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Since its premiere in December 1989, The Simpsons has run for 37 seasons, with 799 episodes having been released as of the writing of this article. The Simpsons will release its 800th episode on February 17, 2025, and with a second movie and more seasons on the way, the show is far from over. With hundreds of original characters appearing throughout the decades, some are bound to have changed. However, these seven major characters have seen the most drastic alterations since their first appearances.
7) Waylon Smithers

Mr. Smithers is the assistant of Mr. Burns, with him being known for his loyalty and attraction to his boss. Although Smithers’ voice was heard in the show’s premiere, Smithers first appeared in The Simpsons season 1, episode 3, “Homer’s Odyssey.” Here, Smithers sported a completely different look than every appearance since, with him having a much darker skin tone and blue hair.
However, Smithers’ appearance is far from the only way that he has changed. Smithers’ role in The Simpsons has also shifted massively. For the first few decades of Smithers’ existence, he played the stereotype of a closeted gay man. Most of the jokes surrounding the character had to do with his sexuality, although he was never confirmed to be gay for the longest time. Smithers finally came out in season 27, episode 17, “The Burns Cage,” fundamentally changing the mystery that surrounded his character from the very beginning.
6) Chief Wiggum

Springfield Chief of Police Clancy Wiggum is a stereotypical bumbling cop, and another The Simpsons character who has changed significantly. His appearance has altered since his debut in “Homer’s Odyssey,” with his hair starting blue, turning black in later episodes, and then turning blue again. Chief Wiggum also started as a corrupt police officer, although later appearances focused on his laziness more than his criminality.
5) Ned Flanders

Ned Flanders has been Homer Simpson’s neighbor since the show’s premiere, and since his debut, he has changed a lot. Flanders was initially representative of the ideal family man, with his happy home life being juxtaposed with that of the titular family. As time has gone on, however, Flanders’ characterization has mostly shifted to focus on his religiosity, while episodes like “Huricane Neddy” have shown that Ned has more layers than he initially let on.
Flanders’ change in characterization is probably the most well-known example from The Simpsons, as the term “Flanderization” is the namesake of the character. Flanderization refers to the media trend of characters being dumbed down to their most recognizable traits, with the pivot to Flanders’ overexaggerated religiosity being the prime example of this.
4) Nelson Muntz

Nelson Muntz is a typical school bully, with him terrorizing Bart and Lisa at Springfield Elementary School. Nelson first appeared in season 1, episode 5, “Bart the General,” where Bart gets the help of his grandpa in order to fight back against the bully.
Although Nelson started out as a one-dimensional jerk, he has surprisingly become one of the most sympathetic and tragic characters in The Simpsons. The Muntz’s financial insecurity and Nelson’s rough home life have become a major focus of many of his stories, with the show using this to explain why Nelson is the way he is. Nelson even dated Lisa in season 8, showing that he can fill the slot of a love interest rather than a bully.











