"Pranks and Greens" was the tale of two stories. The first was an entertaining mystery about a boy who was once better at pulling off pranks than Bart Simpson. The second was a boring, unfunny tale about Bart helping that boy become a better person. Guest voice Jonah Hill (Superbad) added little to the loser character.
The episode had a fun start. Bart and sidekick Milhouse were spending their time pulling off pranks around the school. Upcoming pranks they were working on in their brainstorming session included stunts they called "Night of a Thousand Skunks," "Tora, Tora, Toilet," and "Untitled Skateboard Project." It was goofy and fun and ended with Skinner's balloon-elevated engine crashing back to earth onto the top of his car. Bart's punishment was cleaning the playground, which led to a snortingly funny bit with Ralph being launched off the very slippery slide. Bart's bragging led Skinner to reveal that the boy may be the best prankster of his era, but not of all time.
This set Bart off on a quest to learn the identity of this mysterious prankster. This, too, was quite entertaining. Bart discovered that Skinner had once been a hip and happy young principal, only to become the Skinner we know today after an undisclosed incident. After some research, Bart approached Groundskeeper Willie who retold the tale of "The Night of the Wigglers." The prank got Skinner caught in a pool full of worms for three days and the retelling revealed the prankster to be...Andy Hamilton.
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