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The series of stories have to do with Principal Skinner going through the permanent record room and telling some stories.
This story is when Bart confronts Willie and makes him think he's a superhero like Spiderman. Willie remembers his father saying "With great drinking comes great recklessness". Milhouse wonders why Bart does this and Bart says it's part of his plan to make the world go round. Willie bumps into Sheamus and they fight and Bart tells Milhouse about all his philosophies and Milhouse wants Bart to tell Skinner, Willie and Sheamus his purpose at the school. It backfires and both Bart and Milhouse have to be in detention.