Simpson Family (Homer Jay Simpson, Bart Simpson, Lisa Marie Simpson) | The Simpsons Extended Family | Springfield Elementary School | Government, Judges and Lawyers, Police and Criminals | Springfield Nuclear Power Plant, Springfield Shopkeepers | First Church of Springfield, Doctors, Celebrities | Friends and Neighbors, Families | Other Recurring Characters | Itchy & Scratchy Characters | One-time Characters
There so many characters-of-the-day in this show's long run that we have to group them by seasons.
- Voiced by: Marcia WallaceDebut: "Bart the Genius"
She is the fourth grade teacher at the "Enriched Learning Center for Gifted Children" that Bart briefly attended after cheating on an intelligence test.
- Foil: She is calm and nurturing to her students and encourages independence and creativity in a pedagogically progressive environment, which heavily contrasts Mrs. Krabappel.
- Voiced by: Susan BluDebut: "Moaning Lisa"
Howard is the cool kid at Noiseland Video Arcade who teaches Homer how to beat Bart at video-game boxing.
- Cool Shades: He wears sunglasses.
- Voiced by: Pamela HaydenDebut: "Moaning Lisa"
- Almighty Mom: Even Homer is scolded by her for playing video games with little children.
- Debut: "Life on the Fast Lane"
Jacques is a bowling instructor who pursued an affair with Marge Simpson.
- The Casanova: Jacques is somewhat of a Casanova and mainly seems to try to seduce his clients instead of actually teaching them anything.
- Everything's Sexier in French: Has a French accent and is a Casanova.
Ugolin and César
- Debut: "The Crepes of Wrath"
Ugolin and Ceaser are two French wine makers who force Bart to be their slave using the foreign exchange student program.
- Bad Boss: They treat Bart like a slave by forcing him to do most of the work while they sit around and yell at him.
- The Bus Came Back: Aside from a few cameos, they reappear as antagonists in the Season 27 episode "To Courier With Love" and in a comic book story "Bart de Triomphe".
- French Jerk: Two hostile French wine makers, later leather makers.
- Hate Sink: They have no likable qualities and only exist to make the viewers root for Bart.
- Jerkass: They are very mean men and they give Bart very little food, force him to sleep on the ground, and make him taste the Anti-Freeze filled wine.
- Knight of Cerebus: Downplayed. Though they're still comedic Jerkasses, they're the first villains in the series whose actions are played seriously. They treat Bart like a slave and could have killed him by giving him antifreeze-laced wine. Their reappearances usually amp up their goofiness, though make their motives even crueller, like trying to 'murder'' Bart or other Simpson family members.
- Moral Myopia: They view Bart as simply an Ungrateful Bastard despite the cruel labour they force upon him, and after being arrested, they blame it all on taking up a student exchange program. A return appearance in the comics (where they try to murder Bart as payback) makes evident they still think they treated Bart like fairly and he betrayed them unprovoked.
- Pet the Dog: They genuinely care about their work donkey, Maurice, and force Bart to take some of the work off him.
- Revenge Myopia: They return in the comics in a Villain Team-Up with Sideshow Bob against Bart for getting them arrested in their animated appearance. Bart even makes a lengthy expositional lampshade about all the crap they did to him first, to which they retort he was an Ungrateful Bastard over it.
- Rogues Gallery Transplant: They return as antagonists in "To Courier With Love", though this time for Homer and Lisa, who are protecting a snake they want to use for leather.
- Would Hurt a Child: They treat Bart like a horse and risk his well being by testing antifreeze laced wine on him during their duration in the foreign exchange program. In a follow up appearance in the comics, they return from prison to try and help Sideshow Bob kill him.
- Debut: "The Crepes of Wrath"
Adil Hoxha was a foreign exchange student from Albania. He stayed with the Simpson family while Bart was in France.
- Affably Evil: He's very polite to everyone and seems to genuinely like his foster family, even though he's a spy stealing nuclear secrets for Albania.
- Karma Houdini: He gets off scot-free for his crimes of espionage because The CIA and Albanian Intelligence do prisoner exchanges
- The Mole: He was discovered to be a Communist spy.
- Named After Somebody Famous: Named after then-Prime Minister Adil Carcani and former dictator Enver Hoxha.
- Voiced by: Penny MarshallDebut: "Some Enchanted Evening"
Lucille Botzcowski, aka. Ms Botz, was once the babysitter of Bart, Lisa, and Maggie.
- Babysitter from Hell: Her true identity is a criminal who tried to rob the place after posing as babysitter. Bart, Lisa and Maggie manage to defeat her and flee to a pay phone, though Homer unwittingly helps her escape while they are gone.
- Cool and Unusual Punishment: She ties Bart and Lisa up and forces them to watch "The Happy Little Elves" (even if Lisa, a fan, decides to make the best of it). When they escape, they return the favour.Ms Botz: *traumatized* Please turn off the TV...
- Karma Houdini: Homer unwittingly lets her get away, thinking she'd been beleaguered by Bart and Lisa.
- Karma Houdini Warranty: In Season 8's "Hurricane Neddy", she's shown among the inmates at the Calmwood Mental Hospital, which would suggest that she'd been arrested at some point between the two episodes.
- Knight of Cerebus: When she appears, things drift a lot further into Black Comedy territory.
- Voiced by: Harvey FiersteinDebut: "Simpson and Delilah"
Karl is a former diehard assistant of Homer.
- Guttural Growler: Has an extremely deep voice.
- Heroic Sacrifice: When Homer is exposed for using the company's health plan to buy the Dimoxinil for his hair, Karl takes the fall to avoid Homer getting fired.
- Hypercompetent Sidekick: To Homer.
- I Just Want My Beloved to Be Happy: He takes the fall when Homer is exposed for insurance fraud because he loves Homer enough to take a bullet.
- Sharp-Dressed Man: Karl is always seen dressed very well in suits of assorted colors and the occasional turtleneck and scarf.
- Straight Gay: Although it is never directly said, it is been suggested that Karl is homosexual. There are many indications as he kisses Homer during his pep talk and explains, "My mother taught me never to kiss a fool" before slapping Homer's buttocks.
- Taking the Heat: He willingly took the fall when Homer was about to be fired for insurance fraud.
- Undying Loyalty: He goes to nearly any length to ensure that Homer's career is successful.
Serak the Preparer
Serak the Preparer is a Rigellian who is the cohort of Kang and Kodos.
- Broken Tears: After the Simpsons think Kang and Kodos were trying to kill and eat them.Serak: I slaved in the kitchen for days for you people!
- Chuck Cunningham Syndrome: Serak did not reappear with Kang and Kodos in any of later roles, as one commentary notes, they couldn't afford James Earl Jones every halloween special.
Master Sushi Chef
- Voiced by: Sab Shimono
A Japanese chef who works at The Happy Sumo.
- Asian Cleaver Fever: He's shown swinging a knife around, tossing fish up in the air, and slicing through it several times while it hangs in midair. By contrast, the assistant sushi chef does no such thing while preparing Homer's fugu he's too nervous and overwhelmed to make any such motions.
A dog trainer brought in by the family to make Santa's Little Helper behave after he destroys several objects, most notably Marge's heirloom quilt. Her methods are harsh, belittling and seemingly ineffective on Santa's Little Helper.
- Deadpan Snarker: Often when Bart hasn't persuaded Santa's Little Helper to succeed.
- Defrosting Ice Queen: For most of the episode she's in, she's rude and unhelpful. But when Bart gets SLH to pass, she warmly comments "good show".
- Fair-Weather Mentor: Of a sort. She is full of praise for those dogs and owners who do well, but will belittle and be mean to those that fail.
- The Mean Brit: She's pretty damn rude, let's just put it that way.
- No Celebrities Were Harmed: She's a parody of Margaret Thatcher in her mannerisms. She was actually based on British dog trainer and author Barbara Woodhouse.
Beatrice "Bea" Simmons
- Voiced by: Audrey MeadowsDebut: "Old Money"
Grandpa Simpson's short-lived girlfriend.
- Death by Despair: Jasper and the others try to reassure Grampa that her death was natural (she died when a ventricle in her heart burst and staff were unable to save her), but Grampa is convinced — and makes sure Homer knows it — that Bea died of "a broken heart" (because he wasn't there to celebrate her birthday).
- DecemberDecember Romance: She's an elderly lady that dates Grandpa.
- Distaff Counterpart: She shares several similarities to Grandpa. Her first name, Bea is an anagram for Abe and her last name, Simmons is similar to Grandpa's last name.
- The Lost Lenore: To Grandpa Simpson.
- Nice Girl: Very much so. Her ghost tells Abe that he should forgive Homer.
- Not-So-Imaginary Friend: Homer thought she was imagined by Grandpa because of his loneliness in the retirement home.
- We Hardly Knew Ye: She dies not long after we first see her. It's quite sad.
- Debut: "Brush with Greatness"
An art teacher at Springfield Community College.
- Bunny-Ears Lawyer: An eccentric artist that nurtures Marge's talent.
- Compliment Backfire: While he tosses compliments like candy to his students and even the custodian, Lombardo himself doesn't take compliments well as he gets annoyed at Marge when she compliments him, saying how every teacher should be like him.
- Cool Teacher: He's very supporting and encouraging. He warmly praises all his students' work, and even praises the college custodian's work painting banisters and posters. He's also disgusted when he hears how Marge's high school art teacher Mr. Schindler insulted her work, considering the man a fool. His "Lombardo Method" for learning painting technique also helps Marge when she's practicing painting a portrait of Homer.
A substitute teacher who briefly takes over Miss Hoover's class when she comes to believe she has Lyme Disease. Enthusiastic, kind, and devoted to his students, Lisa soon begins to develop a Precocious Crush on him. He encounters Lisa and Homer once outside of the classroom, and sensing that something is lacking in their relationship and that Lisa is looking for that from him, he tries to inspire Homer to be a better role model for Lisa.
- Actually Pretty Funny: He encourages students to make fun of his name and is amused by a picture of him captioned with "the singing dork".
- But Now I Must Go: Accepts a job at another town and leaves Springfield.
- The Cameo: A few episodes have made references to him or he's shown up just briefly, including once when he stops by the Simpson house and Lisa doesn't realize he's there.
- Cool Teacher: He is an intelligent, sophisticated, dedicated, loving, excellent teacher who really does care about the students. He becomes a giant inspiration for Lisa.
- Dynamic Entry: He shows up in cowboy attire and fires off fake gunshots into the air, scaring the wits out of Vietnam veteran Skinner. These days, doing something like that wouldn't be tolerated, even if the guns were fake.
- Friend to All Children: One of the reasons he's so beloved.
- Master of None: Tells Lisa that in reality he and other substitute teachers are this knowledge wise, they know just enough about a whole bunch of subjects to teach it for a day or two.
- Nice Guy: Easily one of the best people to ever have been in Springfield.
- Real Men Wear Pink: He openly cries at the end of Charlotte's Web.
- Debut: "The Way We Was"
Marge's second Love Interest whom she found disgusting for his No Sense of Personal Space advances on her. Ever since their break up, Artie managed to hit it big in life but still holds a fervent torch for Marge after all these years.
- Abhorrent Admirer: To Marge, who found him disgusting. He doesnt help his case by trying to forcing himself into her during their prom date.
- Ascended Extra: He appears for the first time in "The Way We Was" as a minor character of the Homer and Marge flashback. Later, he becomes the main focus in "Half-Decent Proposal", "The Ziff Who Came to Dinner" and "Hail to the Teeth".
- Bolivian Army Ending: During the end of "The Ziff Who Came To Dinner", while upon being incarcerated, he begins spraying the cigarettes of all the fellow inmates. As an angry mob grows around him, Marge sadly tells the family to take one last look at Artie. This would be his last appearance (barring flashback and non-canon appearances) until he returned in "Hail to the Teeth".
- Corrupt Corporate Executive: Of a corporation that is based on Enron.
- Foil: To Homer. Being a genius, he got rich, powerful and earned respect, but he lives alone and the collection of Marge-resembling art around his mansion shows that he never got over Marge rejecting him. Unlike Homer, Artie only likes Marge for her aesthetic appeal and doesn't respect her opinions.
- It's All About Me: He has a big narcissistic love of himself.
- Jerkass: An arrogant, self-absorbed, and greedy jerkass who was first depicted as a popular and charismatic high school upperclassman that turned into an animal of a horndog trying to get it on with Marge post-prom.
- He offers Marge and Homer a million dollars to have Marge stay with him for the weekend, saying that he won't try anything funny, and then tries to anyway. Then it's implied that he's spying on her through a camera in the mouthpiece that helps with Homer's snoring. His sexism is indicated very early on when he asked Homer if Marge would spend the weekend with Artie, ignoring the fact that it's Marge's decision that truly matters, not Homer's.Homer, I will give you 1 million dollars to let me spend a weekend alone with your wife.
- When he is in debt and trying to escape from it, he bets his company in a poker game and Homer wins it, which directly ends up passing the debt on him and sentences him to jail. Artie keeps quiet even when Marge protests, though he comes to his senses in the end.
- He offers Marge and Homer a million dollars to have Marge stay with him for the weekend, saying that he won't try anything funny, and then tries to anyway. Then it's implied that he's spying on her through a camera in the mouthpiece that helps with Homer's snoring. His sexism is indicated very early on when he asked Homer if Marge would spend the weekend with Artie, ignoring the fact that it's Marge's decision that truly matters, not Homer's.
- Lonely at the Top: Despite his riches, Artie's life is not complete. He lives alone and the collection of Marge-resembling art around his mansion shows that he never got over Marge rejecting him.
- Love Redeems: In "The Ziff Who Came to Dinner", after framing Homer, Artie finally turns himself in after spending a night with Selma.
- Nerds Are Sexy: He was considered the hottest guy in school and popular among the ladies despite having the look of a stereotypical nerd.
- No Sense of Personal Space: If he keeps touching Marge for too long, his sensual behavior turns nasty.
- Politically Incorrect Villain: He's utterly sexist and sees Marge as just an object of his affections. On prom night, he nearly raped Marge and when he proposed a weekend with Marge, he asked for Homer's permission and didn't consider Marge's feelings on the matter until she said no and dragged Homer to the helicopter.
- Put on a Bus to Hell: And came back for minor cameos. Can't say that his stay in prison was essentially a good time, however.
- Riches to Rags: In "The Ziff Who Came to Dinner", he reveals that he ran his company, Ziffcorp, into the ground spending investors money on such extravagant items such as marble toothbrushes and solid gold underpants. He was left penniless when the "dot-com bubble" burst, and secretly moved in the Simpsons attic to avoid capture.
- Slimeball: He's a perverted, self-entitled and a Smug Snake who feels a constant need to get whatever he wants.
- Stalker with a Crush: He hasn't forgotten about Marge after 20 years. And he has a room covered in pictures of Marge. Creepy.
- This takes even more further in "Hail to the Teeth" as he resorts to making robots in her likeness in order to fill the void in his life.
- Too Dumb to Live: When Artie goes to prison, one of his first acts is to begin extinguishing other prisoners' cigarettes with a squirt bottle (allegedly to save their lungs). He is last seen continuing to squirt other prisoners' cigarettes while an ever-growing angry mob advances on him. What happened to Artie after that isn't known, and Marge provides some harrowing foreshadowing (unless you read the comics). His reappearance in "Hail to the Teeth" confirms that he did survive said events.
- Voiced by: Michael Jackson (credited as John Jay Smith), Kip Lennon (singing), and Hank Azaria (normal voice).Debut: "Stark Raving Dad"
Leon is a mental patient who thinks that he is Michael Jackson, but later confirms that he now knows that he isn't Jackson.
- The Bus Came Back: Leon makes an appearance in Mr. Lisa's Opus, 26 years after his debut, once again singing a happy birthday song to Lisa.
- But Now I Must Go: He leaves town after revealing he's not really Michael Jackson.
- Face of a Thug: He's a big, intimidating-looking guy that first shows up in a mental institution. He's also one of the kindest souls to ever show up in Springfield.
- Nice Guy: He's a kind-hearted, gentle, friendly, nice, musical, and caring man. He explains in his backstory that he used to be cranky, but after he learned to talk in a nice way, he learned that he could make people happy, so he decided to be a nice person.
