As stated, Chester is the son of Bucky McBadbat and an unnamed mother. The mother has yet to appear in any episodes, although there was a picture of her in the Fairy Idol special. He mentioned knowing Timmy in third grade and seemed to imply that he had been friends with Timmy even a while before that, thus giving more weight to the assumption that they met in kindergarten. He appeared in a number of episodes in the first five seasons of the show. Like Timmy, Chester has remained ten years old throughout the series due to a floating timeline.
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