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The Mayor of Imaginationland is of course the mayor of Imaginationland and a major character in the titular South Park trilogy.
He is a representation of the Disney character called Dreamfinder from the Journey Into Imagination attraction in the Epcot Center Parks at Disney World.
He sang the song of the attraction, called the Imagination Song, when he delivers Stan, Kyle, Kenny, Jimmy, and Butters to Imaginationland in his blimp. Butters thinks he wants to rape them due to his overly happy personality and looks.
He dies in the terrorist attack on Imaginationland when the Xenomorph from the Alien film series tears out his organs.
In the end of "Imaginationland, Episode III", Butters revives the Mayor by reimagining him, and consequentially, he also reimagines Imaginationland after it was destroyed.