- Vocal Dissonance: A large man with the smooth voice of Michael Jackson. It turns out it's not his natural voice, but a very good impersonation.
- Debut: "Mr. Lisa Goes to Washington"
The U.S. Congressman representing Springfield. He greets the Simpsons when they tour the Capitol, but later Lisa overhears him accepting a bribe from a lobbyist to secure a permit to chop down Springfield Forest.
- Bitch in Sheep's Clothing: At first, he seems like a decent guy, as evidenced by Moe and Barney's opinion of him, and even Lisa's.
- Broken Pedestal: Lisa looked up to him, hoping that she could vote for him once she's old enough.
- Corrupt Politician: He takes a bribe to demolish the forest that inspired Lisa's essay, and is willing to allow oil drilling on Teddy Roosevelt's head. Though that second one was a sting operation to have him arrested.
- HeelFaith Turn: According to a newspaper, he becomes a born-again Christian after his conviction. (This is a fairly obvious Take That! at the many Real Life criminals who claim to find religion in an attempt to win sympathy, and perhaps a reduced sentence.)
- Laser-Guided Karma: Lisa writes a second essay exposing his corruption, which leads to him getting caught in an FBI sting operation, expelled from Congress, and sent to prison.
- Debut: "Homer Defined"
The owner of the Shelbyville Nuclear Power Plant.
- The Rival: To Mr. Burns
- Voiced by: Jo Ann HarrisDebut: "Flaming Moe's"
Colette is a waitress who worked at Flaming Moe's.
- Expy: Of Diane Chambers from Cheers.
- Morality Pet: To Moe. She discovers that Moe stole the recipe from Homer, and convinces him to sell the "Flaming Moe" for $1,000,000 and give half of the money to Homer.
Lurleen Lumpkin is an attractive, aspiring country western singer. Homer used to be her manager once.
- Alliterative Name: Lurleen Lumpkin.
- Because You Were Nice to Me: Lurleen falls in love with Homer because he is the first man in her life who treats her with respect and genuinely cares for her.
- The Bus Came Back: Lurleen Lumpkin returns in "Papa Don't Leech" and stays with the Simpsons (despite the fact Marge still really hates her after "Colonel Homer") so she can revive her dead career and search for her long-lost father.
- Country Music: Lurleen Lumpkin is a country musician.
- Hopeless Suitor: She quickly starts falling for Homer and it comes out in her song lyrics, but Homer remains oblivious. Then she makes an open attempt to seduce him with a seductive song called "Bunk with Me Tonight". Homer realizes that managing Lurleen could hurt his marriage, so he abruptly quits as her manager in the middle of a TV appearance and goes home.
- Parental Abandonment: Her father Royce abandoned her when she was four years old. Marge realizes that because of this, Lurleen had given up faith in all men and decides to get the two Lumpkins back on a proper parent-child relationship.
- Serial Spouse: When Lurleen returns, we find that she has been married 5 or 6 times, all to men that look and act just like Homer. At the end of the episode, she falls for yet another man who resembles Homer.
- Unknown Rival: Marge hates Lurleen to near-Yandere levels and wants her out of the family's lives out of fear she'll take Homer away from them. Lurleen mostly ignores her. Subverted in "Papa Don't Leech" where she is aware, mostly because Marge is really clear about this point:"If you ever come near Homer again, I'll strangle you with your own hair extensions. That's right, I know."
- Voiced by: Kimmy RobertsonDebut: "Bart's Friend Falls in Love"
Samantha Stankey is a new student at Springfield Elementary School and love interest for Milhouse.
- Alliterative Name: Samantha Stanky.
- Love Interest: To Milhouse.
- Nice Girl: She forgives Bart for telling her father about the romance with Milhouse.
- Put on a Bus: Her father sends her to an all-girl convent school, where she is locked away from the outside world, and she hasn't been seen or referenced since.
- Reused Character Design: Even though Samantha was put in an all-girls school and never mentioned again after her final kiss with Milhouse, there have been a number of girls that closely resemble her who have made brief cameos throughout the series (one of which attends Springfield Elementary).
- Sickeningly Sweethearts: She and Milhouse spend a great deal of time together kissing, making Bart feel left out in the process.
- Debut: "Bart's Friend Falls in Love"
Samantha Stankey's strict and overprotective father.
- Debut: "Kamp Krusty"
The camp director of Kamp Krusty.
- Bad Boss: Mr. Black does very little work, instead relying on the services of the school bullies Jimbo Jones, Dolph and, Kearney, who run the "Kamp Krusty" with an iron fist, to "crush their spirits".
- Card-Carrying Villain: He gives a toast saying "Gentlemen, to evil!"
- Faux Affably Evil: He never raises his voice and always acts in a professional, if boring, dour and soulless, way. He's still a Card-Carrying Villain who revels in his evil.
- Karma Houdini: Aside from the camp being overthrown, he and his cronies appear to face no real repercussions for their actions (although aside from a few appearances in the comics, Mr. Black never appears again in the series).
- Meaningful Name: He has black hair, a black suit and a black heart.
- Debut: "A Streetcar Named Marge"
The musical director of Oh! Streetcar!
- Bad Boss: By his own admission, he's not easy to work for, often driving cast members (including children) to tears.
- Bunny-Ears Lawyer: He's obnoxious, hammy, and possibly crazy, but the play is a smash hit.
- Incoming Ham: His intro is bursting through the door shouting, "HELLO?!"
- Jerk with a Heart of Gold: With a slight more emphasis on the Jerkass. He belittles everyone about everything, is quite demanding and somewhat of a perfectionist elitist when it comes to his work, and he even fires one of his play's cast-members (Otto) on the night of the performance, but he is passionate about his work, can see talent when it truly presents itself, does his best to draw out the best of his actors, and even if a bit vain, adores the audience, feeling they help make the production as it is as well. It's just that he's not without his flaws, like most of The Simpsons cast.
- Large Ham: The commentary notes that his bombastic introductory speech is actually the "smallest" take Lovitz did.
- Prima Donna Director: He actually winds up on stage when he takes over Otto's role right before the performance, having realized Otto wasn't good enough.
- Small Name, Big Ego: He carries around a good review he got for directing a fourth-grade play.Llewellyn Sinclair: Did I expect too much from fourth graders? The review "play enjoyed by all"... speaks for itself!
Ruth Powers's teenage daughter, who Bart develops a crush on. Sadly for him, she already has Jimbo as a boyfriend. However, when Bart makes a prank call and Jimbo runs away crying like a wimp, she dumps him, and decides she might go on a date with Bart when he's older after all.
- All Girls Want Bad Boys: To Jimbo Jones, until she breaks up with him thanks to Bart's crank call.
- Chuck Cunningham Syndrome: She hasn't been seen after her first appearance. She is mentioned in "Marge on the Lam", when Ruth says she has to get home before her daughter watches that "naked talk show" and brought up in a story from Bart in "Another Simpsons Clip Show", but hasn't appeared since.
- Cool Big Sis: Acts like this towards Bart and to a lesser extent towards Lisa.
- Cool People Rebel Against Authority: Gives off a big vibe of this to Bart blended in with his Precocious Crush.
- Dad the Veteran: The one who probably gave his trenchcoat to her. Laura was also said to have been strictly disciplined as a child, as he held the once held rank of Corporal and presumably moved on up as seen on the rank on her trenchcoat.
- Disappeared Dad: Mr. Powers (or "Powers" if Ruth's maiden name is in effect), who is just missing as a divorcee husband. Ruth has very unflattering things to say about him.
- Deadpan Snarker: A very dry sense of humour.
- Freudian Excuse: Lightly implied with her love of "bad boys" and "quasi-thugs". Considering her dysfunctional family life, she might have some daddy issues that are vaguely hinted at with Ruth's actions and motives in "Marge on the Lam".
- Generation Xerox: Of Ruth Powers, in that they both have terrible taste in men.
- Girl Next Door: Though she fits the bill of being next door, she's actually a subversion in that her personality is more in line with Bart's own: mischief making and rebellious. She's also pretty cultured and loves to mess with people psychologically.
- Horrible Judge of Character: Though her rebellious spirit gets her to bond with Bart, it also causes her to fall in with bully Jimbo Jones.
- Love Makes You Stupid: Dates Jimbo Jones, who's generally a bully and a Jerkass, though it's justified in that she never knew him in full as she just moved to Springfield. After Bart helps her realize what a loser Jimbo is, she breaks up with him.
- Military Brat: Implied, since she wears an army coat that used to belong to her father.
- Omniglot: Official materials say that she knows at least eight different languages thanks to her travels around the world, and can even recognize regional dialects of the English language. Her favorite though would have to be "the universal language of the wedgie."
- Precocious Crush: To Bart. Almost counts as First Love, because she's his first official Love Interest in the series. She even admits she might date Bart if he was closer to her age.
- Real Women Don't Wear Dresses: She appears this way, and it's implied her mother has influenced her to follow this hyper-feminist way of thought. She actually likes wearing dresses, making her a subversion.
- Rebellious Spirit: As stated in her character profile, she dislikes authority.
- Tomboy: Laura has a tomboyish personality, but it is also her Charm Point.
- Unmanly Secret: For a tomboy like Laura, she admits that deep down, she still has a strong love for wearing dresses.
- Used to Be a Sweet Kid: Of a lighter variety. She still is, but her "painfully strict" childhood upbringing was implied to have given her a
- Voiced by: Phil HartmanDebut: "Marge vs. the Monorail"I've sold monorails to Brockway, Ogdenville and North Haverbrook, and by gum it put them all on the map!
A smarmy salesman (really a Con Artist) who comes to town just after Mr. Burns has been fined for pollution and the money is going over to the town. He shows up at the town hall meeting where the people are talking about how to use the money and convinces the town to build a monorail. He then steals most of the money while building the rail as cheaply as possible and in a substandard manner which is likely to fail.
- Alliterative Name: Lyle Lanley.
- The Cameo: In "Sky Police".
- Captain Ersatz: In costume and motivation, he is very similar to Harold Hill in the musical The Music Man, not to mention the fact that he talks in song. However, he displays absolutely none of Harold Hill's redeeming qualities.
- Con Man: A con artist and shyster who sold faulty monorails to several towns.
- Cutting Corners: As part of his swindle, he cut corners everywhere on the monorail: it had bad brakes, bad wiring, no fire extinguishers, the vehicle was itself recycled from a World's Fair, and the celebrity guest of one of the previous openings was pretty lousy.
- Dirty Coward: Flees as soon as his scheme is completed, though to be fair he'd be stupid to hang around.
- Evil Gloating: Non-verbal example. When Marge goes to his office to question him, she finds his paperwork, which has drawings of him celebrating with money he stole from the monorail project, while the town falls victim to the poorly-constructed train.
- Faux Affably Evil: Kind, flattering, charismatic, and friendly to all he talks to, he's also planning to scam Springfield out of a good deal and get many people killed in order to swindle a profit.
- Idiot Ball: He leaves his childishly drawn plans lying around in his office, where anyone could read them, which he even acknowledges is a stupid move.
- Karma Houdini Warranty: He almost gets away with defrauding Springfield, but ends up getting beaten up (and possibly killed) by the people of North Haverbrook after his plane makes an unexpected stopover there.
- Laser-Guided Karma: After fleeing Springfield, he lands in another town he's swindled as his flight has to make a brief stop. He's promptly rushed by an angry mob and beaten.
- Manipulative Bastard: He not only charmed the whole town, but even got Lisa on his side.
- Meaningful Name: Lyle Lanley, professional liar.
- Oh, Crap!: When he realizes where his plane has stopped. See Laser-Guided Karma.Lanley: North Haverbrook, where have I heard that before? ...Oh no. OH NO!
- Uncertain Doom: He's last seen being brutally attacked by an enraged mob, and since he makes no more appearances afterwards even as a cameo (the closest he's had is a brief flashback in a clip episode), it's probably safe to assume he was killed. Not that he didn't deserve it.
- Voiced by: Michael CarringtonDebut: "I Love Lisa"
Krusty the Klown's sidekick before Sideshow Bob, likely from the 1970s era
- Angry Black Man: Krusty describes him as this.
- Palette Swap: He bears a striking resemblance to Disco Stu, except that he's black, has black hair, black glasses, and different clothes.
- Scary Black Man: So scary Krusty doesn't dare abuse him with pies to the face and other such pranks like he does to Sideshows Bob and Mel.
- Debut: "Bart's Inner Child"
Brad Goodman is a self-help guru.
- Snake Oil Salesman: As per Lisa, he's just selling a bunch of easy answers.
An attractive new employee at the power plant, Homer quickly develops a strong attraction to her, which is compounded by the revelation of their many similarities and the two being sent on a business trip together.
- Ambiguous Situation: More episodes later, Homer mentions that Mindy became an alcoholic and lost her job at the plant after his time with her, but future episodes "Team Homer" and "The Twisted World of Marge Simpson" show Mindy as sober and working at the plant.
- Big Eater: She likes junk food just as much as Homer (but somehow remains thin).
- Birds of a Feather: With Homer.
- Distaff Counterpart: She's a female Homer, except attractive. She likes cheeseburgers, a quick nap before lunch, foot-long chili dogs, whipped cream straight from the can, raspberry swirl doughnuts with a double glaze, drinking Duff beer, watching TV, and roasted anything. Mindy also has a tendency to drool like Homer when thinking about food and even uses his "Mmm..." catchphrase.
- Drowning My Sorrows: A later episode says that she became an alcoholic some time after the episode and was fired from the Plant as a result.
- Graceful Loser: When Homer confesses his feelings for Mindy but also says that he does truly love Marge as well, Mindy urges him to think about what he really wants. When he decides to remain with Marge, Mindy is shown as being okay with this and she and Homer part as Just Friends.
- The Lad-ette: She's essentially a female version of Homer (except she's slim and attractive). She loves drinking beer, watching TV and eating junk food. She also drives a motorbike.
- Nice Girl: Mindy is very friendly and sweet-natured.
- Not Good with Rejection: Averted in the episode itself, where she's fine with Homer's decision. A throwaway line in a later episode however indicates that she took it hard and wound up depressed as a result.
Molloy the Cat Burglar
Molloy is a cat burglar who lived at Springfield Retirement Castle.
- Affably Evil: If it weren't for his stealing and, at the end, tricking everyone into going on a wild goose chase so he can escape prison, he'd just be affable (and even then, he left a politely worded letter to explain the purpose of the wild goose chase). If anything, Springfield's attempts to deal with the cat burglaries cause more damage than he does.Molloy: I stole all of your stuff, but your town stole my heart. (All of the citizens of Springfield go "aww" at that and say that they should let him go).
- Batman Gambit: He convinces everyone to leave him unguarded so he can escape by sending them on a wild goose chase.
- Calling Card: He leaves his business card at his crimes, saying that he's been in "business" since the 70's.
- Cool Old Guy: He's a polite old man who gives up everything he stole once he realizes he's been caught.
- Crazy-Prepared: Left a briefcase with a signed confession buried on the edge of town, which he uses as a distraction should he ever be imprisoned.
- Easily Forgiven: After he's caught, he talks the citizens into forgiving him. The trope is subverted when, despite this, Chief Wiggum arrests him and he has to escape.
- For the Evulz: This appears to be the only reason he takes to catburglary.
- Gentleman Thief: After being caught at the end of the episode, he graciously returns the items he has stolen.
- Graceful Loser: He calmly returns everything he'd stolen after being caught.
- Hidden in Plain Sight: The most prolific cat burglar in Springfield hides in the Springfield Retirement Castle, completely Beneath Suspicion by the regular folks. Even Grampa Simpson didn't think that there was something odd about his room being full of loot until Molloy took the gigantic cubic zirconium.
- Karma Houdini: Zig-zagged: The whole town was just going to let him go, but in a moment of rare smarts, Wiggum arrests him anyway. Molloy managed to escape custody afterwards thanks to the fact everybody left to look for his "treasure".
Stacey Lovell is the creator of the Malibu Stacy franchise.
- Lady Drunk: Initially. She tosses her glass into her home's fireplace when she decides to help Lisa... and a massive fireball erupts from the fireplace as a result.
- Serial Spouse: She's been married and divorced five times. Her former husbands are Ken, Johnny, Joe, Dr. Colossus, and Steve Austin. Joe makes an appearance in this episode to win her back, while Dr. Colossus appears in "Who Shot Mr. Burns".
