Air date: 9/4/94

During a very hot summer, Homer installs a pool in the Simpson backyard. Bart breaks his leg attempting to dive into it, and is unable to use the pool while all the other neighborhood kids do. In a scene reminiscent of Rear Window, Bart sees Ned Flanders bury something he thinks is Ned's wife Maude, but it turns out to merely be Maude's favorite plant.

Lisa's Rival

Air date: 9/11/94

A new student joins Lisa's class, and quickly becomes a rival to Lisa, both intellectually and musically. The competition between the two heats up to the point where Lisa enlists Bart to sabotage one of her rival's projects. Meanwhile, Homer takes 100 pounds of sugar from an overturned truck and makes grandiose plans for it until a rainstorm makes the sugar melt away forever.

Another Simpsons Clip Show

Air date: 9/25/94

Marge is inspired by the book “The Bridges of Madison County” to try to teach her children about romance. She describes her near-affair with bowling instructor Jacques while Homer relates his almost-fling with co-worker Mindy. They conclude by realizing they lucked out with each other, while the kids watch “Itchy & Scratchy”.

Itchy & Scratchy Land

Air date: 10/2/94

Bart and Lisa ask their parents to take them to Itchy & Scratchy Land – the “violentest place on earth”. While there, Homer and Bart are arrested, and malfunctioning Itchy and Scratchy robots attack the Simpsons, a la Westworld. They escape with their lives and conclude it was indeed an entertaining vacation.

Sideshow Bob Roberts

Air date: 10/9/94

While listening to a conservative radio host reminiscent of Rush Limbaugh, Lisa is startled to hear a call from Sideshow Bob. Bob uses the call-in show to help secure his release from prison, then runs for mayor as the candidate of Springfield's Republican party. He wins and attempts to construct a freeway overpass where the Simpson home stands, but is thwarted when Lisa shows Bob achieved his election through fraudulent means.

Treehouse of Horror V

Air date: 10/30/94

Act 1: The Simpsons are employed on Mr. Burns' country estate – and Homer goes insane.
Act 2: Homer's attempts to repair a toaster lead him repeatedly back into the past – and he inadvertently changes the future.
Act 3: The school cafeteria turns to an unusual source of food – and schoolchildren start mysteriously disappearing.

Bart's Girlfriend

Air date: 11/6/94

Bart begins a romance with Jessica Lovejoy, the misbehaving daughter of the local minister. He is blamed and ostracized for her theft of money from the church collection plate. It is left to Lisa to prove Bart's innocence and clear his name.