Sideshow Bob is collecting trash for community service with other men. But when they finish the work, the Simpson family runs over it with a rental car. After finishing up the rental time and fuel, Homer goes with Bart to play. However, Bart needs to pee and goes in the forest, falling down a manhole.
The family and the Springfield Police Department start searching the forest, but Chief Wiggum and his fellow police officers fail as usual. Bart finds himself in some kind of bunker, where he finds electronic equipment, which appears to be a military installment. People start looking for him, including Sideshow Bob, Shaquille O'Neal, and the other detainees.
Bart tries to escape, but the ladder gives in. He finds a phone, but instead of calling for help he calls Moe for a prank. Milhouse finds the entrance, but fails to help him. The news states he's dead, but Milhouse fails to bring the good news, in favor of Lisa's affection.
Sideshow Bob is having issues accepting it and Bart phones Marge confirming he's alive. When Milhouse leaves the house, Bob appears convincing him to bring him to Bart with the family right behind. Bob shoves Milhouse down the manhole and then following immediately. Homer and Grampa fail to find them once again while Bob ties them up to a Norad missile and tries to launch them and kill both. He soon starts having regrets and saves them at the advice of the injured prison therapist. As for the Norad rocket, it crashes near the other sculptures as the people laugh at the Norad name.
Back in prison, Sideshow Bob is having his prison therapy stating that he will do good when his life sentences are done. The prison therapist will continue the session at different times when the lights flickering has him throwing out the files of the other prisoners.
Many years later, Sideshow Bob has retired to a lighthouse somewhere as a mailman delivers his mail. He is still going crazy over killing Bart where his message on the beach's sand keeps getting washed by the tides. The mailman states that he wouldn't hear his ranting if he would get a mailbox. Sideshow Bob considers taking that advice.