- Debut: "Bart Gets an Elephant"
A big elephant that was given to Bart by the KBBL radio channel. He soon proved too much for the Simpsons to handle due to his size, and the enormous quantity of food he needed, so Homer initially tries to sell him to a poacher and ivory dealer. However, he changes his mind when Stampy saves him from drowning in tar, and decides (though not without some insistence from his kids) to release him in a wildlife preserve.
- Androcles' Lion: Inverted when he lifts Homer out of a tar pit, and Homer, in turn, decides not to sell him to the ivory dealer.
- The Bus Came Back: He reappears in "Large Marge", involved in a plan by Bart to help Krusty the Clown restore his public image.
- Cruel Elephant: The family initially assume he's just unhappy and end up sending him to a sanctuary, but he bullies the other elephants there. Like people, some elephants are just jerks.
- Giant Eye of Doom: Marge is horrified when she wakes up and sees Stampy's eye peeking through her bedroom window.
- Jerkass: When introduced to other elephants, his first reaction was to headbutt them until they pass out.
- Debut: "The Boy Who Knew Too Much"
The nephew of Springfield's mayor, Joe Quimby.
- Berserk Button: He really doesnt like it when people mispronounce chowdah.Defense Attorney: You certainly would never lose your temper over something as trivial as the pronunciation of the word chowder.Freddy: Thats chowdah! Chowdah! Ill kill you! Ill kill all of you! Especially those of you on the jury!Defense Attorney: Wow, that didnt go well. The defense rests.
- Disproportionate Retribution: He threatens to kill everybody in the courtroom because his own lawyer doesn't say "chowder" as "chowdah". This one backfires on him hard because he did it right after testifying that he didn't had such a Hair-Trigger Temper.
- Evil Is Petty: The case against him is so open-and-shut because he is the kind of guy who would clobber someone just for not saying a word the way he wants to... even if it's inside a courthouse.
- Hair-Trigger Temper: Having it go off in the middle of declaring under oath that he didn't had it almost did him in.
- Hollywood New England: Like all the Quimbys, he has a Kennedyesque Boston accent. In fact, his insistence that the French waiter pronounce chowder "correctly" as chowdah is the whole reason the trial is taking place.
- Hypocritical Humor: Tries to mock the waiter's accented pronunciation of chowder. Not only does he have an accent of his own, but he is in fact incapable of decoupling his own accent from his mockery.
- Karma Houdini: Played with. He didn't do anything to the waiter except act like a jerk, so he did deserve a not-guilty verdict. On the other hand, he was also a massive jackass, and it's very easy to see why the jury would believe he assaulted the waiter (and he even did so in a deleted scene, which lands him back in court and makes Bart's sacrifice pointless). One review of the episode said that part of what made it interesting was that beating up the waiter was probably the only thing Freddy wasn't guilty of.
- Voiced by: Winona Ryder ("Lisa's Rival"), Pamela Hayden (subsequent appearances)Debut: "Lisa's Rival"
A girl in Springfield Elementary, who acts as Lisa's de-facto rival. Everything Lisa does, Allison can do better, despite being a year younger than her.
- The Ace: To the point that Lisa feels threatened by her.
- Always Someone Better: Is smarter, younger, more productive and a better saxophone player than Lisa.
- Child Prodigy: She's younger than Lisa, but she's even more of a prodigy than she is.
- Demoted to Extra: After her role as a main character in her first appearance, she became a background character.
- Fangirl: By the time she's introduced, of the same Bleeding Gums Murphy. She's even got an autographed photo of him, implying she presumably one upped Lisa by actually going to a show of his before his spiral downwards, but...
- Informed Attribute: Her Always Someone Better and Child Prodigy status eventually become this later on as she becomes but another Living Prop. Though Lisa might be flanderized (for better and for worse) in later seasons, she has a lot more achievements under her belt that makes Allison look like a thing of the past. This includes a touching first time meeting with Bleeding Gums Murphy, which helps Lisa ease and soothe her sorrows with his blues jazz with a musical spiritual experience, and being there at his deathbed, including helping spread his music throughout Springfield in reverence to him when he passes on.
- Innocently Insensitive: She seems to be completely oblivious to just how inferior she makes Lisa feel until the end of the episode.
- Living Prop: Allison can be later seen as a background character in many episodes revolving around the Springfield children. Presumably, it's down to not wanting to get Winona Ryder for one-off lines.
- Not So Above It All: Perhaps a bit of a Flanderization as well down the line, the flavor picture for the Season 6 DVD set special features menu of the episode is supposed to show a profile mug series of Lisa, but Allison out of nowhere comes in from the left and shoves her over, taking Lisa's forward facing photo in a rather triumphant manner.
- Nice Girl: She's not actively malevolent in any way, just a rival.
- The Rival: Lisa develops a one-sided rivalry with her.
- With Friends Like These......: Even if Allison's debut episode ended with she and Lisa becoming friends, in later appearances Allison can be seen teasing Lisa along with the other children for her misfortunes or idealistic views a lot of times.
- Debut: "Sideshow Bob Roberts"
Birchibald "Birch" T. Barlow is a right-wing conservative talk show host on the radio station KBBL. He also has a show on Fox News.
- Fat Bastard: He's very rotund and very abrasive to anyone who doesn't fit with his political beliefs.
- Irony: One of his favourite points to go after Quimby about is his stance on crime. But Birch is aiding a felon in the form of the attempted murderer Sideshow Bob. One that he helped free from jail, no less.
- Jerkass Has a Point: He's an unpleasant man to talk to unless you align with him politically, but he's absolutely right regarding his criticisms of Quimby, if nothing else.
- Meaningful Name: "Birch" is likely meant to be a reference to the infamous John Birch Society, a radical conservative/conspiracy theory group formed during the 1950s.
- The Nicknamer: Makes pejorative nicknames for anything remotely liberal, using alliterations and portmanteaus.
- No Celebrities Were Harmed: Of Rush Limbaugh. He even has a gold microphone.
- Pompous Political Pundit: He labels Quimby as one of the biggest obstacles in the improvement of Springfield as a city (he's right, of course, but his delivery is as ham-fisted an Attack of the Political Ad as it gets) to the point he endorses and helps a convicted criminal, and when it comes to asking on debate night, well:
- Birch Barlow: Mayor Quimby, you are well known, sir, for your lenient stance on crime. But suppose for a second that your house was ransacked by thugs, your family tied up in the basement, with socks in their mouths, you try to open the door but there's too much blood on the knob—Mayor Quimby: What is your ah, question?Birch Barlow: My question's about the budget, sir.
Reverend and Helen Lovejoy's daughter, who feigns being as sweet and pleasant a girl as one would expect of a Reverend's daughter, but who is actually such a bad girl she unnerves Bart.
- All Girls Want Bad Boys: Subverted. At first, she seems like the typical sweet preacher's daughter who happens to be attracted to a bad boy, but she turns out to be even worse than he is.
- Attention Whore: One of her last lines is demanding her father pay attention to her.
- The Bad Guy Wins: Subverted. She seemingly manages to seduce Bart into doing her punishment work at the end of her episode — when she leaves, he snickers about how bad a job he is going to do on the steps to get back at her.
- Bitch in Sheep's Clothing: Everyone believes that she's a sweet, innocent minister's daughter, but (much to Bart's dismay) she's actually a manipulative little bitch.
- Blue Boy Pink Girl: The pink girl to Bart's blue boy.
- Child Prodigy: She has an amazing I.Q. and reads at a higher grade level than normal. Subverted in that Bart only thinks she is; her I.Q. is 108 and she reads at a fifth-grade level, both putting her only actually slightly above average, but enough to amaze Bart.
- The Cobbler's Children Have No Shoes: Of Reverend Lovejoy, of all people. When she is introduced, she is but a quiet but sweet little girl who had just come back from an all girls boarding school. As soon as the episode caps off, the real reason why she came back was that her want for attention eventually turned into a nasty want to become a child menace, including pranking to the point of causing school rioting and property destruction. It appears that Lovejoy's ineptitude by laziness and apathy isn't just exclusive with Flanders, as he can't even morally console and instill his own daughter properly.
- Daddy's Girl: Which is the main reason she desires his attention so badly.
- Daddy Issues: Her self-absorbed, manipulative tendencies seem to stem from the fact that her dad only cares about his projected image of her.
- Distaff Counterpart: To Bart.
- Everyone Has Standards: Invoked when she finally confesses to stealing from the collection plate, though the reason has more to do with her disgust at Reverend Lovejoy's willful blindness than it does with any remorse for letting Bart take the blame
- Evil Counterpart: While Bart is openly a troublemaker, he also has moments of sympathy and morality. Jessica, however, hides behind an image of being the pure-hearted Reverend's daughter, while acting in ways that horrify even Bart.
- As an early season 6 girl that outperforms a Simpson kid in what they're best at and makes semi-frequent background cameos after their episode, she's an unintentional one to Allison Taylor as well. They even look similar and sometimes get their colours mixed up in said cameos.
- Eviler Than Thou: Bart discovers to his shock that she's even worse than he is. She even frames him for stealing from the church.
- Fille Fatale: Amongst boys smitten by her, she falls right into the role of femme fatale, and isn't afraid to use it.
- Freudian Excuse: Apparently the reason she acts like a total bad girl is that she craves attention, due to her father not giving her any.
- Jerkass: She makes Bart look like a saint in comparison.
- Jerk with a Heart of Jerk: Every time Bart seems to think he's talked Jessica into changing her ways, she screws him over.
- Kick the Dog: Talks Bart into going up to the top of an impossibly steep hill, then shoves him down it.
- Kids Are Cruel: A very naughty girl who's around Bart's age.
- Light Is Not Good: She wears a pink and white dress, and is definitely not good.
- Living Prop: After her debut episode, Jessica has since made cameos throughout the series. She also appears in the new opening sequence, playing the flute in the school's music class.
- Manipulative Bitch: She uses her beauty to manipulate boys and uses timidity to manipulate adults and girls.
- Normal Fish in a Tiny Pond: Her 108 IQ (slightly above average) and reading at a fifth-grade level (not bad if she's in fourth, but hardly impressive) are treated as her being "a criminal mastermind." By Springfield standards, that seems very probable.
- Pink Means Feminine: She usually wears pink and purple outfits.
- Preacher's Kid: She falls into the category of the rebellious troublemaker who pretends to be sweet and nice so that everyone thinks she's innocent and can do no wrong.
- Smug Snake: Full-bore. When Bart first accuses her of being too far with the wrongdoing, she tells him that as the Reverend's kid she will be believed and not him, and when Lisa tries to indirectly tell her in front of the other churchgoers to please tell the truth, she just smugly smiles back, which breaks Lisa's Rage Breaking Point.Lisa: Oh, what the hell, (points at Jessica) it was Jessica Lovejoy!
- To cement this, she hid the money in an obvious spot, and the only reason she wasn't suspected was that her father willfully ignores every bad thing she did rather than being the devious mastermind she's credited as.
- Troll: Among the things she talks Bart into doing is eating ice cream in front of overweight people exercising.
- Voiced by: Pamela HaydenDebut: "Homer Badman"
Ashley Grant is a graduate student and feminist who works as a babysitter.
- Easily Forgiven: Homer seems to hold no grudges for all the crap he's been through and quickly accepts Ashley's (albeit sincere) apology.
- Straw Feminist: She condescendingly says men are easily and deservedly manipulated, even children like Bart (although Bart specifically was being a chauvinist brat toward her). That said, she had every reason to think Homer was harassing her (Homer's actual reason being pretty ridiculously absurd), her views and character take a massive backseat to the ensuing media circus, and she does admit she was wrong when shown evidence to the contrary.
- Debut: "Homer Badman"
Godfrey Jones is the host of the tabloid news program Rock Bottom.
- Bitch in Sheep's Clothing: Offers to help Homer, then uses his own words against him. When called out on this, his apology is a rushed list that scrolls by too fast to be read.
- Easily Forgiven: Homer seems to forgive Rock Bottom, despite what they did to him (and, unlike Ashley, their apology wasn't that sincere).
Dr. Zweig is a psychologist who helps Marge overcome her fear of flying.
- Blatant Lies: Says she's not going to judge anyone, as she immediately pegs Homer as a serious problem for Marge's mental health.
- Ignored Expert: Tries to talk about Homer, who immediately drags Marge away.
- Debut: "Fear of Flying"
A man who, except for having a mustache, slightly lighter-colored muzzle and an unusual accent, looks and sounds exactly like Homer.
- Identical Stranger: He looks exactly like Homer except with a mustache, and sounds almost exactly like him, except with an upper-class kind of voice. Homer is amazed until he sees a dog with a puffy tail.
- Inexplicably Identical Individuals: He and Homer are virtually clones, much to Guy's misfortune.
- Riddle for the Ages: How or why does he look just like Homer? Homer wonders until he sees a dog with a puffy tail.
The head of the local Stonecutters chapter.
- Card-Carrying Villain: Played for laughs, he and the other Stonecutters proudly sing about evil deeds that are mostly Poke the Poodle acts, but when Homer takes over and tries to actually make them do good acts, they quickly rebel.
- The Comically Serious: He's voiced by Patrick Stewart, who provides his usual Shakespearian delivery to everything the man says, including the Stonecutter's induction ritual, which involves asses and paddles.
- Only Known by Their Nickname: His real name is unknown.
- Start My Own: When he and the other Stonecutters disagree about the direction Homer's leadership takes them in, they start a new secret society that explicitly forbids Homer from joining.
- Debut: "Homie the Clown"
Don Vittorio Di Maggio is a commanding mafia leader. The mobsters of the Springfield mafia show him respect.
- Affably Evil: He apologizes as he is about to shoot Homer (believing him to be Krusty) and decides he won't do it on the condition of having the "Spin-Cycle Fantastic" trick performed for him (which Homer fails), then apologizes again when the real Krusty shows up at the last second; and ultimately lets them both live when they successfully pull off the trick together. He even politely gives Krusty back his change after he overpays his loan.
- Disproportionate Retribution: Almost has Krusty (and Homer) killed over a measly $48.
- The Don: And more powerful than Fat Tony.
- Even Evil Has Standards: After nearly being killed for not paying his debts, Krusty pays the money anyway, which turns out to be the ridiculously low sum of $48. The boss is happy and even gives him back his change.
Evan Conover is the "Undersecretary for International Protocol: Brat and Punk Division" and a member of the US State Department.
- "Ass" in Ambassador: In order to appease Australia, he offers nothing but Disproportionate Retribution for Bart's actions — the fact that the "public apology" option would include Bart getting his ass kicked was something he "helpfully" decided not to mention in order to make the Simpsons accept it.
- Voiced by: Nancy CartwrightDebut: "Bart vs. Australia"
An Australian boy who was tricked into accepting a six-hour, $900 collect call from Bart.
- Expy: An Australia counterpart to the Flanders boys.
- Debut: "Bart vs. Australia"
- Beware the Silly Ones: Bart thought taunting Bruno over the phone would be enough to put his prank-calling behind him. He was wrong.
Gus the MP
- Debut: "Bart vs. Australia"
The Member of Parliament for Bruno Dundridge's district.
Prime Minister Andy
- Debut: "Bart vs. Australia"
Andy is the Prime Minister of Australia.
- Bitch in Sheep's Clothing: See the Reasonable Authority Figure subversion below.
- Disproportionate Retribution: He wanted Bart to be kicked with a giant boot over a stupid phone call.
- Lazy Bum: He's introduced lounging naked on a floating tire in a lake, rather than doing his job.
- Monster of the Week: Only appears (besides a picture cameo in "Holidays of Future Passed") in "Bart Vs. Australia" in which he is the main antagonist.
- President Evil: Or Prime Minister Evil in this case.
- Reasonable Authority Figure: Subverted. He seems perfectly fine accepting Bart's apology, until he has him arrested for an additional punishment, the booting, because "A mere apology would be a bit empty".
A Springfield Elementary School employee, who teaches the school ballet class.
- Ink-Suit Actor: She was drawn to look like Susan Sarandon.
A British student who becomes engaged to Lisa 15 years in the future, but after he insults her family, she breaks their engagement off.
- Always Someone Better: Reads faster than Lisa.
- Belligerent Sexual Tension: With Lisa. At first, the two quarrel over a book in the library, but the pair eventually fall madly in love.
