A Springfield resident dies, Krusty retires after he's offended by a comedy cable channel roast of him, and Lisa tries to protect Homer from getting hurt.
When Bart disrespects Homer's authority, Homer makes a point to try his hand at parenting. This proves fruitless, so Marge signs them up for the Relation Ship, where they'll resolve their conflicts at sea. Meanwhile, Marge is in charge of Homer's fantasy football league, but manages to win despite being the underdog.
Marge makes sandwiches for the Kids at Springfield Elementary, and they are such a success that she decides to open a franchise sandwich store, but running a store proves to be quite difficult, especially when another store opens across the street.
In a Halloween-theme episode Bart reads Aramaic symbols from the bottom of his desk and he and Lisa are transported to an alternate world filled with demons. Also, Moe organizes a "Clockwork Orange"-ish gang in which member Dum (Homer) falls for a young lady (Marge) who wants him to quit. In a homage to "The Others", the Simpsons reconnect with their earlier incarnations from the Tracey Ullman era.
Lisa brings in assembly woman Maxine Lombard to put a stop to Mr. Burns' fracking operation, but is taken aback when the two political opponents find themselves attracted to one another.
The Planet Express crew travels through time & space to Springfield from the year 3000 because Bender is convinced he must hug one of the Simpsons in order to save the future.
Bart matches wits with a new school bully... his new teacher Mr Lassen.
Meanwhile, Marge regrets putting Homer in charge of finding a location of their camping trip.
Homer has a mid-life crisis, takes up bass guitar and forms a cover band with some of the other dads in town. But the band's modest early success is soon overwhelmed by the breakout potential of their most unlikely star, Apu.
After Moe convinces Homer to stay out drinking on Christmas Eve, Marge tells Homer not to come home. This leads to Homer's sad trek through lonely Springfield, where he learns that the only place where one should truly get drunk on Christmas is home.
During a trip to "Dizzneeland" the Simpsons board the wrong ride, Rocket To Your Doom, and are transported through the galaxy to Kang and Kodos' home planet, where they are held captive at the local zoo and the inhabitants decide to eat Homer.
Homer goes to a hypnotist and ends up believing he is ten years old. However, when the hypnotist dies, Homer becomes stuck in his new age, so he bonds with Bart and refuses entry back into the responsibilities of adulthood.
When inventor Elon Musk lands in Springfield, he and Homer become fast friends and revolutionize the town's nuclear plant. But when Musk goes overboard and Mr. Burns wants him removed, Homer must figure out a way to break up with him.
When Lisa learns Springfield's anthem was stolen from another town she writes a replacement. Meanwhile, Homer learns the meaning of "Wide Pride".
When Marge gets fed up with the thankless duty of chauffeuring her kids around, she begins working as a driver for a transportation app service. Meanwhile, Homer bankrupts Moe when he watches over the bar for one night, which forces Moe to take a temporary job as a janitor at the nuclear plant.
Homer is put in charge of keeping Princess Kemi out of trouble while her father, a Nigerian king, works out a uranium deal with Mr. Burns. When Kemi ends up at Moe's, Moe jumps to the conclusion that she must be related to the Nigerian prince who scammed him over email and schemes to get his money back. But much to his surprise, he finds himself falling for the princess.
Chief Wiggum is mistakenly delivered a military jet pack, which he gleefully accepts and uses in order to fight crime. But when the jet pack crashes into the church, the congregation, led by Marge, must resort to gambling and counting cards in order to collect money to repair the church.
When Duffman undergoes hip replacement surgery and retires, the company sets up a reality show competition to find his replacement. Homer wins the competition, and because the job requires him to stay sober, he learns that beer isn't as necessary as he thought to have a good time.
Bart lies about being involved in a bulldozer crash, so Marge decides to follow him everywhere until he confesses. Meanwhile, Homer ignores Santa's Little Helper when Flanders gets a new dog.
When Homer gets an old film roll developed, the family takes a trip down memory lane to see the origins of how Bart and Lisa first started fighting with each other.
The Simpsons learn about Grampa's days in the Air Force, and Bart takes up smoking to impress Milhouse's Dutch cousin, Annika.
After Bart gets bullied at the school dance, Marge convinces the town to pass anti-bullying legislation. Homer then gets arrested and sent to rehab for bullying Ned Flanders, only to subsequently leave rehab as a hero.
When a modernized Springfield Elementary has a technical meltdown, Lisa transforms it into a Waldorf school. Meanwhile, Groundskeeper Willie becomes the coach of the mathletes.