Homer saves Mr. Burns’ life and is rewarded with a trip in Monty’s private jet. It depresses Homer when he realizes that he will never again get to fly in such an elaborate jet. Marge hires a life coach to help Homer out.

During treatment for his back, Homer realizes he has a tremendous opera voice, but he can only sing while lying on his back. Regardless, Mr. Burns hires him for the Springfield Opera House and a star is born. Homer gains a large following of fans including a woman named Julia, who turns out to be an obsessive stalker.

Homer begins working in the towing industry, but he runs into some trouble when he becomes mad with power and is framed for towing in a rival’s territory. In the mean time, Marge joins a counseling group that shwos parents how to raise independant kids. Maggie seems to learn a lot from it.

in the middle of a bank heist, Marge convinces the robber (Dwight) to give himself up with a promise that she will visit him in prison. Marge doesn’t live up to her promise and Dwight soon breaks out of jail and is in search of Marge.

The series’ 18th Halloween show features parodies of movies in three vignettes: A spoof of Mr. & Mrs. Smith; plus a send up of E.T. and Se7en.

Millhouse’s parents remarry and are honeymooning on a cruise ship when they are reported as having been swept overboard and lost at sea. Millhouse decides it’s time he becomes a man.

Disappointed with Springfield’s snooty, glitzy L.A. Body Works gym, Marge opens her own facility for ’’real women.’’ The success of Shapes: A Gym for Women creates a demand for franchises, making Marge a rich and famous woman. Homer fears her new fame and the possibility that he will be replaced by a new, handsome man.

Sideshow Bob is back! He brings his whole family with him this time in yet another elaborate attempt to kill Bart.

Moe’s newest and most potent concoction to date, the Forget Me Not Shot, causes Homer to lose his memory...and his family.

While trying to raise some money for a bond problem, Quimby makes Springfield’s primary election the first in the country causing the candidates and mass media to flood the city.

Homer and Marge decide to tell their children about their lives during the 1990s, when Marge was a college student while Homer was working to pay her way through. However, the story takes a dramatic change when she reveals that she had almost broken up with Homer in order to be with an associate professor.

A touch of romance abounds in this episode as the Simpsons celebrate Valentine’s Day with Homer and Marge taking a ride through the Tunnel of Love at a carnival, only to be trapped inside when Bart sabotages their fun with gelatin. Homer helps pass the time with his rendition of the Bonnie and Clyde love story, and Marge recites her version of Lady and the Tramp. Also, Bart tells his version of the Sid and Nancy story.

Bart gets help with his pranks from a new kid at school, Danny. but he wonders if he can trust Danny after his pranks seem to backfire. Meanwhile, Homer falls in love with the new loaner car they use after Marge has an accident with their automobile.

Marge makes a call to a reality show named The Sneakers to check up on Homer, when she feels that he has been cheating on his diet. Meanwhile, Lisa and Bart are afraid of the deadly circumstances that may arise after they play a prank on Martin Prince.

Lisa encourages Marge to become a ballerina, as she had always dreamed of. But the auditions to ballet school finds Lisa being invited to enroll. While there, Lisa becomes addicted to the other students second hand smoke. Meanwhile, Homer finds a snag in his beef jerky business.

When Mayor Quimby realizes the city of Springfield has gone broke, Homer suggests they feign a natural disaster in order to obtain relief funds from the federal government. When the plan goes awry, Lisa goes through the town's financial records only to discover millions in uncollected city taxes. Springfield hits up its most notorious tax evaders, and Lurleen Lumpkin, a country music star Homer once managed, remains the last outstanding debtor. As Springfieldians scour the city to find her, Marge reluctantly permits the fugitive to stay with the family, creating a very interesting dynamic in the Simpson household.

Bart raises a blue ribbon winning bull from a calf as a 4-H club project, but needs help saving him after discovering that it is scheduled to be slaughtered for meat.

The Simpsons head to Park City, Utah to attend the Sundance Film Festival and view the film in which Lisa has created about her family.

Past memories of his mother's abandonment has Homer reluctant to trust her as she comes for a visit. But he feels remorse when she dies before he can grant her one final wish.

The end of the 19th season finds Lisa being awarded Springfield's Entertainer of the Year Award, with Sideshow Mel narrating her history in history, spoofing the movie All About Eve.