- Bitch in Sheep's Clothing: He lets slip that after the wedding he plans for them to return to England and never see Lisa's family again.
- Foil: He's this to Mr. Bergstrom from "Lisa's Substitute". At first glance, they're both everything Lisa wants from a companion: witty, intelligent, cultured, sensitive, putting her at odds with her seemingly oblivious father Homer. But while Mr. Bergstrom helps Lisa understand that Homer does love her, Hugh tries to cut him out of her life, which makes Lisa realize that he doesn't really care about her.
- Gentleman and a Scholar: While at first he seems to be this, it's subverted at the end of the episode, revealing him to be a Jerkass.
- No Celebrities Were Harmed: He was clearly modelled on Hugh Grant.
- Stiff Upper Lip: His only real reaction to the trouble he faces at Homer's hands? "This is all quite trying."
- Debut: "The Springfield Connection"
Jericho is the jeans counterfeit who helped Herman illegally sell counterfeit jeans.
- Debut: "Lemon of Troy"
Shelby is a boy and apparent bully who lives in Shelbyville.
- Evil Counterpart: To Bart.
- Identical Stranger: He looks similar to Bart, with the exception of his hair, his pants, and the color of his hat.
- The Rival: To Bart, even for one episode.
- Debut: "Lemon of Troy"
- Determinator: Maintains his glare on the Springfieldians even as his eyes water and keeps shaking his fist ineffectually as they retreat.
- The Ditz: Like Homer.
- Evil Counterpart: To Homer, naturally.
- Evil Gloating: Eats one of the stolen lemons in front of Homer. His face puckers up.
- Meet Your Early Installment Weirdness: Sounds like Walter Matthau, a la early Homer.
- Unnamed Parent: His name is not revealed.
- Debut: "Lemon of Troy"
- Evil Counterpart: To Jebediah Springfield.
- Namesake Gag: You'd think Shelbyville got named after somebody called "Shelby". Well, you'd be wrong.
- We Used to Be Friends: Jebediah Springfield wanted a town devoted to chastity, abstinence, and a flavorless mush called "root-marm", whereas Manhattan thought they'd establish a town where people could marry their own cousins (the thought of which sickened Springfield). They swiftly became foes, extending their rivalry to the towns they each started.
- Debut: "King-Size Homer"
The pig Homer imagines during his imagination of his weight goal.
- No Celebrities Were Harmed: He is based on Cary Grant. The creators even wanted Grant to play the pig until they remembered he'd been dead for years.
Colonel Leslie "Hap" Hapablap
An Air Force officer.
- Incredibly Lame Fun: Thinks box-kites are interesting. The audience disagrees.
- Large Ham: Being voiced by R. Lee Ermey will do that to you.
- Shout-Out: His entire character is one to Gunnery Sgt. Hartman from Full Metal Jacket, right down to being voiced by the same man who played him.
Detective Don Brodka
The store detective at Try-N-Save. He catches Bart stealing a video game (Bonestorm) from the Try-N-Save.
- The Dreaded: Bart spends the entire episode scared of returning to the Try-N-Save store because of him.
- Guttural Growler: He has Lawrence Tierney's famous gravelly voice.
- Inspector Javert: He catches Bart immediately, but doesn't see Jimbo and Nelson shoplifting. And it's probably not the first time.
- Jerkass: He has every right to be pissed about Bart's shoplifting, (attempt to) notify his parents, and ban him from the store... but when Bart and his family come back to get their picture taken, Brodka could have at least waited until their picture was done before he chastises the boy again. But he doesn't, and the picture shows a husky arm grabbing Bart.
- Debut: "Marge Be Not Proud"
A Brazilian actress who is the main presenter of the children's television programme, Teleboobies.
- The Capital of Brazil Is Buenos Aires: A minor case. She has an Aztec/Incan-sounding name despite being Brazilian.
- The Bus Came Back: Her debut is a no-speaking scene in "Marge Be Not Proud" when Krusty the Clown introduces a few people for his "Krusty Kinda Christmas" holiday special. She returns six seasons later (with a major role) in "Blame It on Lisa", where she is the host of a Brazilian children's television show named Teleboobies, which amuses Bart.
- Gag Boobs: In her show Teleboobies, she presents educational concepts using...her boobs. For example, Xoxchitla demonstrates the difference between clockwise and anti-clockwise, by shaking her torso and twirling tassels attached to her breasts.
- Ms. Fanservice: Especially in "Blame It on Lisa" where she wears very revealing outfits (the most iconic is a low-cut pink leotard that shows off her quite ample cleavage).
- No Celebrities Were Harmed: She is a parody of Xuxa, an actress and TV show host from Brazil.
The head of the Springfield Historical Society.
- Alliterative Name: Hollis Hurlbut.
- The Comically Serious: When Lisa jokes about having "Chester A. Arthritis", he only says "You have arthritis?".
- Poke the Poodle: After Lisa learns the truth about Jebediah Springfield, he immediately bans her, her future children, and her future children's children from the historical society... for three months.
Chester J. Lampwick
The original creator of Itchy, and father of cartoon violence.
- Jerkass: He has a repeated habit of doing services in exchange for food, only to never finish them, claiming the food was "lousy".
- Jerk with a Heart of Gold: Zigzagged. He refuses to do the chores Grampa Simpson and Krusty hired him for because he didn't like the food they paid him with, but when he finally gets the riches he deserves for creating Itchy, he pays the Simpsons the $1,750 they shelled out to hire Lionel Hutz and buy the evidence to prove his claim.
- Rich in Dollars, Poor in Sense: In The Movie, he's seen as part of the mob sporting his bum rags, implying he's lost his fortune.
MacArthur "Mac" Parker
Troy McClure's agent.
- Ink-Suit Actor: He looks an awful lot like Jeff Goldblum.
A girl who vacationed to Little Pwagmattasquarmsettport with her family.
- Nice Girl: She and her friends avoid Kids Are Cruel and are pretty nice people. When they learn Lisa's unpopular nature, rather than shun and bully her, they decorate the family car in seashells (which turns pear-shaped when Homer catches them and a flock of seagulls peck at the car when they drive home), sign her yearbook, and tell her that they don't mind — and actually like — that she's a brainy girl.
- Debut: "You Only Move Twice"
The president of the Globex Corporation, which includes a rival nuclear power plant. He tried to entice Smithers with an offer to switch jobs, and when Smithers turned it down, the same offer was quickly made to the next longest-serving employee of the Springfield plant: Homer. As a boss, he's everything Burns is not: friendly, outgoing, hip, and concerned about his employees. He's also a Bond villain. Easily one of the most popular one-off characters.
- Affably Evil: Polite, benevolent to his employees to the point that they're his number two concern (number one being his schemes), and all in all a great guy to hang around with. He's also a supervillain.
- Anti-Villain: Despite wanting to Take Over the World, he's genuinely an Affably Evil Benevolent Boss, he's a friend instead of an enemy to the Simpsons, and it's implied that his successful East-Coast-takeover is actually a benevolent dictatorship at worst.
- Ax-Crazy: Especially in the episode's climax.
- The Bad Guy Wins: Successfully takes over the East Coast. Though given his personality it may not be too bad.
- Beard of Evil: He has a beard, and he is evil.
- Benevolent Boss: Very much so. To the point that even after Homer leaves, Scorpio tells him to call if there's anything he needs, and Scorpio even sends him a gift that will hopefully help Homer work up to his dream of owning the Dallas Cowboys. (Although Homer is rather disappointed at only getting the Denver Broncos.)
- Better Living Through Evil: What he promises, although he may not tell you about the evil bit.
- Beware the Nice Ones: For all that he is one of the greatest guys around, he did blow up a bridge just to prove a point to the UN, and has a man shot repeatedly. And he builds a giant laser cannon, with the apparent intention of using it on France.
- Cloud Cuckoolander: For some reason he keeps (unpackaged) sugar and cream in the pockets of his pants.
- Corrupt Corporate Executive: All benevolent traits aside, he's still seeking to use his business to advance his plan for world domination.
- Doomsday Device: Which he uses to blow up a bridge in New York City as part of his threat against the UN.
- Evil Genius: Damn, the guy's smart.
- Evil Laugh: Indulges in one when he breaks out his flamethrower, although his laugh is close enough to normal that it can be mistaken for a guy in the middle of having a really good time.
- Evil Virtues: We may as well add the whole list.
- Just the First Citizen: Claims to dislike being called boss or anything that elevates himself above others.
- Karma Houdini: Gets away scot-free, though he's just so Affably Evil that you're probably rooting for him anyway.
- Kill It with Fire: Shows a real enthusiasm for using a flamethrower...
- Laughably Evil: He's so damn polite and hilarious, even when trying to murder a James Bond Captain Ersatz or fighting off troopers with a flamethrower.
- Motor Mouth: Talks really fast.
- Mundane Solution: When the James Bond Captain Ersatz escapes from a Death Trap, Scorpio has him shot a few dozen times by armed guards.
- Resignations Not Accepted: Averted. When Homer comes to him in the middle of an assault by the US Military to talk about how his family isn't happy there and wants to move back to Springfield, Scorpio advises Homer to do what's right for his family and just adds "On your way out, if you could kill somebody, it would help me a lot."
- Slave to PR: Likes moccasins. Unless Homer doesn't like them. In which case the moccasins can get lost so that Scorpio appears relatable to his newest employee.
- Take Over the World: According to his Villain Song, it's one of his two obsessions. The other is the health of his employees. By the end of the episode, he's apparently taken over the East Coast of the United States.
- Villain of Another Story: A bizarre example; Hank never antagonizes Homer and his family despite being a villain.
- Villain Protagonist: The perspective is shared with Homer, his Unwitting Pawn.
A crooked boxing promoter who once represented Moe when Moe was a fighter. When he hears that Moe is involved with the boxing game again, managing Homer, he sets up a match between Mike Tyson analogue Drederick Tatum and Homer.
- Captain Ersatz: Of boxing promoter Don King, complete with all the baggage that goes along with that. Lampshaded when Homer outright says he looks like Don King and is exactly as rich and famous. Paul Winfield, who voiced Sweet, played King in the 1995 TV movie Tyson.
- Delusions of Eloquence: "This is an egregious miscarriagement of taxitude!"
- Expy Coexistence: Despite being an obvious expy of the infamous boxing promoter Don King (a fact which Homer very pointedly lampshades), both men apparently exist in the universe of The Simpsons.
- Fat Bastard: Is on the portly side.
- Improbable Hair Style: One that resembles Don King.
- Jerkass: The Simpsons Guide to Our Favorite Family describes him as having no evident soul. Drederick Tatum was touched seeing Moe flying Homer out of the ring, and asks Lucius if he'd do the same for him. Lucius says "Absolutely, I would.", chuckling awkwardly before bluntly telling Tatum to get in their van.
- Pet the Dog: Even as he's castigating and insulting Moe, he still gives him a check for Homer's last fight.
The son of Montgomery Burns and Lily Bancroft.
- Big Fun: Much to his father's dismay. His intense causality, uncouth manner, lack of intelligence, and love of drinking means that he has many things in common with Homer Simpson and they become good friends.
- Book Dumb: He does poorly on an aptitude test ("He spelled 'Yale' with a six."), but is quite worldly.
- Disappeared Dad: Mr. Burns is his.
- Ink-Suit Actor: He basically IS Rodney Dangerfield with Mr. Burns's crooked nose.
- Put on a Bus: After Burns disowns him, Larry returns home, realizing he had not told his wife and children where he was for a week.
- Debut: "Bart After Dark"
An entrepreneuse and the proprietoress of a burlesque house in Springfield called "La Maison Derrière".
- Broken Glass Penalty: For Bart's accidental destruction of her Gargoyle, she makes him do community service at her Burlesque House.
- Cool Old Lady: Doesn't flinch at Marge's attempts to intimidate her.
- Deadpan Snarker: Completely unfazed by Marge taking out a chunk of her house.
- Delayed Reaction: It takes her a while to notice Homer's only wearing a grocery bag.
- Miss Kitty: Even though the show is set in modern America, the matron of the house plays this trope completely straight and makes Marge look foolish by comparison.
- Silver Vixen: Stunningly beautiful for a woman her age.
Jimmy the Scumbag
- Debut: "Lisa's Date with Density"
A small-time crook.
- The Quiet One: According to the Simpsons episode guide, he doesn't say anything without his lawyer around.
- Debut: "Hurricane Neddy"
Ned Flanders' childhood psychologist.
- Large Ham: "In the den? May God have mercy on us all!"
- Nice Job Breaking It, Hero!: Fixed Ned's anger problems, but at the cost of making him incredibly repressive.
- Voiced by: Johnny Cash
Homer's Spirit Guide (also referred to as "The Space Coyote" or Johnny) is a talking coyote whom Homer meets in a chili-induced hallucination. Homer calls him "Wolfy".
- Maybe Magic, Maybe Mundane: He and the entire experience could have just been the result of Homer consuming "Guatamalan insanity peppers".
- My Instincts Are Showing: Starts chewing on Homer's leg. He is a coyote, after all.
- Non-Standard Character Design: Much more angular than regular characters.
Frank Ormand, the Pretzel Man
The owner of the Pretzel Wagon.
- Killed Off for Real: In a car crash, one that also took the executor of his estate with him.
- Voiced by: Maggie Roswell
Shary Bobbins was the Simpson family's magical nanny.
- Amicable Exes: A one-sided version toward Groundskeeper Willie.
- Cruel and Unusual Death: Sucked into an airplane engine.
- Deconstruction: Of the Magical Nanny archetype. While she is briefly successful in cleaning up the Simpsons, she can't stop them from quickly sliding back into their slovenly ways, and get them to care about changing their ways.
- Expy: Of Mary Poppins, though she vehemently denies it.
- Screw This, I'm Out of Here!: Eventually, when the Simpsons admit they're not going to change their ways, she decides to leave.
- Voiced by: Tress MacNeille (normal voice), Dan Castellaneta (as Itchy), and Harry Shearer (as Scratchy)Debut: "The Itchy & Scratchy & Poochie Show"
The voice actress who plays Itchy and Scratchy.
- Cross-Dressing Voices: An In-Universe example. She's a woman who voices two male characters.
- Mean Character, Nice Actor: Bellamy is a very pleasant woman who voices the violent, titular duo of Itchy and Scratchy who always go at it. Itchy, in particular, is a real Jerkass who always mutilates Scratchy in the most gruesome ways imaginable for little to no reason.
- Nice Girl: She's very friendly and is the only one to stand up for Homer when the crew wants to kill his character off permanently.
- No Celebrities Were Harmed: June is inspired by and named after the late voice actress June Foray.
- Debut: "The Itchy & Scratchy & Poochie Show"
A college-aged cool guy who stays at the Simpsons home temporarily.
- But Now I Must Go: Leaves as suddenly as he appeared, moving into an apartment with "Two sexy ladies".Bart: Tough break, dad. I guess people just weren't ready for Poochie. Maybe in a few years...
Roy: (walks in with a letter and a suitcase in his hands) Good news, everybody! I'm moving into my own apartment with two sexy ladies!
Marge: Then I guess this is goodbye, Roy. Maybe we'll see you in a few years.
- Remember the New Guy?: Spoofed. He's introduced like he's always been present right after Lisa comments that adding new characters to a show always seems to be a desperate attempt at boosting low ratings.
- Token Houseguest: Parodied. Roy inexplicably shows up in the Simpsons household, he ultimately adds nothing to the plot of the episode he is in, aside from just being there, and only gets four completely irrelevant lines, and at the end he leaves as suddenly as he appeared.
- Ink-Suit Actor: He looks just like John Waters, only with a squigglier mustache because it's easier to animate.
Sideshow Bob's brother.
- Always Someone Better: Bob was this to him, in his second appearance he is referred as Laertes to Bob's Hamlet.
- Arch-Enemy: To Lisa in the comics, even though he comes to care for her after realizing that they are similar.
- Ascended Extra: In the comics.
- Ax-Crazy: Unlike Bob, he isn't amazing at hiding it.
- Bitch in Sheep's Clothing: To the world, he comes across as a polite businessman with the best interests of the town and his company in mind. In reality, he's willing to murder the entire town by letting it be washed away, just so he can embezzle it.
