Season 18:
Episode 379: The Mook, the Chef, the Wife, and Her Homer
Lisa befriends a boy named Michael, who happens to be the son of mob boss, Fat Tony. When Fat Tony is put out of commission by a rival family, Homer and Bart get involved with the mob.
Episode 380: Jazzy and the Pussycats
When Bart has problems with acting out, Marge and Homer take him to a child psychiatrist, who suggests that Bart should take up drumming. Bart is then approached by jazz musicians, who want him in their band.
Episode 381: Please Homer, Don't Hammer 'Em
When Marge discovers she has a knack for carpentry, she begins her own carpentry handyman service. Meanwhile, Bart begins to blackmail Principal Skinner, when he discovers that Skinner is highly allergic to peanuts.
Episode 382: Treehouse of Horror XVII
Three more scary tales are offered up in this 17th edition of the Treehouse of Horror: "Married to the Blob", "You Gotta Know When to Golem" and "The Day the Earth Looked Stupid".
Episode 383: G.I. (Annoyed Grunt)
Bart pre-enlists in the Army and when Homer goes to the Recruitment Centre to clear up the mess, he is tricked into enlisting in the Army himself.
Episode 384: Moe 'N' a Lisa
Lisa helps Moe discover his inner-poet and he gains swift popularity and recognition from a group of successful American authors, when Lisa helps to get his poetry published.
Episode 385: Ice Cream of Margie (With The Light Blue Hair)
Homer is fired from the power plant and buys an ice-cream truck. His successful business yields an abundance of discarded popsicle sticks and Marge uses them to create popular life-size statues of various citizens from Springfield.
Episode 386: The Haw-Hawed Couple
After being forced to attend Nelson's birthday party, Bart becomes best friends with the schoolyard bully. Meanwhile, Homer develops a big interest with one of Lisa's fantasy books.
Episode 387: Kill Gil - Vols 1 & 2
At Christmas time, Marge opens up her home to the jobless Gil. But problems arise when Gil overstays his welcome and Marge can't bring herself to kick Gil out of the house.
Episode 388: The Wife Aquatic
The family visits an island that Marge loved as a little girl. Homer puts on a fireworks show and accidentally destroys a boardwalk. To repay the damages, Homer works on a fishing boat.
Episode 389: Revenge Is A Dish Best Served Three Times
After the Simpsons car breaks down, the family tells each other tales of revenge gone wrong.
Episode 390: Little Big Girl
After saving Springfield from burning down in a city-wide fire, Mayor Quimby awards Bart with a driver's license. During Bart's travels he develops a serious relationship with a teenage girl. Meanwhile, Lisa lies about her Native American heritage.
Episode 391: Springfield Up
Documentary filmmaker, Declan Desmond returns and shows off his new documentary, Growing Up Springfield. The film documents and follows the lives of various Springfield residents in eight year intervals.
Episode 392: Yokel Chords
Principal Skinner allows Lisa to tutor Cletus' kids instead of them enrolling into Springfield Elementary, but they end up on Krusty's show as a Musical Act. Bart sees a psychiatrist after pretending that he's possessed by a ghost.
Episode 393: Rome-Old & Juli-EH
When Homer accidentally declares bankruptcy, Grampa ends up leaving the Springfield retirement castle and falls in love with Marge's sister, Selma.
Episode 394: Homerazzi
Homer decides to join the world of paparazzi - forgetting what happened the last time he had a job that dealt in revealing other people's flaws to the public.
Episode 395: Marge Gamer
Marge becomes a spectacle during a PTA meeting for not having an e-mail address, and then decides to take a chance at using the Internet. Amazed and delighted by all the Internet has to offer, Marge decides to join a popular role-playing fantasy game named "Earthland Realms".
Episode 396: The Boys Of Bummer
Bart becomes a hometown hero when he makes the game-winning catch at his Little League game. Meanwhile, Homer runs into some luck, when an impressed store owner hires him as a salesman.
Episode 397: Crook & Ladder
Maggie goes on a path of destruction in the Simpsons’ home after Marge follows advice in a parenting magazine and throws away her pacifier. Marge finally gives in and sends Homer to get Maggie a new pacifier, but when he can’t find the right brand, Maggie comes up with her own substitute – an especially squeaky dog toy. Homer can’t sleep through the toy’s incessant squeaking and is driven to take sleeping pills, which turn him into a sleepwalker with a penchant for mischief. When one of Homer’s sleepwalking schemes leaves the entire Springfield Fire Department debilitated in the hospital, Homer and some of his fellow Springfieldians become volunteer firefighters. They extinguish several fires and are rewarded with gifts, but when the gifts stop coming, they seek other forms of compensation for their heroic acts.
Episode 398: Stop! Or My Dog Will Shoot
Santa's Little Helper rescues Homer from a cornfield maze and becomes the town hero. The family enrols him in the Police Dog Academy but when he graduates and police life becomes too much for Santa's Little Helper he bites Bart and is given away.
Episode 399: 24 Minutes
Principal Skinner opens a CTU - Counter Truancy Unit - at Springfield Elementary School with Lisa heading up the operation. Homer is sent to dispose of a container of yogurt so far past it's freshness date that it could be toxic.
Episode 400: You Kent Always Say What You Want
When Homer buys the 1,000,000th ice-cream cone at the local shop he ends up on Kent Brockman's news program. When Brockman swears on live TV, Ned Flanders leads a crusade to clean up Springfield's airways starting with getting Brockman fired.