Lisa presents the story of how her southern ancestors assisted a slave to freedom for Black History Month at school.
After discovering their love of curling Marge and Homer try out for the Olympic team and actually make it to the 2010 Vancouver Games. Meanwhile, in Vancouver, Lisa develops an addiction to collecting Olympic pins.
Homer skips a date with Marge so he can buy a lottery ticket; when he wins a million dollars, he fears Marge's reaction to having blown off the date for a chance at fortune and he keeps his winnings a secret while showering the family with anonymous gifts.
Krusty is forced to add a female character named Princess Penelope to his show in order to attract more female viewers. She immediately overshadows Krusty as the ratings improve. Bart and Milhouse want to get the show back to the way it was, but the situation gets more complicated when Krusty and Penelope fall in love and decide to get married. Meanwhile, Homer, Lenny, and Carl consider working at a competing nuclear plant when Mr. Burns cuts off their daily doughnut service.
Grampa bumps into a human interest columnist who becomes fascinated with Grampa's life and writes a series of columns about Grampa's adventures.
After Lisa informs Bart that she and Maggie have a special bond that he'll never know because he doesn't have a brother, he takes a trip to the orphanage to find out what he's been missing out on.
After stumbling upon some teenage Wiccans, Lisa accepts an invitation to join their coven. Just before Lisa is inducted Chief Wiggum arrives and arrests the three teens on charges of witchcraft; Lisa becomes the chief witness in the trial. Meanwhile, Homer starts to hang out with his new pal Cletus after discovering the slack-jawed yokel makes moonshine.
Groundskeeper Willie tells Bart about Andy Hamilton, a former student who was an even better prankster than Bart is. Bart tracks down Andy, now 19 and still pulling pranks, and the two become quick friends.
Marge poses for a calendar for charity, but she is soon the talk of the town after she reveals a little too much during her photo shoot. Meanwhile, Carl receives a promotion at the plant. He then promotes Homer to be his executive assistant and runs him ragged.
Title Sequence: Homer and Marge throw a Halloween party, and real monsters show up to it, creating havoc when their wives show up. Dial "M" for Murder or Press "#" to Return to Main Menu: Lisa winds up in detention for being disruptive in class when another student is chosen for a spelling bee. She and Bart meet and discuss their plan to prank their teachers, except Bart's meaning of prank is different... Don't Have a Cow, Mankind: Krusty's new burger makes the citizens of Springfield turn into zombies. 28 days later, the Simpsons are still locked up in their home, and discover that Bart's Krusty Burger immunity is the key to solving the zombie crisis. There's No Business Like Moe Business: Homer, Marge and Moe are the main players in a Broadway style musical set in Moe's Tavern that tells the story of their complicated love-triangle.
When the male population of Springfield becomes obsessed with Mixed Martial Arts, Marge and some friends organize a protest. A MMA show promoter gets wind of Marge's protest and challenges her to a match and agrees to shut down the show if Marge wins.
Mrs Krabappel is fired from Springfield Elementary after Bart spikes her coffee, causing her to make a drunken fool of herself. She is replaced by a cool new teacher, Mr. Vaughn, who is a quick hit with the kids. Bart, however, struggles with the guilt and considers telling Principal Skinner the truth.
Homer is cast as the lead in Everyman, a super hero movie written by Comic Book Guy. But the newly christened actor has trouble staying on the exercise and diet regimen that his provided fitness trainer lays out for him.
Academy Award-nominated filmmaker Morgan Spurlock documents 20 years of Our Favorite Family.