- Cain and Abel: He's the Cain to Bob's Abel.
- Evil Is Petty: He's willing to destroy Springfield and everyone in it because Bob got to be Krusty's sidekick instead of him, though he says that officially he did it for the money.
- Eviler Than Thou: To Sideshow Bob.
- Faux Affably Evil: He is quite polite but in a rather fake way.
- Ivy League for Everyone: Went to Princeton. (Or, as Bob calls it, "clown college".)
- Jerkass: Worse than his brother.
- Knight of Cerebus: He certainly is an Up to Eleven version of Sideshow Bob.
- The Resenter: Jealous of Bob for being Krusty's sidekick.
- Vile Villain, Saccharine Show: Cecil is Sideshow Bob if he was more competent. He tried to kill two children and his own brother.
- Why Don't You Just Shoot Him?: Bart invokes this with him in an effort to buy himself more time. However, Cecil is too clever to fall for it and says that if anybody asks him, he'll lie about a more creative way of killing him. He then throws Bart off the dam.
- Voiced by: Dave ThomasDebut: "Homer vs. the Eighteenth Amendment"
A Jerkass U.S. Treasury officer who was briefly sent to Springfield to uphold Prohibition after Bart got drunk in a live news report, which incited several women to force the city government to declare Prohibition. Aims to stop the Beer Baron, aka Homer Simpson.
- Badass in a Nice Suit: Subverted. He's a completely incompentent jerk.
- Bunny-Ears Lawyer: Inverted. Even though he's hyper-focused and extremely serious about his job, he's also really terrible at it - enough so that Homer is easily able to run circles around him.
- The Comically Serious: One of the main jokes of his character is how he acts completely stone-faced and stern throughout the episode in spite of the insanity and silliness that happens in Springfield.
- Expy: Of Elliot Ness, from The Untouchables. His name in the Latin American dub is "Elio Pez" to boot.
- Failed a Spot Check: While interrogating Comic Book Guy, he completely ignores Homer walking by, dragging along a wagon filled with barrels of beer. Homer even talks to him and asks him how everything is going.
- Hero Antagonist: Tries to stop Homer's turns out not illegal bootlegging of alcohol, though he's near-impossible to root for.
- Jerkass: Extremely unpleasant and sociopathic throughout the entire episode. At one point he states that the only reason he hadn't killed everyone who looked at him funny was because it would be illegal.
- Knight Templar: His solution to illegal shipments of alcohol being brought in by truck? Put up a wall that blocks the road into Springfield, causing a massive car accident. Banner actually smiles when he sees the results of this.
- Lawful Stupid: Not only is he totally inept at fighting Homer's bootlegging, he completely ignores all other crime in the process and winds up causing far more damage along the way than he solves.
- Skewed Priorities: He's so focused on cracking down alcohol that he completely ignores Fat Tony bluntly telling him that he's going to go back to smuggling heroin.
- The Stoic: He tries to laugh at one point, but can only produce a strained, hacking noise.
- Unexplained Recovery: He's launched from a catapult in "Homer vs. The Eighteenth Amendment", but appears alive and well as part of the mob in the movie.
- Voiced by: Sab ShimonoDebut: "In Marge, We Trust"
- Animesque: Homer drawn in an anime style.
- Identical Stranger: He looks almost exactly like Homer.
- Motif Merger: He's the combination of Matsamura Fishworks' and Tamaribuchi Heavy Manufacturing Concern's logos merged together.
- Nice Job Breaking It, Hero!: One of the comics has him cleaning a manga artist's office, including wiping his drawings blank.
- Debut: "Homer's Enemy"
A hard worker and Homer's self-proclaimed nemesis.
- Absurdly Youthful Father: He is stated to be 35 in "Homer's Enemy" but his son is a grown man as well, implying that he had sex with prostitutes as a teenager.
- Audience Surrogate: The creators intention of creating him in the first place.
- Berserk Button:
- Homer is a big fat button.
- Also he doesn't like to be called "Grimey". Or "Stretch".
- Born Unlucky: Nothing ever goes his way, ever.
- Butt-Monkey: Very much so. He had to struggle his whole life and only makes the bare minimum while Homer gets to live a decent life despite his lack of intelligence.
- Continuity Nod: Nearly every episode that includes Grimes and/or his tombstone expects the viewer to have seen his debut episode.
- Cosmic Plaything: Deconstructed. While his criticisms of Homer have some merit and he led a horribly difficult life, Frank's misery was largely his own fault, as he was so blinded by envy and self-pity that he never actually tried to learn anything about Homer's life or build any relationships at work like Homer did, both of which made things worse for Frank. His rivalry with Homer is also one-sided, as he actually has no ill-will towards Frank (and later on, Homer is literally the only employee who is honestly concerned for Frank after he has a mental breakdown.)
- Dark and Troubled Past: He was abandoned by his parents at four years old, had to struggle through his childhood by working as a delivery boy, and was caught in a silo explosion so severe he wound up in a full-body cast and had to relearn how to walk and feel pain again.
- Deconstructed Character Archetype: Of the Only Sane Man. The entire point of the episode he appeared in was to explore what would happen if a real-life normal person had to deal with Homer Simpson. To put it simply? Not well. The creators explain it in detail here.
- Determinator: He majored in nuclear physics despite his complete lack of formal education, and minored in determination.
- Driven by Envy: His hatred towards Homer increases even after the latter attempts to reconcile with him, due to Homer showing his achievements like going into space, winning a Grammy, going on tour with the Smashing Pumpkins, and befriending Gerald Ford. Frank is of course upset that someone like Homer could do all those things when he himself got nothing from his hard work.
- Embarrassing Nickname: Homer nicknames him "Grimey", which he hates. It even appears on his tombstone.
- Enraged by Idiocy: To the point that Homer's stupidity drives him insane at the end of the episode.
- The Everyman: Frank Grimes is supposed to represent the viewer in this episode. A man that appears in no way remarkable who never got any breaks and had to work hard every day of his life with little to no rewards.
- Evil Is Petty: While "evil" is an overstatement, he does tries to humiliate Homer out of pure spite.
- Expy: Frank is based on Michael Douglas' character Bill Foster from Falling Down. They both wear glasses, white shirt, black tie, black pants. They both even have the same haircut.
- Fourth-Wall Observer: His punishment in Hell is to watch every Simpsons episode in order.
- Freak Out: After Homer wins the children's model power plant contest, he flies completely off the deep end and begins acting like a deranged caricature of Homer's worst traits. This leads him to grab a set of dangerous electrical cables without safety gloves, bringing a swift end to his life.
- Freudian Excuse: The utterly miserable life he's led would make anyone unstable.
- The "Fun" in "Funeral": People laughed during his funeral due to Homers disrespectful sleeping. Even Reverend Lovejoy joined the laughter.
- Giving Up on Logic: Angrily did this after his Sanity Slippage and began imitating Homer's stupid antics. It took him about a minute to get himself killed.
- Grave Humor: His grave is often seen with his hated nickname from Homer "Grimey" on it. In one episode his grave has "(Homer's Enemy)" written on it.
- Hilariously Abusive Childhood: His Backstory describes a ridiculous amount of misfortune that he's had to overcome.
- Hoist by His Own Petard: He tried to trick Homer into joining a plant-modeling contest for kids, and Homer won, much to his dismay.
- In-Series Nickname: "Grimey".
- It's All About Me: He has some subtle shades of this at his worst. He has a somewhat self-righteous attitude born out of resentment and jealousy and he expected the other workers to mock Homer and take Frank's side in their rivalry, despite the fact they've known Homer for years and have known Frank only for a very short amount of time.
- Jerkass: Even though Homer not only tries to make it up to Grimes but actually tries to listen to his advice (albeit in a half-assed fashion), Grimes still antagonizes him and tries to humiliate him in front of everyone.
- Jerkass Has a Point: He had a terrible life and had to work hard to get his job. He sees Homer, quite rightly, as being successful despite being an incompetent, lazy slob; making a mockery of all his suffering and efforts. This would enrage anyone.
- Jerkass to One: While not a pleasant person in general, Grimes at least tries to remain civil to everyone he meets. Homer is the sole exception, taking the brunt of Grimes' insults and antagonism as a result of Grimes' dislike for his stupidity.
- Killed Off for Real: He dies at the end of his debut episode, and remains dead in all subsequent appearances. He appears alive in Tapped Out and the comics, but both are considered non-canonical to the show.
- Naïve Newcomer: A new employee and a generally normal person (as the Audience Surrogate) who still doesn't know how things work in The Simpsons world and how to deal with people like Homer every day.
- Negative Continuity:
- His tombstone has different inscriptions from episode to episode. These include "Grimes", "Frank Grimes", "Frank 'Grimey' Grimes", and "Frank Grimes (Homer's enemy)".
- This occurs even in his introductory episode, where he is explicitly shown living in a house when he receives his degree, but he later claims to live in a studio apartment above (and below) two bowling alleys.
- Nerd Glasses: Wears a pair.
- No Respect Guy: He's smarter and more qualified than his co-workers, especially Homer, but never got any respect. People even laughed during his funeral.
- Not So Above It All: He has a illegitimate son, because he apparently liked hookers (according to episode "The Great Louse Detective").
- Only Sane Man: He's the only person to point out that Homer shouldn't be remotely successful, popular, or even alive given his behavior, and is driven mad when no one else notices or cares. Even the universe is against him, as he's trying to apply real-world logic to a cartoon world. Oakley and Weinstein summed it up best by referring to Grimes as what would happen if someone from the real world met Homer.
- Parental Abandonment: Literally. The TV news summary of his life shows them putting four-year-old Frank out of their car in the middle of the road and driving off.
- Pet the Dog:
- Despite his hatred for Homer, Grimes goes out of his way to stop him from accidentally drinking a beaker of sulfuric acid.
- Apparently, he would rather keep the tension between himself and Homer, so he remains polite to Marge and the kids.
- Promoted to Opening Titles: His grave appears in it since 2009.
- "The Reason You Suck" Speech:Frank: I'm saying you're what's wrong with America, Simpson. You coast through life, you do as little as possible, and you leech off of decent, hardworking people like me. Heh, if you lived in any other country in the world, you'd have starved to death long ago.
Bart: He's got you there, dad.
Frank: You're a fraud. A— a total fraud. (walks out, pokes his head back around the doorway, and speaks to Marge and the kids) It was nice meeting you.
- Reports of My Death Were Greatly Exaggerated: In Simpsons: Tapped Out, it's revealed he didn't die but was instead put into a coma. They still buried him.
- The Resenter: To Homer.
- Sanity Slippage: He eventually has a breakdown and starts impersonating Homer, whose consequence-free stupidity drove him to this point. This ends when he has a moment of genuine stupidity and electrocutes himself. Unfortunately, the same rules don't apply to Grimes and this mistake costs him his life.
- Spared by the Adaptation: Although he dies after being electrocuted in the show and remains dead whenever referenced there, The Simpsons: Tapped Out reveals that he was simply in a coma and got buried alive. He rises from his grave and resumes his life throughout a series of quests. This storyline is seemingly continued in a 2015 issue of Simpsons Comics, in which Homer passes by Grimes at the power plant as if he never "died" at all.
- Springtime for Hitler: Frank tricks Homer into entering a power plant designing contest for kids as an attempt to show the world what an idiot Homer is. Homer ends up winning, and Frank's sanity utterly disappears after this.
- Surrounded by Idiots: The whole premise of his episode is watching a normal person try to cope in Springfield.
- This Loser Is You: Grimes is said to be a representation of what a realistic person, who was a hard-working, working-class employee, would be like if they got the misfortune of working with Homer or living in Springfield.
- Unknown Rival: To Homer. Grimes utterly hates Homer and wants to get him humiliated, but Homer is completely oblivious and only wants to be Grimes' friend.
- We Hardly Knew Ye: Only appears in one episode, which he dies at the end of.
- X-Ray Sparks: His death.
- Yank the Dog's Chain: At first, it looks like his hard work is about to pay off when Mr. Burns decides to make him Executive Vice President of the plant...only to give the position to a dog instead and just throw Grimes into Sector 7G. Things get progressively worse from there.
- Voiced by: Gailard SartainDebut: "The Simpsons Spin-Off Showcase"
"Chief Wiggum's PI's" Arch-Enemy that appears in the "Wiggum, P.I." segment of the non-canon episode "The Simpsons Spin-Off Showcase".
- Acrofatic: Big Daddy rather handily escapes from the parade while being chased by Wiggum and Skinner.
- Affably Evil: He may have kidnapped Ralph but he was nice enough to take him to "Mardi Gras" and buy him an ice cream.
- Calling Card: Played with near the beginning. While Wiggum and Skinner are discussing their current situation, a skull is thrown through the window, and the duo realize they have an enemy. Later on, another skull is left behind after Ralph is kidnapped. Cue Skinner: "Big Daddy's trademark calling card... it's right here inside the skull."
- Chair Reveal: The end of the chase scene presents an amusing variation of the trope, while also providing the page image. Big Daddy makes it to his mansion office, and he hops into his chair so he can reveal himself to Wiggum like a villain. Due to the mansion's layout, Wiggum clearly saw Big Daddy get in the chair, yet he still acts surprised when Daddy reveals himself.
- Fat, Sweaty Southerner in a White Suit: Big Daddy is a hefty New Orleanian crime boss, one who laments his size."Lord have mercy, I wish I weren't so fat."
- His Name Really Is "Barkeep": Charles Daddy.
- No Celebrities Were Harmed: He was based on New Orleans musician Dr John.
- This Is Gonna Suck: Big Daddy has this reaction when he is spotted by Wiggum and Skinner and has to run.Big Daddy: Lord have mercy, I wish I weren't so fat.
- Villain: Exit, Stage Left: Parodied in Chief Wiggum P.I., in which Big Daddy swims away through the river... slowly.Skinner: He's gradually getting away, Chief.Wiggum: Ah, let him go. I have the feeling we'll meet again, each and every week. Always in more sexy and exciting ways.
- Villains Out Shopping:"New Orleans is my town. I got interests, and I ain't talkin' about stamp collecting, though I do find that extremely interesting."
- Voiced by: Pamela HaydenDebut: "The Simpsons Spin-Off Showcase"
An attractive young blonde woman who replaces the real Lisa in The Simpson Family Smile-Time Variety Hour.
- Brainless Beauty: Her line in the opening number suggests she's one."I'm Lisa! Peppy, blonde,, and stunning. Sophomore prom queen five years running!"
- The Cheerleader: She has pom-poms and does a "Go Lisa!" cheer in the opening number.
- Dawson Casting: Lisa is supposed to be 8. If Fake Lisa has been held back four times as a high school sophomore, that would make her 19 or 20.
- Expy: She's obviously a nod to Geri Reischl, who took over as Jan on The Brady Bunch Hour when Eve Plumb decided not to participate.
The commandant of Rommelwood Military School, attended by Bart and Lisa.
- Everyone Calls Him "Barkeep": He is just called The Commandant.
Sgt. Seymour Skinner
The real Seymour Skinner. He was a sergeant in the US Army, but got caught by the enemy and spent five years in a POW camp, and was then sold to a shoe-producing company in China. After the company closed, he came back to Springfield, only to find out that Armin Tamzarian basically lived his life for the entire time he was gone. He took back his place, but because his attitude made the townspeople uncomfortable, he was forced to leave (read: tied to a train and basically kicked out).
- A Father to His Men: To Tamzarian, which was partly why Tamzarian decided to assume Skinner's identity.
- Foil: Represents everything the representing Skinner fails to be, having a strong backbone and sense of pride and ethics (if naively so). He cares about the school faculty teaching its children properly and thinks independently from his mother, whose shrill browbeating completely fails to beckon him. Expectedly everyone in Springfield soon decides they like him a lot less than the fake Skinner.
- Put on a Bus to Hell: Put on a train and never seen again. His entire existence is forbidden from being mentioned again, under the penalty of torture. In Real Life both fans and some writers pretend this episode never happened.
- Replacement Scrappy: In-Universe. He takes Armin's place as principal while Armin leaves town. However, despite the real Skinner being a nice and reasonable fellow, the other Springfield citizens decide to kick him out of town (even his mother, who preferred the doormat Armin to the independent Seymour) and get a judge to order everyone never to speak of this again under penalty of torture because... they preferred the old Skinner.
