Future-Drama

[1] In the episode, Bart and Lisa stumble into Professor Frink's basement, and he gives them a look into their future as teenagers getting ready for their high school graduation.

He then shows Lisa a hologram of the prom, and tells her love can be painful; she agrees, noting she broke up with Milhouse and he had an Incredible Hulk-style meltdown.

Jenda is furious at Bart (she notes she never had any problems sparking romance with Todd Flanders), and gives him an ultimatum: leave and they are finished.

Bart does head out and saves Lisa from accepting Milhouse's dismal proposal, then tells his sister he is giving her scholarship back and will find a woman who loves him for himself.

Professor Frink then tells present Bart he will get one at age 83, then die one minute later, and his brain would be buried in a pauper's grave.

During the credits, Bart is shown to find the sequence boring, and instead watches Cletus Spuckler's future as the Vice President of the United States on his way to a funeral for the Sultan of Brunei.

[2][3] Even though this is the 350th episode broadcast on FOX, the 350th in production order is "The Father, the Son, and the Holy Guest Star" (which was temporarily shelved following Pope John Paul II's death, and was originally supposed to air after "Don't Fear the Roofer").

In an interview, Selman stated that the story of the episode originated when he asked himself what if people saw Bart and Lisa grow up as "ugly teenagers".

[5] John DiMaggio reprised his role as Bender from the television series Futurama, created by Simpsons creator Matt Groening.

The songs "Take On Me" by a-ha, "Bizarre Love Triangle" by New Order, "Incense and Peppermints" by Strawberry Alarm Clock, and "True" by Spandau Ballet[8] are played during Bart and Lisa's prom.