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The Simpsons includes a large array of supporting characters: co-workers, teachers, family friends, extended relatives, townspeople, local celebrities, fictional characters within the show and even animals. The writers originally intended many of these characters as one-time jokes or for fulfilling needed functions in the town. A number of them have gained expanded roles and have subsequently starred in their own episodes. According to the creator of The Simpsons, Matt Groening, the show adopted the concept of a large supporting cast from the Canadian sketch comedy show Second City Television.

Agnes Skinner, voiced by Tress MacNeille She is very harshly controlling of Seymour, and treats him like a mother would a small child, once grounding him because he did not say who was at the door after answering it, when it was "The Sugarman". She hates Edna Krabappel. Agnes has married a total of four times, once with Skinner's father, Sheldon Skinner, and following Sheldon's death she then married three more times, each time, to a tow truck driver. Several Springfield residents (including the Simpsons) are afraid of her. When Agnes' real son, "the real Seymour Skinner" arrives in Springfield, Agnes turns him away, unhappy with her new living situation, largely because the true Seymour Skinner is a man who can stand up to Agnes and make his own decisions. Although she appears to not care for the fake Skinner, it turns out she really loves him, although she denies it in "Large Marge".

Agnes's first name was revealed in the seventh season episode "Bart the Fink". Before that, the character was known as "Mrs. Skinner". In "Boy Meets Curl," it is revealed that some of Agnes' resentment to Seymour may have derived from even before Seymour was born — during the 1952 Summer Olympics in Helsinki, Agnes competed in the pole vaulting event while 9-months pregnant. When Seymour makes his first kick, he hits the bar, thus, making Agnes lose and subsequently crushing her dreams. However, this would contradict the earlier episode when it is revealed that Seymour isn't her birth son.

Akira, works as a waiter at The Happy Sumo, a Japanese restaurant in Springfield. He first appeared in the second season in "One Fish, Two Fish, Blowfish, Blue Fish". Actor George Takei originally voiced Akira in "One Fish, Two Fish, Blowfish, Blue Fish". Since Akira's speaking role in "When Flanders Failed", Hank Azaria has voiced the character, doing an impression of Takei for the voice.

Rainier Wolfcastle has not been a contender in any CBUB matches.