After being offended by a comedy cable channel roast of him, Krusty goes to his father for advice, only to have him die before he can say whether or not he found his son funny, causing Krusty to decide to retire. Meanwhile, fear of losing her own father causes Lisa to try to protect Homer from unhealthy food choices.

Homer is tired of Bart disrespecting him, so he attempts to parent Bart, by forcing him to eat his broccoli. This goes nowhere, so Marge signs them up for the Relation Ship to solve their problems. Meanwhile, while Homer's away, Marge takes over his Fantasy Football league. On board the Relation Ship, Homer does not enjoy sea life while Bart excels at sailing and becomes mid shipman, much to Homer's dismay.

After her sandwiches become popular at Springfield Elementary, Marge opens a sandwich store. It becomes a huge success, until the same franchise opens another store right across the street.

In the twenty-fifth annual Simpsons Halloween special:

• School is Hell: Bart and Lisa find a desk carved with an Aramaic incantation that sends them to Hell – and Bart fits in at the school there.
• A Clockwork Yellow: Moe leads a Clockwork Orange-style gang, but one of his droogs (Homer) falls for a woman (Marge) and gives up life as a thug.
• The Others: The Simpsons are haunted by their former selves from The Tracey Ullman Show – and Homer falls for the older Marge, angering the current Marge.

Guest star: John Ratzenberger as CGI Homer Simpson

When Mr. Burns starts a fracking operation, Lisa brings National Assemblywoman Maxine Lombard to put a stop to it, only to have Burns and Lombard fall in love.

In a crossover with Futurama, when a time capsule containing a sandwich with Bart's germs in it, Milhouse's rabbit's foot, and radioactive ooze causes a catastrophe in the future, the Planet Express crew comes to present-day Springfield to stop the Simpsons from creating the mess in the first place.
Guest stars: John DiMaggio, Maurice LaMarche, Phil LaMarr, Katey Sagal, Lauren Tom, Frank Welker and Billy West

Bart schemes to humiliate his new teacher, Mr. Lassen, who is a terrible bully. Meanwhile, the Simpsons go to "Blazing Guy" for their camping trip, but Mr. Lassen is also there, so Bart plans to ruin his day as revenge for cutting his hair.

When Homer has a midlife crisis, he forms a band of Springfield dads. Despite the band's modest early success, Apu ends up being a breakout star and stealing the show. This episode also features the first appearance of Sideshow Mel's family.

Homer goes to a hypnotist and ends up believing he is ten years old. However, when the hypnotist is arrested, Homer becomes stuck in his new age, so he bonds with Bart and refuses entry back into the responsibilities of adulthood.

Elon Musk arrives in Springfield, where he and Homer become fast friends, but Musk soon incurs the wrath of Mr. Burns when his ideas become over-the-top, which forces Burns to terminate all his employees, prompting Homer to try to end their friendship to save his job.

Lisa writes a new Springfield anthem after discovering the old one was plagiarized.

Marge becomes a chauffeur after she grows tired of chauffeuring her own kids around, but ends up disliking it due to the demands her customers make. Meanwhile, Moe becomes the Nuclear Power Plant's janitor and later the supervisor of Homer, Lenny, and Carl's sector after they wreck his bar.
Guest stars: Christopher Lloyd as Jim Ignatowski and Rich Sommer as Young Man

Homer takes Lisa to bring your daughter to work day, where she has fun watching him. A Nigerian princess named Kemi comes to Springfield, as her father intends to work out a uranium deal with Mr. Burns, and Homer is chosen to protect her due to his love for Lisa showing on the camera. Moe, having recently lost his money to a Nigerian prince, believes Kemi must be related to the scammer, but soon starts falling for her.

Chief Wiggum gets a jet pack, which he uses to fight crime. However, after he unintentionally crashes it into the church, Marge leads the rest of the Springfield congregation toward gambling in an attempt to rebuild it.

When Duffman undergoes hip replacement surgery following an injury during a parade and retires, Duff Beer's owner Howard K. Duff VII sets up a reality show presented by Cat Deeley in order to find his replacement. The competition is fierce until only Homer Simpson and one other competitor remain, and because the job requires him to stay sober during work hours, he learns that beer isn't as necessary as he thought to have a good time.

After Homer sees an expensive birthday, he complains about not getting the good things at his parties as a kid and ruins birthday parties all over town and is then forced to throw a party for Ned's son Rod. At Rod's party at the Air Force museum, Grampa tells the family stories about his days in the U.S. Air Force and reunites with his old friends. When Grampa's friends see how Homer treats his dad, they start forcing him to treat him right. Meanwhile, Bart begins using E-cigarettes to impress Milhouse's cousin Annika, who he has a crush on.

When Bart is bullied after a school dance, Marge gets the city to adopt a tough anti-bullying law that gets Homer arrested when Rod and Todd claim that he's bullying Ned, but Ned refuses to forgive Homer.

When the school goes all-digital thanks to a donation from Springfield Elementary alumni and all of the electronics go out, Lisa suggests turning the school into a Waldorf school, where kids "learn by doing" with hands-on interactions with Lunchlady Doris and Groundskeeper Willie. Later, Willie is put in charge of the school Mathletes team against Waverly Hills, the better funded elementary school in the district, after Lisa sees him put new grass in. Much to his dismay, Bart is put on the team.