- Retcon: His appearance completely changes Skinner's backstory. However, Judge Snyder grants Tamzarian Skinner's "name, and his past, present, future, and mother", and decrees that no one will mention his true identity again under penalty of torture. The only time this rule has been broken since was when Lisa refers to Principal Skinner as "Principal Tamzarian" when he witnesses her name her new cat Snowball II instead of Snowball V in "I, (Annoyed Grunt)-Bot".
- Un-person: Enforced after he was sent away.
Bart's Kindergarten Teacher
- Voiced by: Maggie RoswellDebut: "Lisa's Sax"
Bart and Milhouse's kindergarten teacher.
- Apathetic Teacher: By far the most deflated and cynical member of Springfield Elementary, to the point where she makes Ms. Hoover look enthusiastic about her job. She teaches her class in a perpetually bored and contemptuous tone.
- Create Your Own Villain: She is Springfield Elementary's apathetic deadbeat system at its worst, and is the one that embitters Bart into the faculty's biggest bane of their lives.
- Deadpan Snarker: She appears to be a cynical and sarcastic person.
- Evil Counterpart: She's Miss Hoover had she totally stopped caring (and that's saying something!), right down to the same voice actor. She is also one to Mrs. Krapabbel, as unlike her, Krapabbel always believes that Bart has potential deep down (even if she may not show it too often) and never gave up on him in spite of him being a troublemaker.
- Hate Sink: She is a Sadist Teacher with no likable traits to speak of.
- Jerkass: She is the one initially responsible for making Bart feel miserable and unable to fit in at school, which leads him to seek attention through mischievous behaviour.
- Karma Houdini: She faces no consequences for her emotional and psychological abuse of a toddler. Ironically she is also about the only member of Springfield Elementary that Bart never victimises onscreen.
- Sadist Teacher: She has no problem in telling children like Bart that they have no future whatsoever just because they aren't as quick to catch on to things as the other kids. That's right, SHE is the reason why Bart is the troublemaker that he is today.
- Small Role, Big Impact: Her crushing of Bart's enthusiasm at an early age led to him becoming an attention-seeking delinquent.
- What Happened to the Mouse?: She is never seen outside the flashback of this episode with other teachers shown in the present-day kindergarten faculty. Granted, given she was left teaching Bart in the form of a hellion and her clear antipathy for her job in the first place, it's not inconceivable that she quit within that time period.
Cooder and Spud
- Debut: "Bart Carny"
A father-son carny duo.
- Graceful Loser: After the Simpsons family trick them and get their house back, Cooder admits that they were outsmarted and takes it in stride.
- Jerkass: After spending a day with the carnies, they take the Simpsons' home and the Simpsons have to live in Bart's treehouse.
- Voiced by: Rod SteigerDebut: "Simpson Tide"
The captain of the Springfield Naval Reserve submarine during its annual war games.
- Expy: Tenille is based on Captain Frank Ramsey, a character from the 1995 film Crimson Tide, who was portrayed by Gene Hackman. His episode's title was derived from the same movie.
- Horrible Judge of Character: He takes an instant shine to Homer because of a misunderstanding of naval jargon. He later invites Homer to eat with him and, misunderstanding what he was actually saying, concludes Homer's views on peace are the same as his and thus Homer is "like the son I never had." He leaves Homer in command while he goes to investigate the torpedo tube. It ends up costing him his life.
- Terse Talker:Tenille: I'm a man of few words. (beat) Any questions?
Springfield's sanitation commissioner.
- Butt-Monkey: He is tormented by Homer and the townspeople who fall for Homer's insanity. He gets his revenge.
- Cassandra Truth: He tries to warn the townsfolk that Homer's promises are unworkable, but they just brush him off.
- Deadpan Snarker: Inevitable when it's Steve Martin.
- Guilt by Association: Homer's vendetta with Patterson stems from two of his thuggish employees skipping his yard on duty and then attacking him and cutting off their services after he complains. While this was poor choice of staff on Patterson's side, rather than simply protest about the incident, Homer being Homer, decides to pick a fight with the guy in charge.
- I Warned You: After Homer inevitably screws up, Springfield calls him back, but he's got some choice words:Ray: Oh gosh. You know, I'm not much on speeches, but it's so gratifying to (sighs) leave you wallowing in the mess you've made. You're screwed, thank you, bye.
- Ignored Expert: Ray Patterson was smart enough to see that Homer basically has no clue what being sanitation commissioner is all about.Ray: All right, fine. If you want an experienced politician, vote for me. But if you want to believe a bunch of crazy promises about garbagemen washing your cars and emptying your kitty litter, then by all means, vote for this sleazy lunatic.
- Ink-Suit Actor: He looks just like Steve Martin.
- Only Sane Man: Compared to many of Springfield's residents, Ray Patterson is one of the more 'sane' characters; hard working and committed to his job. Naturally, considering the nature of Springfield, he winds up becoming the town's butt-monkey thanks to a spiteful Homer.
- Screw This, I'm Outta Here!: After Homer was fired for encouraging other cities to dump their garbage in the abandoned mine (in order to solve the budget crisis), Patterson got his job back, but he refused to help clean up the town, instead choosing to leave them "wallowing in the mess you have created".
- Take This Job and Shove It: On the other hand, by the time he gets his job back, it's clear to him that thanks to Homer's apocalyptic stupidity, the town is unsalvageable. Furthermore, he's clearly sickened by the town begging him back to clean up the impossible mess they made by voting in a jerk like Homer in the first place, in addition to them gleefully joining in on Homer tormenting him during the campaign. Hence, his brief speech is essentially this, and can anyone truly blame him for wanting to wash his hands off the whole mess and get out of dodge?
Brad and Neil
- Debut: "King of the Hill"
Brad and Neil are two spokesmen for Powersauce.
A popular "grown-up" girl in Lisa's class. Lisa becomes very jealous of her, because Alex steals her friends.
- Alpha Bitch: Definitely the alpha part, though she doesn't really do anything worse than be childishly rude. Although her cameo in "Father Knows Worst" plays it painfully straight.
- Not So Above It All: At the end of the episode, turns out Alex isn't totally above having a greaseball fight for fun.
- Valley Girl: She uses Valley Girl slang, which is mainly used by teenage girls.
- Verbal Tic: "He-LOO!".
- Wise Beyond Their Years: Or so she thinks.
Seth and Munchie
- Debut: "D'oh-in' in the Wind"
Mona Simpson's hippy friends in the 1960s.
- Voiced by: Mark HamillDebut: "Mayored to the Mob"
A professional bodyguard trainer who owns and operates Leavelle's Bodyguard Academy.
- Fat, Sweaty Southerner in a White Suit: Judging by his accent, he seems to be from Texas.
Amber Pai Gow (Simpson)
- Voiced by: Pamela HaydenDebut: "Viva Ned Flanders"
Homer's Vegas wife.
- Accidental Marriage: With Homer in "Viva Ned Flanders".
- The Bus Came Back: She and Ginger comes back in "Brawl In The Family". Homer attempts to annul his marriage to Amber, but it is upheld under Nevada law. To get her out of their lives, the Simpson family tricks Amber into marrying Grampa and agreeing to forsake her vows to Homer.
- Killed Offscreen: In "Jazzy and the Pussycats", it is revealed that Amber died of an overdose at a theme park in front of a sign warning guests not to stand up on a roller coaster. Her funeral is held in Springfield and attended by the Simpsons.
- Debut: "Viva Ned Flanders"
Ned's Vegas wife.
- Accidental Marriage: With Ned Flanders in "Viva Ned Flanders".
- The Bus Came Back: She and Amber came back in "Brawl In The Family". Unlike Homer, Ned reluctantly allowed Ginger into his home.
- Screw This, I'm Outta Here!: Ginger left him because Ned, Rod and Todd were too good (they flushed her cigarettes down the toilet and sang all day).
- Voiced by: Fred WillardDebut: "Sunday, Cruddy Sunday"
A travel agent who takes Homer and his friends to the Super Bowl.
- Mythology Gag: He's named for classic Simpsons writers Wallace Wolodarsky and Jay Kogen, who'd written for the show during the first 4 seasons, including the original "Treehouse of Horror" special, "Bart The Daredevil", and "Lisa the Greek", which is also about the Super Bowl.
- Debut: "Maximum Homerdrive"
A man whom Homer meets at The Slaughterhouse. He's a trucker.
- Big Eater: He's one of only 2 people to ever finish the Sir Loin-A-Lot steak (the other being Tony Randall).
- Death by Gluttony: The second time doesn't work out so well for him.
- Voiced by: Isabella RosselliniDebut: "Mom and Pop Art"
The owner of an art gallery.
- Voiced by: Michael McKeanDebut: "Monty Can't Buy Me Love"
The radio shock jock who hosts "Jerry Rude and the Bathroom Bunch".
- No Celebrities Were Harmed: He's a clear parody of Howard Stern.
- Voiced by: George TakeiDebut: "Thirty Minutes Over Tokyo"
A Japanese game show host who has a game show called "Super Happy Smile Time Family Wish Show", which the Simpsons compete on to get tickets back to Springfield.
- Sadist: He clearly enjoys the suffering of the contestants.
- Voiced by: Ed AsnerDebut: "Guess Who's Coming to Criticize Dinner?"
The editor of the Lifeways section of the Springfield Shopper.
- Working with the Ex: He used to be married to the retiring food critic.I'd hate to be married to her... I mean again.
- Voiced by: Garry MarshallDebut: "Guess Who's Coming to Criticize Dinner?"
The owner of the Springfield City Zoo.
Meathook and Ramrod
- Debut: "Take My Wife, Sleaze?"
Members of the Hell's Satans, a motorcycle gang.
- Voiced by: Tim RobbinsDebut: "Grift of the Magi"
The president of Kid First Industries.
- Voiced by: Don CheadleDebut: "Faith Off"
A faith healer. He holds a show named Brother Faith's Revival.
- Debut: "Faith Off"
A football player for Springfield University.
- A Degree in Useless: If he had to give up his football career, he'd have to fall back on his degree in communications.
- Voiced by: Shawn ColvinDebut: "Alone Again, Natura-Diddily"
The twenty-seven year old lead singer of Kovenant, a Christian rock band.
- Replacement Goldfish: Subverted. First she appears to be a possible new love interest for Ned Flanders, but she leaves soon after Ned attempts to mold her in the image of his deceased wife Maude by cutting her hair to look like Maude's.
Ak and Q'toktok
- Debut: "Missionary: Impossible"
Natives from a South Pacific island.
- Voiced by: Pamela HaydenDebut: "Pygmoelian"
Titania is a bartender who works at Juggernauts and Knockers. She's the runnerup in the "BeerTender of the Year" contest.
- Ascended Extra: In the comics. Aside from few cameos in the main comic, she appears in Bart Simpson Comics 31 where she, similar to Moe and Maggie, solves crimes with Baby Gerald.
- Bare Your Midriff: She wears a magenta Tank-top that reveals not just her deep cleavage, but also her midriff.
- Buxom Is Better: In the "BeerTender of the Year" contest she pulls out all the stops in using her "assets" to increase her chances of winning.
- Cheaters Never Prosper: She sleeps with Duffman so she doesn't have to participate in the "toss the drunk" portion of the Beer-Tender competition Too bad for her Duffman lied about that.
- Gag Boobs: One of the major examples in the series. She has extremely large breasts.
- Gainaxing: She uses this combined with her natural talents to her advantage in order to try and win.
- Ms. Fanservice: A sexy blonde girl and one of most buxom characters to ever appear in the show.
- Punny Name: Tit-ania.
- Voiced by: Diedrich BaderDebut: "Kill the Alligator and Run"
A sheriff who lives in Florida chases the Simpsons after they "kill" Captain Jack the alligator.
- Inspector Javert: The Sheriff is extremely harsh and nasty in his duties. In addition to arresting Homer (after he "kills" Captain Jack the alligator), he arrests Marge, Bart, Lisa, and even Maggie even though he admits he didn't have to go that far.
- Reasonable Authority Figure: Subverted. During spring break, the beer companies pay him to act nice, but for the rest of the year, he becomes harsh and mean.
- Visual Pun: His neck is literally red.
- Voiced by: Parker PoseyDebut: "It's a Mad, Mad, Mad, Mad Marge"
Otto Mann's ex-fiancée.
- The Ace: Becky is a great cook, a painter, knows how to stage karate moves, kills her competition at a talent contest and foils a usurper.
- Ambiguously Evil: She confesses to Marge that she did plan to kill her, but it's never revealed if she was being serious or if she was being sarcastic, given how everyone glosses over this detail about Marge being right about Becky all along. Becky also expresses shock and concern for Marge when she's suddenly shot at by tranquilizers twice shortly afterwards.
- Always Someone Better: To Marge.
- Comedic Sociopathy: No-one even reacts at the revelation that she was trying to kill Marge. Then again, it's possible that everyone figured that she was being sarcastic.
- Cool Big Sis: She act like this in the Simpsons house, helping Lisa and Bart.
- Evil All Along: If Becky is telling the truth, she does admit to Marge that she was trying to kill her, but backed out because although she found a good place to bury her, she couldn't choose a shovel at the hardware store.
- Mistaken for Murderer: Marge is convinced by her sisters Patty and Selma that Becky will attempt to seduce her husband Homer and kill her. When Marge claims that Becky's planning to murder her, this leads to her being labeled insane. Subverted when turns out Becky really was trying to kill Marge...maybe.
- Debut: "Insane Clown Poppy"
Krusty's long-lost daughter.
- The Bus Came Back: She reappears in "The Nightmare After Krustmas", a Christmas Episode in Season 28.
- Hereditary Hairstyle: She shares Krusty's cactus-style hairdo and the same hair color.
- You Gotta Have Blue Hair: Her hair is a shade of teal.
- Debut: "Insane Clown Poppy"
Sophie's mother, a female soldier whom Krusty had a one-night stand with during the Gulf War.
- All There in the Manual: Her name is revealed to be Erin in The Krusty Book of the Simpsons Library of Wisdom series.
- Berserk Button: As a result of her experience with Krusty, Erin came to hate clowns, and filled her apartment with artwork showing them being tortured and killed.
- No Name Given: She's never referred to by name in "Insane Clown Poppy", but it has since been revealed through The Krusty Book.
- Debut: "New Kids on the Blecch"
The man who recruited Bart, Milhouse, Nelson, and Ralph into a boy band called the Party Posse. He was secretly working with the government to recruit people to join the navy by using subliminal messages in a music video.
- Bitch in Sheep's Clothing: He doesn't appear to be evil at first.
- Disproportionate Retribution: He decides to blow up Mad Magazine just because they wanted to do a spoof of the band. Even more, the boys themselves take the "insult" as a compliment.
- Louis Cypher: Parodied. His name isn't L.T. Smash, it's Lieutenant (Lt.)... L.T. Smash.
- Pyrrhic Villainy: L.T succeeds in blowing up the MAD building, however, the writers survive the explosion and are even sober now.
- Voiced by: Kathy GriffinDebut: "Bye Bye Nerdie"
- Androcles' Lion: Subverted. When Lisa sees her eating lunch alone, she goes over and introduces herself. Francine immediately punches her.
- The Bully: A female example. She is an interesting case, as it's revealed that she's a bully because she has an adverse reaction to the sweat that emanates from nerds. It's shown that this also affects Nelson (Lisa demonstrates by swabbing nerd sweat on boxer Dreaderick Tatum and Nelson compulsively begins beating him).
- Huge Schoolgirl: She is heavyset.
- Living Prop: She has made a few cameos throughout the series.
Dr. Joan Bushwell
- Debut: "Simpson Safari"
A renowned animal researcher who lives among the chimps.
- Bad People Abuse Animals: Joan Bushwell turns out to be guilty of this when it's revealed she's been using the chimps she's supposedly been researching to run a diamond mine within her refuge to make herself rich.
- Broken Pedestal: Lisa says that Joan Bushwell's research has really inspired her when they first meet. At the end of the episode, Lisa is disgraced by the revelation that she's actually using the chimps to run a diamond mine, and is the only one to leave Africa without any diamonds.
- No Celebrities Were Harmed: She's a spoof of Dr. Jane Goodall, who lives among the chimps to conduct her research.
