* Moe Szyslak (Hank Azaria), "Simpsons Roasting on an Open Fire", owner and proprietor
* Barney Gumble (Dan Castellaneta), "Simpsons Roasting on an Open Fire", former boozehound
* Sam, barfly
* Larry, barfly
* Dr. Julius M. Hibbert (Harry Shearer), friend and doctor to the Simpsons
* Dr. Nick Riviera (Hank Azaria), "Bart Gets Hit by a Car", incompetent doctor, deceased.
* Dr. Wolfe, "Last Exit to Springfield", dentist
* Dr. Marvin Monroe (Harry Shearer), "There's No Disgrace Like Home", psychiatrist, previously thought to be deceased but actually very ill
* Dr. Velimirovic, "Pygmoelian", plastic surgeon
* Dr. Foster (Hank Azaria), "Hurricane Neddy", psychiatrist
* Dr. Stacey Swanson, (Meg Ryan), "Yokel Chords", psychiatrist.
* Dr. Zweig (Anne Bancroft), "Fear of Flying", psychiatrist
* Unnamed Veterinarian (Hank Azaria), "Dog of Death"
* Disco Stu, (Hank Azaria), "Two Bad Neighbors", disco aficionado.
* Jasper Beardley (Harry Shearer), "Homer's Odyssey", elderly resident of the Springfield Retirement Castle.
* Kang and Kodos, (Harry Shearer, Dan Castellaneta), "Treehouse of Horror", aliens.
* Billy (Maurice LaMarche), "The Wife Aquatic", First Mate of "The Rotting Pelican"
* Blinky, "Homer's Odyssey", three-eyed fish.
* Artie Ziff (Jon Lovitz, Dan Castellaneta), "The Way We Was", alum of Springfield High School, former software billionaire.
* Baby Gerald aka 'The Baby With One Eyebrow', "Sweet Seymour Skinner's Baadasssss Song", Maggie's nemesis.
* Benjamin, Doug and Gary (Harry Shearer, Hank Azaria, and Dan Castellaneta respectively), "Homer Goes to College", nerds.
* Eleanor Abernathy or Crazy Cat Lady (Tress MacNeille), "Girly Edition", mentally ill resident of Springfield.
* God (Harry Shearer), "Homer the Heretic", God.
* Jebediah Obadiah Zachariah Jedediah Springfield, a.k.a. Hans Sprungfeld (Harry Shearer), "The Telltale Head", Springfield's founder
* Mrs. Glick (Cloris Leachman, Tress MacNeille), "Three Men and a Comic Book", elderly woman, lives on Evergreen Terrace.
* Ms. Albright (Tress MacNeille), "The Telltale Head", Sunday school teacher.
* Old Jewish Man or Crazy Old Man (Hank Azaria), "Krusty Gets Kancelled", resident of Springfield Retirement Castle.
* Patches and Poor Violet (Pamela Hayden, Tress MacNeille), "Miracle on Evergreen Terrace", orphans
* Radioactive Man Comic Book Hero.
* Leprechaun, (Dan Castellaneta), "This Little Wiggy", Ralph Wiggum's imaginary friend that tells him to burn things. He also appears as a non-imaginary character on various occasions.