When Homer finds himself publicly humiliated once again, he seeks refuge in an online group solving a mystery behind a missing tortoise from the Springfield Zoo. However, this leads him to discover something much darker than what he first expected.

When Marge decides to join an exercise bike group, she slowly becomes infatuated with her instructor Jesse which enrages Homer. Meanwhile, Lisa is summoned to jury duty and discovers how erroneous the process in court is.

Guest stars: Jane Kaczmarek as Judge Constance Harm, Joe Mantegna as Fat Tony, Daniel Craig as Jesse

A story about Lisa joining the newly co-ed Boy Explorers and competing against Bart is interrupted by two Pseudo-Nonymous hackers who hold the program for ransom while revealing various "show-destroying" scenes that were never meant for broadcast, featuring the Simpson family, Lenny, Martin, Comic Book Guy, Seymour and Agnes Skinner, Superintendent Chalmers, and numerous others.

Krusty becomes the host of a daytime talk show with Marge as a consulting producer as there are claims of toxic actions done behind the scenes.

Kang and Kodos read a book of three terrifying tales in a wizard's hovel:

• "The Pookadook": In this parody of The Babadook, Marge reads Maggie a storybook about a monster that feeds on people's rage and is released by the very act of reading the book itself.
• "Death Tome": In this parody of Death Note, Lisa comes across a tome that will kill anybody whose name is written in it, but only if the manner of death is different each time as she is aided by a Shinigami named Steve Johnson.
• "Simpsonsworld": In this parody of Westworld, robot versions of the Simpson family become self-aware to discover themselves in an advanced amusement park known as Simpsonsworld.

Guest stars: John Roberts as Linda Belcher, Hank Williams, Jr. singing "Canyonero!"

Duff Beer holds a new mascot contest, so Duffman fights to remain relevant and prove that he isn't sexist by using a photo of Lisa with him from an old promotional event and claiming she's his daughter. When Homer and Lisa confront Duffman, he reveals he really does have an estranged daughter named Amber. As Duffman notices how smart Lisa has become, he views Homer as the ultimate father and enlists his help to reconnect with Amber and win the competition.

Guest stars: Paul Brittain as Brandon, Aubrey Plaza as Amber Duffman

During the week of Thanksgiving, Grampa Simpson starts dating Blythe. Homer gets jealous of the time Grampa spends with her son Calvin. Meanwhile, Bart and Lisa throw a party at the Springfield Retirement Home.

A possible future look at adult Lisa's chance meetings with Nelson Muntz where she finds herself caught in an unlikely love triangle with the former bully and Hubert Wong as their paths keep crossing.

Guest stars: Simu Liu as Adult Hubert Wong, Natasha Lyonne as Sophie Krustofsky, Jackie Mason as Rabbi Krustofsky Hologram (archive recording)

Bart discovers a glitch in the online multiplayer game Boblox (parody of Roblox) that allows him to duplicate items on old computers, so he uses the outdated PCs at school to start a Boblox farm racket. When Principal Skinner finds out, Bart convinces him to join in with promises that they can use the profits to benefit Springfield Elementary. Meanwhile, Marge discovers that she can communicate with Maggie in Boblox via emojis allowing her baby daughter to finally "talk" with her.

While coaching Bart's ice hockey team, Moe feels that Nelson Muntz could be the enforcer he needs to protect top-scorer Bart from violent opponents. Moe takes Nelson under his wing and sends him to Top Goon Academy where he learns how to harness his aggression to protect his primary which leads to him getting involved with Fat Tony's crime family.

Through a series of YouTube videos, the ups and downs of the Simpsons' social media presence are revealed.

Guest stars: Michael Rapaport as Mike Wegman, Bob the Drag Queen as Herself, Monét X Change as Herself

After a string of bad luck, Ned Flanders unknowingly gets tangled with the Springfield Mafia.

Guest star: Paul Fusco as ALF, Kipp Lennon as Italian American Singer, Joe Mantegna as Fat Tony

Carl falls in love with a woman named Naima. After his attempts to impress her on a date ruin the evening, Carl decides to dive deeper into himself and decides to learn more about his family's ancestry. He then goes on to the show Finding Your Roots and learns that he's part of a long line of cowboys.

Homer and Marge become enraged at Bart for defacing the books at school only to discover that others are thanking him for getting the younger children interested in reading by making it fun. Homer and Marge suddenly become introspective about their feelings towards their son, wondering if they've come to resent him for wearing them down, simply because they're his parents. Wishing they could see Bart through the eyes of people that aren't his parents, Homer and Marge dream of a world where Bart isn't their son, yet still comes into their lives as Homer and Marge have different occupations.

Kirk Van Houten protests the teachings that are done at Springfield Elementary. Meanwhile, Homer creates a lucrative infomercial product to repay his debt by buying so many informercial products.

Homer learns that Barney’s Bowlarama is being turned into a trendy hangout by Terrence, so he asks the hipster to give him a week to prove that bowling is still popular. After Homer convinces a reluctant Marge to bowl, her impressive performance sees Terrence offering to keep the Bowlarama alive if she beats an opponent of his choice. Homer hires a coach to help Marge and unwittingly chooses suave Frenchman Jacques, unaware of their prior history together.

Homer publicly insults pop icon Ashlee Starling after her fans interrupt a baseball game. This quickly makes him the target of her unrelenting fanbase of whom Lisa is a member. While Homer's own family betrays him one after another, he soon discovers that Starling isn't the only pop star with a fanbase.

Springfield's in lockdown mode when a caterpillar infestation hits the town. Initially, the Simpsons plan to spend their quarantine using a streaming service. After Homer accidentally signs out of the app, each of the family members go off on their own at-home adventure. Homer and Marge have to hijack ranch dressing into their home from Flanders when it's the only thing Maggie will eat, Bart works with his friends through online video to help Principal Skinner retrieve his childhood quilt from his cousin Peter, and Lisa imagines herself shrinking down in size so she can enter the dollhouse given to her as an early Christmas present.

When Krusty learns that clowning is a dying profession, he opens a clown school for children. Bart joins and finally discovers a love for going to school. When a lot of other kids follow in his footsteps, Krusty soon discovers his new school is not only more successful than he imagined, but more personally rewarding too. Unfortunately, his success sees Fat Tony and the mob wanting a piece of the action.

After discovering Marge has been hiding something from him, Homer becomes so incensed that he crashes his car into a fire hydrant. Time seems to slow as Homer finds himself flying through the car’s windshield, where a projection of his psyche in the form of Maggie’s Happy Little Elf doll Goobie Woo helps him reflect on his relationship with Marge.