- Sanity Slippage: Dr. Bushwell admits that she snapped due to crushing loneliness and greed."No! Don't put me away. I'll give you diamonds. Everybody wants diamonds. Diamonds will make everything all better. Diamonds! Diamonds!!!"
- Debut: "Trilogy of Error"
Linguo is a grammar-correcting robot created by Lisa for the science fair.
- Grammar Nazi: A benign version.
- Debut: "Children of a Lesser Clod"
A gymnastics instructor.
- Hair-Trigger Temper: "Lugash must go to anger management class. WORTHLESS...ANGER MANAGEMENT CLASS! I HATE IT SO MUCH!"
- No Celebrities Were Harmed: He is inspired by former U.S. gymnastics coach Béla Károlyi, who also has his own gym.
The Singing Hobo
- Debut: "Simpsons Tall Tales"
The Singing Hobo is a hobo who lives in a train carriage and swaps stories for sponge baths.
- Voiced by: Julia Louis-DreyfusDebut: "A Hunka Hunka Burns in Love"
The ex-wife of Snake Jailbird and the ex-fiancée of Mr. Burns.
- All Girls Want Bad Boys: She is attracted to "bad boys". She dumps Burns for her former boyfriendpretty criminal Snake Jailbird, causing much confusion for Mr. Burns: "I don't understand, Simpson! I'm a bad boy! I'm completely evil! I once blotted out the sun!".
- MayDecember Romance: She was dating Mr. Burns. She's in her late 20s or early 30s while he is probably over 100 years old.
- Voiced by: Delroy LindoDebut: "Brawl in the Family"
Gabriel is a council worker who is employed to keep the Simpson family together.
- Magical Negro: Homer thinks Gabriel is an angel, much to Gabriel's annoyance.
- "The Reason You Suck" Speech: Gabriel gives a very succinct, powerful one after telling Homer he has a lot of problems. It's also the only time he raises his voice:Homer: Which is society's fault because-Gabriel: It's your fault!
- Screw This, I'm Outta Here!: When he sees Homer's Vegas wife.Gabriel: Your seed should be wiped from the Earth!
- Voiced by: Ben StillerDebut: "Sweets and Sour Marge"
The owner of Motherloving Sweets and Sugar Company.
- Corrupt Corporate Executive: The very concept of corporate ethics is completely alien to him.
- Jerkass: He is a total jerk.
- Sarcasm Mode: His "agreeing" to Marge's suggestions.
- Voiced by: Reese WitherspoonDebut: "The Bart Wants What It Wants"
The daughter of famous actor Rainier Wolfcastle.
- Operation: Jealousy: Develops a crush on Bart, but he is Oblivious to Love so she tries to date Milhouse to make him jealous.
- Rescue Romance: She develops a crush on Bart when he saves her from two bullies.
- Voiced by: Olympia DukakisDebut: "The Old Man and the Key"
Zelda is the elderly woman with whom Abe falls in love.
- Bitch in Sheep's Clothing: She only dates Grandpa because he's regained his driver's license.
- Gold Digger: Only wants guys with cars.
- Humiliation Conga: She is publicly humiliated in Branson, Missouri when Abe and Charo call her a hoochie in front of a huge crowd. He even gets the crowd to chant "Hoochie, Hoochie" to further twist the knife.
- Debut: "Blame It On Lisa"
A poor 8-year-old orphan Brazilian boy that Lisa supports.
- Conveniently an Orphan: Lampshaded. Ronaldo says he has the money to help the Simpsons because he doesn't have parents to take it from him, like so many child stars in America do.Ronaldo: I make as much as Malcolm in the Middle, and because I have no parents, my earnings remain un-stolen.
- Debut: "Blame It On Lisa"
- Affably Evil: Unlike César and Ugolin, they're actually quite friendly.
- Lima Syndrome: Develops this towards Homer, who has Stockholm Syndrome towards them, even compiling a scrapbook for his kidnapping.
- No Name Given: Their names are unknown.
Tina and Carrie
Two girls that Lisa meets while taking private gymnastic lessons with Lugash.
- Older Than They Look: They're college-aged, but look like 8-year-olds due to their small height.
- Debut: "Bart vs. Lisa vs. the Third Grade"
The third grade teacher at Springfield Elementary School.
- Foil: She displays a certain degree of cheerfulness, confidence and competence (at least until she witnesses a failure of the buddy system), as opposed to being downbeat or exasperated like Edna Krabappel and Elizabeth Hoover, both of whom McConnell dislikes.
- Living Prop: Being one of the teachers, she's made a few cameos.
- Sadist Teacher: Despite her upbeat demeanor, she penalizes students who tattle and moan (even if they're A-students), shows no sympathy towards those who cry, and initially pairs up students who clearly do not get along at all, causing even more friction in the class.
Frank Grimes, Jr.
- Debut: "The Great Louse Detective"
The illegitimate son of Frank Grimes and an enemy of Homer Simpson who wants revenge for his father's death.
- Revenge: He attempts to kill Homer because thinks that Homer "killed" his father by driving him insane.
- Strong Family Resemblance: He is identical to his father.
- Debut: "The Dad Who Knew Too Little"
A private detective hired by Homer to spy on Lisa and report his discoveries so Homer could appear to know facts about her life.
- Voiced by: Marisa TomeiDebut: "A Star Is Born-Again"
A movie star who falls in love with Ned Flanders.
- Alliterative Name: Sara Sloane.
- Expy: Of Notting Hill's Anna Scott.
- I Choose to Stay: Subverted. When Sarah asks Ned to join her in Hollywood and Ned declines, she chooses to stay in Springfield. But when Ned pressures Sara for marriage, they break up and she returns to Hollywood.
- Ms. Fanservice: She wears revealing fashion and acts in nearly topless roles for a romantic film. At a concert she wears a red Sexy Backless Outfit with Absolute Cleavage, gaining even more attention from men.
- Shout-Out: Sara's name is probably a pun on actress Sharon Stone, to whom she bears a slight resemblance.
- Single Woman Seeks Good Man: Sara Sloane is attracted to Ned's down-to-earth nature, and almost marries him.
- Voiced by: Jonathan Taylor ThomasDebut: "Dude, Where's My Ranch?"
Lisa's thirteen-year-old boyfriend at the Lazy I Ranch.
- Voiced by: Jane LeevesDebut: "The Regina Monologues"
A lady who Abraham Simpson encountered in England during World War II. They had a good relationship, but Abe unknowingly impregnated Edwina, and left England. Nine months later, Edwina gave birth to Abbie Simpson.
- Debut: "The Regina Monologues"
- Abandoned War Child: Abbey is the daughter of Edwina, a woman with whom Abraham Simpson briefly had a relationship while he was stationed in England during World War Two. Abbey is the result of that relationship.
- Distaff Counterpart / Uncanny Family Resemblance: She looks like Homer in drag, or the woman Bart mistakes for Homer in "Brother From The Same Planet".
- Voiced by: Sarah Michelle GellarDebut: "The Wandering Juvie"
Gina Vendetti is a young girl who is in a juvenile prison for girls. She and Bart escape from juvie after going to a dance.
- Broken Bird: She's got no family and has been stuck in juvenile hall for a LONG time.
- Heel Realization: Gina has one when she and Bart are arrested, and told that Bart will stay in juvenile hall even longer because of her. It inspires her to confess to Lou and Eddie that she was the one behind the escape.
- Jerk with a Heart of Gold: Gina is a vicious and cruel delinquent, and is not only willing to lie to get Bart in trouble, but threaten and attack him a few times. However, it turns out her anger is due to having no family, and when she learns what Bart will go through because of her, she confesses to forcing him to make a prison break.
- Knife Nut: When she's introduced.
- Manipulative Bitch: Gina claims she can act all sad to make Bart take the blame for their escape. After seeing her act, Bart claims he is screwed.
- Meaningful Name: Gina's surname of Vendetti is a clear pun on "vendetta", which is Italian for "revenge", referring to her vicious and manipulative nature.
- Tsundere: She kisses Bart, punches him again, hugs him, cries, and then punches him again. Bart is very confused by this girl.
- Voiced by: Kim CattrallDebut: "She Used to Be My Girl"
She is a famous, Peabody Award-winning reporter from the Global Television Network.
- Intrepid Reporter: Even reporting on top of an erupting volcano doesn't scare her.
- Self-Made Woman: Chloe went to high school with Marge and the two were best friends. They were both star reporters and had promising futures, however Marge decided to stay with Homer, while Chloe abandoned her sweet-heart (Barney Gumble) for success. She would later return to Springfield as a successful reporter.
- Debut: "Fat Man and Little Boy"
The owner of Goose's Gags and Gifts.
- Alliterative Name: Goose Gladwell.
- Beware the Silly Ones: Eccentric demeanor notwithstanding, Goose is more intelligent than he lets on.
- Captain Ersatz: Of Gene Wilder's portrayal of Willy Wonka in Willy Wonka & the Chocolate Factory.
- Older Than They Look: He looks like he's in his 30s, but says he went insane while serving in Vietnam, which would put him in his 50s.
- Shell-Shocked Veteran: Apparently, Gladwell was driven nuts in Vietnam.
- Debut: "Midnight Rx"
A Canadian counterpart for Ned Flanders.
- Evil Counterpart: Ultimately, Ned views him as such after he offers him a marijuana joint, saying "It's legal here".Ned: (glares at him) They warned me Satan would be attractive. Let's go!
- Identical Stranger: Looks just like Ned only with lighter brown hair.
- Palette Swap: Of Ned's normal outfit.
- Verbal Tic: He also says "diddly" and "doodley". He and Ned converse almost exclusively in "diddlys" and "doodleys", perplexing Homer and Apu.
- Voiced by: Lucy LiuDebut: "Goo Goo Gai Pan"
The adoption center worker who battles with Selma Bouvier when she tries to adopt her baby.
- Disappeared Dad: Madam Wu's dad died from choking on a ping pong ball one day before the Heimlich Maneuver was invented.
- Obstructive Bureaucrat: She acts like a Jerkass to Marge and the family, and takes Ling from Selma when she learns about how she is not married to Homer. However, she eventually relents as since her mom raised her alone, Selma herself can raise Ling.
- Voiced by: Amy PoehlerDebut: "Future-Drama"
Jenda (formerly Jenda Simpson) is Bart's future girlfriend and eventual ex-wife.
- Interspecies Romance: After being divorced from Bart, she gets a new partner called Jerry that is an Alien expy.
- Jerkass: In "Future-Drama", she gives Bart an ultimatum: staying and having sex with her or saving Lisa's future.
- The Load: She comes across as this a lot of the time as the futures where Bart ends up with her end up turning out far worse for him then the futures where he doesn't.
- Recurring Character: In the "Future" episode trilogy.
- Ugly Guy, Hot Wife: With Bart in "Days of Future Future". Though Bart is not really ugly, just slovenly.
- Voiced by: Ray RomanoDebut: "Don't Fear the Roofer"
A roofer who Homer ends up being friends with.
- Ink-Suit Actor: Ray Magini is voiced by Ray Romano and is designed to look like and talk like Ray Romano.
- Not-So-Imaginary Friend: Homer struggles to convince everybody of Ray's actual existence.
- Significant Anagram: "Ray Magini" is an anagram of "imaginary", as Lisa points out in the end.
Scammer and Z-Dawg
- Debut: "The Heartbroke Kid"
A hip-hop snack mascot duo.
- Cool Hat: Z-Dawg wears a red-and-white striped Cat in the Hat-style hat.
- The Man Is Sticking It to the Man: Lindsey Naegle describes them as "spokesrebels".Scammer: Yo, don't flava hate, participate!
- Vengeful Vending Machine: Bart destroys them and takes their money.Z-Dawg: Dude, you've changed!Scammer: Yo, I'm gonna cap a pop in yo ass!(starts shooting soda cans)
- Voiced by: Albert BrooksDebut: "The Heartbroke Kid"
The counselor of the fat camp, Serenity Ranch, Bart goes to after he getting fat from Scammer and Z-Dog snacks from the school vending machines.
- Bunny-Ears Lawyer: He has some serious mental issues, but is an effective weight-loss coach.
- Drill Sergeant Nasty: He's a retired US Marine turned weight loss coach, making him both variants. One exercise he has patients perform is pulling him on a chariot while he whips them.
- Jerk with a Heart of Gold: An abrasive coach, but he cares about Bart's personal well-being.
Coach Clay Roberts
- Debut: "Home Away from Homer"
A wrestling coach who moves next door to the Simpsons after Ned sells his house to him.
- Jerkass: He quickly asserts himself and treats Homer very poorly.
- Jerk Jock: He is a wrestling coach. He moves away at the end of the episode after Ned overpowers him.
- Voiced by: Liam NeesonDebut: "The Father, the Son and the Holy Guest Star"
- Voiced by: Lily TomlinDebut: "The Last of the Red Hat Mamas"
The leader of the Cheery Red Tomatoes, a women's society.
- Jerkass: She creates the heist to steal Fabergé eggs from Montgomery Burns and recruits Marge for her thinness, as she can fit through pipes to open the door. However, when they fail, but Marge has one Fabergé egg hidden in her hair, she takes it and tells Marge that for 'safety' they should never meet again, indicating that their 'friendship' was nothing.
- Voiced by: Maria Grazia Cucinotta, Tress MacNeille in "Funeral for a Fiend"Debut: "The Italian Bob"
She is Sideshow Bob's wife and is Italian. They have a son named Gino.
- Chuck Cunningham Syndrome: She and her son disappear after their second appearance in "Funeral for a Fiend" with no mention of where they went (for the record, Bob has appeared several times since).
- Dark Chick: She became this in the Bob family.
- FaceHeel Turn: At first she knew nothing of her husband's multiple murder attempts. When she does become aware, she helps Bob try to kill the Simpsons family.
- Happily Married: With Bob.
- Impossibly-Low Neckline: She has an off-the-shoulder top with a considerable amount of cleavage showing.
- Ink-Suit Actor: Her design may be based on her voice actress Maria Grazia Cucinotta.
- Debut: "The Italian Bob"
- Ax-Crazy: Like father, like son.
- Bad People Abuse Animals: His first episode ends with him trying to kill butterflies.
- Chuck Cunningham Syndrome: He and his mother disappear after their second appearance in "Funeral for a Fiend" with no mention of where they went (for the record, Bob has appeared several times since).
- Enfant Terrible: He may be cute but he's quite deadly.
- Hereditary Hairstyle: His hair looks similar to Sideshow Bob's hair (resembling a palm tree).
- Overlord Jr.: He even has the look to match!
- Voiced by: Michael YorkDebut: "Homer's Paternity Coot"
A treasure hunter. He is 66 years old.
- Luke, I Am Your Father: Subverted. Homer tracks him down after he discovers old love letters written by Fairbanks to his mother, Mona, and begins to believe he may be his biological father. The paternity test reveals Fairbanks to be Homer's father, but at the end of the episode, Abraham admits to having switched the DNA samples, wanting to preserve the happiness Homer had been feeling with Fairbanks.
- Voiced by: Ricky GervaisDebut: "Homer Simpson, This Is Your Wife"
A man who temporarily becomes Marge's husband on the reality TV show Mother Flippers. He is 37 years old.
- Because You Were Nice to Me: Charles soon falls in love with Marge as she's much kinder than his real wife Verity.
- Voiced by: Ricky GervaisDebut: "Homer Simpson, This Is Your Wife"
- Domestic Abuse: She went onto Mother Flippers to disgrace and punish her husband. She criticizes everything Charles and her son, Ben, does.
- Voiced by: Frances McDormandDebut: "Girls Just Want to Have Sums"
The temporary principal of Springfield Elementary. She split the school into two groups: boys and girls.
- Straw Feminist: Melanie is a sexist woman, favouring the girls and not caring in the slightest about the boys. She lets the boys' side of the school get dirty and look like a gang scene in a ghetto neighborhood, with broken equipment. She also has a cage door put in the back of the bus for boys to travel like criminals, while the girls ride normally.
- Voiced by: Mandy MooreDebut: "Marge And Homer Turn A Couple Play"
Tabitha is the wife of Buck Mitchell and also a pop singer and celebrity in Springfield.
- Dude Magnet: It appears Tabitha can attract males of any age, as Bart seems to show slight attraction when she uses the lamp as a pole-dancing pole.
