1999
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- OverviewNov 1, 2000-May 20, 200121 episodesEpisodes21. Simpsons Tall Tales May 20, 2001
- The Simpsons play folk legends like Paul Bunyan and Tom Sawyer.
- 20. Children of a Lesser Clod May 13, 2001
- Homer starts a daycare center in his home while recuperating from a knee injury.
- 19. I'm Goin' to Praiseland May 6, 2001
- Homer and Flanders build a biblical-theme park as a tribute to Ned's wife, Maude.
- 18. Trilogy of Error Apr 29, 2001
- Three different stories converge on one eventful morning.
- 17. Simpsons Safari Apr 1, 2001
- Homer finds a winning ticket for a trip to Africa.
- 16. Bye Bye Nerdie Mar 11, 2001
- Lisa's attempts at reaching out earn the wrath of a new student.
- 15. Hungry Hungry Homer Mar 4, 2001
- Homer goes on a hunger strike for the Springfield baseball team.
- 14. New Kids on the Blecch Feb 25, 2001
- Bart is recruited for a boy band.
- 13. Day of the Jackanapes Feb 18, 2001
- Through hypnosis, Sideshow Bob turns Bart into a killing machine.
- 12. Tennis the Menace Feb 11, 2001
- When Homer builds a backyard tennis court, it brings out the worst in his family.
- 11. Worst Episode Ever Feb 4, 2001
- The Comic Book Guy has a stress attack, so Milhouse and Bart take over the comic book store.
- 10. Pokey Mom Jan 14, 2001
- A softhearted Marge invites a recent parolee to move into the Simpson household.
- 9. HOMR Jan 7, 2001
- An operation to remove a crayon wedged in Homer's brain makes him intelligent.
- 8. Skinner's Sense of Snow Dec 17, 2000
- Principal Skinner refuses to shut down Springfield Elementary during a snowstorm.
- 7. The Great Money Caper Dec 10, 2000
- Homer and Bart turn into a couple of con artists to pay for a car repair bill.
- 6. The Computer Wore Menace Shoes Dec 3, 2000
- Homer creates his own gossip Web site.
- 5. Homer vs. Dignity Nov 26, 2000
- When Homer asks for a raise, Mr. Burns pays him to play unpleasant jokes on others.
- 4. Lisa the Tree Hugger Nov 19, 2000
- Lisa joins an environmental protest-group.
- 3. Insane Clown Poppy Nov 12, 2000
- Bart meets a girl who claims to be Krusty's daughter.
- 2. A Tale of Two Springfields Nov 5, 2000
- Homer tries to split the town when Springfield adds a second area code.
- 1. Treehouse of Horror XI Nov 1, 2000
- Homer must earn a place in Heaven; dolphins take over Springfield; fairy tales get scary.