003
Fry makes a deal with the Robot Devil so he can become a skillful musician and win Leela's heart.
Director: Rich Moore
Writer: Ken Keeler
- 8.1/1037 votes
#5 - Stark Raving Dad
Season 3 Episode 1 - Aired 9/19/1991
A deviation from his norm lands Homer in a mental institution, where he shares a room with a man who thinks he's Michael Jackson.
Director: Rich Moore
Writer: Al Jean
- 8.1/1037 votes
#6 - Flaming Moe's
Season 3 Episode 10 - Aired 11/21/1991
Moe steals the drink recipe Homer invented, and the rechristened “Flaming Moe” turns his tavern into a hotspot. When a national franchise wants to buy the recipe, Homer wants revenge.
Director: Rich Moore
Writer: Robert Cohen
- 8.0/1041 votes
#7 - Anthology of Interest I
Season 2 Episode 20 - Aired 5/21/2000
The Professor's "What-If" machine simulates Bender, Leela and Fry's wishes. Bender discovers what it would be like if he were 500 feet tall, Leela discovers what it would be like if she were more impulsive, and Fry discovers what would happen if he never came to the future.
Director: Rich Moore
Writer: David X. Cohen
- 8.0/1094 votes
#8 - Space Pilot 3000
Season 1 Episode 1 - Aired 3/28/1999
On New Year's Eve 1999, Pizza Delivery boy Philip J. Fry accidentally falls into a cryogenic chamber and is frozen for 1,000 years. Finally unfrozen, he explores New New York, meets his new best friend (a kleptomaniacal robot named Bender) and goes to work for his great-great-great-great-grand-nephew's space delivery business.
Director: Rich Moore
Writer: Matt Groening
- 7.9/1035 votes
#9 - Bart the Murderer
Season 3 Episode 4 - Aired 10/10/1991
While working for Fat Tony, Bart gains enough influence with his boss to solve his problems with Principal Skinner--perhaps permanently.
Director: Rich Moore
Writer: John Swartzwelder
- 7.9/1033 votes
#10 - Itchy & Scratchy: The Movie
Season 4 Episode 6 - Aired 11/3/1992
Bart is punished by being barred from the Itchy and Scratchy movie.
Director: Rich Moore
Writer: John Swartzwelder
- 7.8/1041 votes
#11 - Lisa's Substitute
Season 2 Episode 19 - Aired 4/25/1991
With Miss Hoover out sick, a substitute teacher takes the class and becomes an inspiring role model for Lisa.
Director: Rich Moore
Writer: Jon Vitti
- 7.7/1057 votes
#12 - Hell Is Other Robots
Season 1 Episode 9 - Aired 5/18/1999
During a Beastie Boys concert, Bender runs into a high school buddy, Fender. He invites him to a party, which turns out to be robots getting high off of electricity, or "jacking on". After one try, Bender is hooked.
Director: Rich Moore
Writer: Eric Kaplan
- 7.5/1046 votes
#13 - Simpson and Delilah
Season 2 Episode 2 - Aired 10/18/1990
Homer uses his medical insurance to buy Dimoxinil, a miracle hair-growth formula. After growing luxurious locks, he's given a promotion which allows him to hire a secretary named Karl and makes grand promises to his family at home.
Director: Rich Moore
Writer: Jon Vitti
- 7.5/1050 votes
#14 - Treehouse of Horror
Season 2 Episode 3 - Aired 10/25/1990
The Simpson kids hide in the family treehouse and tell each other spooky stories. The first regards haunted houses, the second introduces Kang and Kodos for the first time in an alien abduction, and the third is a Simpson-adapted retelling of The Raven.
Director: Rich Moore
Writer: Jay Kogen
- 7.5/1032 votes
#15 - Lisa the Greek
Season 3 Episode 14 - Aired 1/23/1992
Lisa's ability to pick winning football teams kicks off a strong bond with Homer.
Director: Rich Moore
Writer: Jay Kogen
- 7.4/1032 votes
#16 - Brother, Can You Spare Two Dimes?
Season 3 Episode 24 - Aired 8/27/1992
Homer's half-brother asks for a loan after Homer is awarded some cash.
Director: Rich Moore
Writer: John Swartzwelder
- 7.4/1031 votes
#17 - The Front
Season 4 Episode 19 - Aired 4/15/1993
Lisa and Bart write an Itchy and Scratchy episode; Homer makes up a missing high-school credit.
Director: Rich Moore
Writer: Adam I. Lapidus
- 7.3/1028 votes
#18 - A Streetcar Named Marge
Season 4 Episode 2 - Aired 10/1/1992
Marge is cast in a version of "A Streetcar Named Desire," playing Blanche to Ned Flanders' Stanley.
Director: Rich Moore
Writer: Jeff Martin
- 7.2/1041 votes
#19 - Homer vs. Lisa and the 8th Commandment
Season 2 Episode 13 - Aired 2/7/1991
Homer becomes the most popular guy in town when he gets an illegal cable hook-up, but Lisa fears he will go to hell for violating the Eighth Commandment.
Director: Rich Moore
Writer: Steve Pepoon
- 7.1/1049 votes
#20 - Brannigan, Begin Again
Season 2 Episode 6 - Aired 11/28/1999
Upon destroying the new DOOP headquarters, Zapp Brannigan and Kif find themselves court-martialed and dishonorably discharged. They take up jobs at Planet Express, where Kif learns what respect feels like and Zapp incites a mutiny against Leela.
Director: Rich Moore
Writer: Lew Morton
- 7.1/1059 votes
#21 - The Telltale Head
Season 1 Episode 8 - Aired 2/25/1990
Bart pulls a stunt that shocks the entire town, including the new friends he was trying to impress.
Director: Rich Moore
Writer: Al Jean
- 7.1/1042 votes
#22 - Dead Putting Society
Season 2 Episode 6 - Aired 11/15/1990
Bart and Todd Flanders decide to enter a miniature golf tournament. Homer becomes confident that Bart will win and makes a bet with Ned that the father of the boy that does not win will have to mow their neighbors lawn in their wife's Sunday dress.
Director: Rich Moore
Writer: Jeff Martin
- 7.0/1044 votes
#23 - A Clone of My Own
Season 2 Episode 15 - Aired 4/9/2000
Professor Farnsworth unveils his clone, Cubert Farnsworth, whom he plans to leave everything to upon his retirement. But Cubert wants no part of Farnsworth's lifestyle, prompting the professor into a premature retirement on the Near-Death Star.
Director: Rich Moore
Writer: Patric M. Verrone
- 7.0/101 votes
#24 - Clum Babies
Season 2 Episode 5 - Aired 11/16/2005
Wooldoor discovers the healing powers of his bodily fluids. Ling-Ling finds love.
Director: Rich Moore
Writer: Jonathan Kimmel
- 6.7/1058 votes
#25 - Homer's Night Out
Season 1 Episode 10 - Aired 3/25/1990
Shutterbug Bart captures Homer with a sexy entertainer at a bachelor party.
Director: Rich Moore
Writer: Jon Vitti