Oh, son, don’t overreach. Go for the dented car the dead-end job, the less attractive girl. I blame myself: I should have had this talk a long time ago.— Grampa
After Homer is treated to dinner on Mr. Burns' corporate jet, he gets a taste for the good life, so Marge hires a life coach in order to fulfil his dreams.
During a spell in hospital, Homer discovers he is a great opera singer - but only when lying down. However, after becoming a huge star he is pursued by an obsessive stalker.
Homer stumbles into the world of towing cars for a living. However, he soon gets on the wrong side of the Springfield townspeople, who plot their revenge.
Marge befriends a man called Dwight who is about to rob a bank. After convincing him to turn himself in, Marge promises to visit him in prison - but when she doesn't show, Dwight breaks out and stalks Marge.
E.T. Go Home: Bart discovers an alien in the shed and unwittingly helps him build a space portal for him to wage war on Earth. Mr. & Mrs. Simpson: Unbeknownst to each other, Homer and Marge are secret agents, but are assigned to assassinate each other. Heck House: Flanders turns the church into a "Hell House" and God turns him into the devil to teach the children a lesson about the Seven Deadly Sins.
Luann and Kirk Van Houten remarry, but on their honeymoon their ship sinks and they are presumed dead. This prompts Milhouse to begin acting "like a real man". Meanwhile, Homer find himself in the doghouse after forgetting Marge's eye color.
A new comic book store with a friendlier owner causes Comic Book Guy to shut down the Android's Dungeon. Marge takes the opportunity to open a women-only gym, but causes Homer to feel self-conscious.
Sideshow Bob once again tries to murder the Simpson family, but on trial Bart inadvertently kills Bob by withholding his medicine. Bob's brother Cecil, convinces Bart to pay his last respects but all is not what it seems...
Homer wakes up in the snow with no recollection of what happened the night before. With a little help from various townspeople he pieces it back together.
Springfield holds its primary election, but no one likes either of the candidates so the townspeople embrace a write-in: Ralph Wiggum.
After discovering Marge's diploma, Homer recalls how he gave up his dreams of being a musician for her. However, when Marge fell for her University professor, he slid into depression and formed the world's first grunge band.
On Valentine's Day, the Simpson family regale each other with love-themed stories: Homer talks about Binnie and Clyde; Marge recounts a Simpson-esque Lady and the Tramp; and Bart spins a tale where he and Nelson are Johnny Rotten and Sid Vicious of The Sex Pistols.
A new kid named Donny starts at Springfield Elementary, who is a great prankster like Bart. But when his pranks begin to backfire, Bart suspects Donny of sabotage.
Bart and Lisa play a prank on Martin Prince, but it backfires, leading to his apparent death.
Lisa takes up ballet but is tempted by peer pressure to smoke in order to stay thin.
Lurleen Lumpkin returns when all of Springfield is ordered to repay taxes. She moves in with the Simpsons but pines for her father, who left her when she was a little girl.
Bart and Lisa save a cow from going to the slaughterhouse by giving it to a young farmhand, Mary. However her father, Cletus, believes it to be a marriage proposal for his daughter.
Lisa creates a documentary film about her family for a school project. It is entered into the Sundance Film Festival, however, upon seeing it for the first time, Homer, Marge and Bart are shocked that it paints the family in an unfavorable light.
Homer's mother returns, but after she passes away, Homer is left reeling with guilt for not telling her that he loved her.
Lisa becomes Krusty the Clown's new sidekick, but ends up more popular than he is.