- Lust Object: Lampshaded several times in the episode.Homer: "Buck, you've got a beautiful woman with a hot body that any man would fantasize about even while making love to his own Marge".
- Ms. Fanservice: So much so that in her show a sign warns "first ten rows may get horny".
- Shameless Fanservice Girl: The source of her marriage problem. Tabitha apparently likes showing off her body in public during her performance, which gets her husband Buck really angry.
- Debut: "Marge And Homer Turn A Couple Play"
Buck is the husband of Tabitha Vixx and also a baseball player for the Springfield Isotopes and a well-known celebrity in Springfield.
- Debut: "The Mook, the Chef, the Wife and Her Homer
Fat Tony's son.
- Creepy Child: Is the son of a mob boss who poisons a rival family when they shoot his dad.
- Early-Bird Cameo: Fat Tony was said to have a son called Michael back in Season 16.
- Expy: Of Michael Corleone from The Godfather.
- I Am Not My Father: Starts off playing this straight then subverts it.
- I Just Want to Be Normal: He does not wish to follow in his father's footsteps and go into the family business of "waste management".
- Overlord Jr.: Is set to become the head of the Springfield Mafia when he grows up.
- Supreme Chef: He has a passion for cooking and is a great chef. His food is said to be really good even though he's afraid to tell his father.
- I Surrender, Suckers: Invites a rival mob family to dinner to make peace with them then poisons them.
- Shrinking Violet: Very awkward around people, made even worse when he becomes The Dreaded.
- Voiced by: Natalie PortmanDebut: "Little Big Girl"
A girl from North Haverbrook. Bart gets a crush on her.
- Teen Pregnancy: Bart dates her, but shortly Darcy reveals that she is one of these. The father is apparently a Norwegian exchange student, who went back to "Norwegia".
- Noodle Incident: See Took a Level in Jerkass. Also apparently she is dating Jimbo Jones.
- Took a Level in Jerkass: In Moonshine River for some unspecified reason she tells Bart to Drop Dead and tries to slam the door on his face. Its unknown what really happened between them after the events of Little Big Girl.
- Debut: "Yokel Chords"
Supposedly made up by Bart to scare other kids out of their lunches, Dark Stanley was a cafeteria worker who went insane and murdered a bunch of kids because they made fun of him for being a college dropout.
- Ax-Crazy: He chased after a bunch of kids with a meat cleaver and chopped them up.
- Once Done, Never Forgotten: He never graduated college, and years of being mocked for it by kids drove him mad.
- Real After All: Subverted. The end of the episode seems to imply that Stanley may or may not have been real. If he exists, it may not be in the way Bart told the story.
- Would Hurt a Child: He killed over a dozen.
Dr. Stacey Swanson
- Voiced by: Meg RyanDebut: "Little Big Girl"
A psychiatrist, whom Principal Skinner makes Bart go see for five sessions.
- Dramatic Irony: Bart is sent to therapy for scaring children with tales of "Dark Stanley", a Lethal Chef who cannibalizes kids. When Dr. Swanson sees her own psychiatrist, it is revealed during their session that "Dark Stanley" is in fact real and killed her own son.
- The Shrink: Of the awesome type. Bart develops a close bond with her and when his sessions end, he starts to miss the time he spent with her and enters into a state of depression in which he talks about his problems to an empty chair while lying on his bed. Marge, worried, pays for one more session with Dr. Swanson. When it ends, Bart feels that he has been able to get everything off his chest.
- Debut: "The Boys of Bummer"
A retired baseball player who dropped an easy catch a long time ago.
- Butt-Monkey: People still seem to remember his fail, like Grampa who hates him for it.
- Corrupt Hick: Has a Southern accent, and bullies a child as if it were almost a movement.
- Hypocrite: He's cruel towards Bart after learning his name, despite also failing to catch a ball in his younger years.
- Jerkass: At first, he is shown to be an honest role model for Bart, who became the town's black sheep for failing to catch a baseball. But once he learns Bart's name, he bullies the kid to the point of tears, which eventually contributes to his attempted suicide.
- Pet the Dog: When Bart attempts suicide by jumping off the water tower and everyone worries for him, LaBoot tries to catch him, only to miss.
- Debut: "Homerazzi"
The Rich Texan's daughter.
The power-mad head of the EPA, he decides to take drastic action against Springfield when the town's pollution reaches a critical level.
- Bad Boss: After the Simpsons manage to escape the dome, he angrily throws his binoculars at a nearby aide, who dodges them. Karma immediately bites him in the ass as they bounce back from the dome and into his eyes.
- Big Bad: Of the movie.
- Convenient Replacement Character: For Hank Scorpio of "You Only Move Twice". The creators considered bringing back Scorpio, however they thought Scorpio was too likeable to turn into an all-out villain. They not only share the same voice actor, they have the same voice, too.
- Corrupt Corporate Executive: His company constructed the dome that seals off Springfield.
- Drunk with Power: As he himself lampshades, as going mad without power is boring.
- Knight Templar: Initially he just seals Springfield under a dome, but then he decides to level it and its inhabitants.
- Not-So-Well-Intentioned Extremist: While he wants to stop pollution at all costs, nuking Springfield and its people and going out of his way to make sure no one escapes (and trying to force back the few people who do manage to escape) is overkill.
Medicine Woman (Boob Lady)
An Inuit woman who briefly takes Homer in when he gets lost in Alaska. She nurses him back to health and makes him have an important epiphany about his family and Springfield.
- The Cameo: Appears in the opening sequence directly following the movie and makes a brief speaking cameo in "Boy Meets Curl", wherein Homer refers to her as his therapist and the two have a... "session" together.
- Gainaxing: The reason Homer dubs her "Boob Lady".
- Magical Native American: An Inuit version.
- No Name Given: Despite her rather notable role in the movie, her name never gets mentioned.
- Never Heard That One Before: Being Irish and an environmentalist, he isn't surprised when Lisa asks if Bono is his dad.
- Voiced by: Stephen ColbertDebut: "He Loves to Fly and He D'ohs"
The life coach Marge hires to help Homer get a more successful job.
- Voiced by: Maya RudolphDebut: "The Homer of Seville"
Homer's manager after he becomes a famous opera singer.
- Biker Babe: Her first appearance is on a motorcycle, saving Homer and Marge from an mob of fans.
- Bitch in Sheep's Clothing: At first, Julia appears to be a polite and friendly woman, but upon developing her obsession with Homer, she becomes ready to do anything to get his attention without Marge's awareness, then blames Homer for having harassed her.
- Ms. Fanservice / Shameless Fanservice Girl: When Julia reveals her true intentions to Homer, she strips naked and tells him that he can have her anytime he wants. Over the next few days, she keeps appearing in sexually suggestive positions.
- Revenge: While she is being sent to an insane asylum, she swears to get Marge for stopping her from trying to kill Homer.
- Stalker with a Crush: To Homer when he becomes an enormous celebrity in the opera.
- Yandere: She tries to seduce Homer multiple times, but he refuses. Not accepting refusal, she tries to kill him.
- Voiced by: Matt DillonDebut: "Midnight Towboy"
A tow truck driver.
- Voiced by: Steve BuscemiDebut: "I Don't Wanna Know Why The Caged Bird Sings"
A criminal who robbed a bank.
- Butt-Monkey: He was abandoned by his mother when he was a boy, he has three dye packs blow up in his face during the robbery, Marge is too nervous to visit him in prison, he escapes prison through a sewer pipe instead of the one dispensing spring water next to him, and he throws himself into the gears of the Viking ship ride to save Chief Wiggum.
- Heroic Sacrifice: Subverted. Dwight is willing to attempt one when he throws himself into the gears of the Viking ship ride at the amusement park to save Chief Wiggum. However, he somehow survives this and makes a full recovery, after having to be hospitalized.
- Parental Neglect: Dwight's mother took him to an amusement park as a child and abandoned him there. He kidnaps Marge and takes her there so he can relive the time he lost.
- Stupid Crooks: Implied. Dwight undergoes the bank robbery without gloves, a mask, or covering himself up, meaning that his DNA would be present at the crime scene and CCTV would capture him, though it probably wouldn't have made much difference due to how the Police Are Useless in Springfield.
- Voiced by: Jack BlackDebut: "Husband And Knives"
The owner of "Coolsville Comics & Toys", a rival store to The Android's Dungeon.
- Foil: To Comic Book Guy. Unlike CBG, he believes that comics should be read and enjoyed, and that his customers' opinions are just as worth hearing as his own.
Dr. Robert Terwilliger, Sr.
- Voiced by: John MahoneyDebut: "Funeral for a Fiend"
Father of Sideshow Bob and Cecil.
- Longer-Than-Life Sentence: 87 years behind bars with his family, signaling that he'll die in prison.
Dame Judith Terwilliger (née Underdunk)
- Debut: "Funeral for a Fiend"
Mother of Sideshow Bob and Cecil, and a retired Shakespearean actress.
- Drama Queen: She acts like one, just moments after her husband's "fake death" IV has fully taken effect on their son's body. Justified, since she is a Shakespearean actress herself.
- Hereditary Hairstyle: Her sons get their extremely curly hair from her.
- Longer-Than-Life Sentence: 87 years in prison with her family, meaning she'll die before she's out.
- Strong Family Resemblance: She looks like an elderly female version of Sideshow Bob.
- Debut: "That '90s Show"
A professor at Springfield University and a love interest of a younger Marge.
- Jerkass: All in all, he's a condescending and misogynistic asshole.
- Manipulative Bastard: He broke Homer and Marge up so he could have her for himself.
- Small Name, Big Ego: He acts like the ultimate authority on feminism and what women should want to do and be in life, but he's really not.
- Teacher/Student Romance: Marge fall in love with him and eventually started to imagine Homer as him. Marge left Homer for Stefane and they started dating until Marge found out he didn't want to get married at all and that he was actually not at all like her.
An orphan from Shelbyville and a student at Springfield Elementary School.
- The Ace: Initially proves to be better than Bart. He is also an incredibly skilled Chessmaster.
- Anti-Villain: Villain in Name Only. While he's a Manipulative Bastard and a mole who nearly got Bart a trip to the tightest juvenile detention center out there, he's not actively malevolent, making him less of a villain and more of a neutral character with a downright tragic reason to act against Bart.
- Arrogant Kung-Fu Guy: Initially acts this way towards Bart.
- Always Someone Better: Initially to Bart being a better prankster. However, it was just an act.
- Becoming the Mask: Donny and Bart become best friends, although Donny decides to leave Springfield.
- The Chessmaster: By far one of the most cunning antagonists Bart has faced in a long time.
- Child Prodigy: Even by the standards of his age, Donny is a surprisingly skilled Chessmaster, being able to outwit Bart on many occasions.
- Dark and Troubled Past: While much of his past is unknown, he is ultimately an orphan who grew up in the Shelbyville orphanage.
- Hair of Gold, Heart of Gold: His hair is ash blonde, and he's not exactly a terrible person, as shown when she saves Bart at the end of the episode.
- The Mole: He originally worked for Skinner and Chalmers. His goal was to enter Bart's circle of friends to snitch on Bart's plans.
- The Rival: To Bart, at least initially.
- Voiced by: Karl WiedergottDebut: "Papa Don't Leech"
The long-lost father of Lurleen Lumpkin.
- Hoist by His Own Petard: When the Dixie Chicks learn of the theft, they join with Lurleen in beating up Royce with their instruments.
- Jerkass: He not only re-abandons Lurleen, but also steals her new song "My Daddy's Back", rewrites the lyrics and gives it to the Dixie Chicks as "America's Back", telling them that he wrote the song. This backfires as described above.
- Parental Neglect: To Lurleen. Royce abandoned her when she was four years old. He doesn't reappear in her life until thirty years later, when Marge Simpson tracks him down. They have a joyous father-daughter reunion, which inspires Lurleen to write a song called "My Daddy's Back". All too soon, however, Royce reverts to type and abandons Lurleen again.
- Voiced by: Nancy CartwrightDebut: "Double, Double, Boy in Trouble"
A rich boy who looks exactly like Bart.
- Identical Stranger: He looks exactly like Bart (who describes Simon as a "nerd version of himself")
- Prince and Pauper: Bart swaps places with Simon... whose siblings are trying to kill him.
- Wouldn't Hit a Girl: When Lisa, who suspects that he is not Bart, hits him, she tells him Bart would have hit her back in retaliation.
- Debut: "Dangerous Curves"
A European who met Marge five years ago when she and Homer was out on a road trip with Patty and Selma.
- Camp Straight: He acts very flamboyant but is apparently straight.
- Debut: "Dangerous Curves"
A woman who met Homer five years ago when he and Marge was out on a road trip with Patty and Selma.
- Voiced by: Emily BluntDebut: "Lisa the Drama Queen"
A girl who Lisa befriends.
- Cloudcuckoolander: She likes roleplaying and has an overactive imagination, preferring to live in her fantasy world rather than the real one.
- Romantic Two-Girl Friendship: With Lisa. In their fantasy world, they're the two queens who rule over the land of Equalia. And then they run away together when Marge, fearing that their friendship is having a bad effect on Lisa, attempts to separate them. Adding to that, their episode is based on the plot of Heavenly Creatures, in which the girls ARE budding baby lesbians.
- Debut: "Bart Gets a "Z""
The teacher that briefly replaces Edna Krabappel as the fourth grade teacher at Springfield Elementary School.
- The Alcoholic: He is fired after he puts vodka in his energy drink and insults the students while drunk. Ironically, Bart considers doing the exact same thing to him in an attempt to get Krabappel back before deciding instead to admit he was responsible for Krabappel's firing.
- Cool Teacher: He is thought to be cool by most of the kids, using Facebook, Twitter, and sending text messages to the kids instead of giving them actual work.
- Voiced by: Jonah HillDebut: "Pranks and Greens"
A former student of the Springfield Elementary School.
- Basement-Dweller: In present, Bart and Milhouse meet Andy and learn that he is unemployed and lives with his mother. Bart helps him get a job.
- Mundane Utility: Thanks to his pranking abilities, he is hired as Krusty's writer for his TV show.
- The Prankster: He is said to be the best prankster ever. His first and most famous prank was when Andy was a student at Springfield Elementary School and Seymour Skinner loved to swim in the school's early swimming pool. Andy filled the pool with worms and locked Skinner in the pool for a whole weekend, including Monday, a teacher's holiday.
Charlie (O Brother, Where Bart Thou)
- Voiced by: Jordan NagaiDebut: "O Brother, Where Bart Thou?"
A boy who is briefly "adopted" by Bart.
- Outnumbered Sibling: At the end, he is adopted by a couple with six daughters.
- Siblings Wanted: Charlie is this to Bart. In the episode Bart decides he wants a brother after seeing the bond between his sisters, Lisa and Maggie. But Marge explains that even if she and Homer did end up having another baby, the baby could end up being another girl instead of a boy. After realizing that, he decides to try and adopt a kid from the orphanage where meets Charlie who sneaks out. The two of them have fun by doing various activities until he is legally adopted by a real family.
Penelope Owsley (aka Princess Penelope)
- Voiced by: Anne HathawayDebut: "Once Upon a Time in Springfield"
A new addition on "The Krusty the Clown Show", originally put in to attract more female viewers.
- All of the Other Reindeer: Penelope explains her love for Krusty is because she felt he was the only friend she had when she was 12, since she wasn't popular for being more pretty and friendly than the other girls who in return isolated her.
- All There in the Manual: According to The Simpsons: Tapped Out game, Penelope left Krusty. In the game she is again used to diversify Krusty's demograph, but this time for his theme park Krustyland.
- Ascended Fangirl: She is shown to have been a lifelong fan of Krusty and the two then have a romantic relationship.
- Fangirl: Of Krusty.
- Gratuitous Princess: Princess Penelope is added in The Krusty Show specifically to exploit this trope.
- Overly Long Name: Her actual name is Penelope Mountbatten Hapsburg Hohenzollern Mulan-Pocahontas.
- Princesses Prefer Pink: Penelope wears a beautiful pink dress (similar to that of Disney princesses).
- What Happened to the Mouse?: In the show, it is not revealed how her relationship with Krusty ended up.
Eliza Van Houten (née Simpson)
- Voiced by: Yeardley SmithDebut: "The Color Yellow"
- Voiced by: Wren T. BrownDebut: "The Color Yellow"
Mabeline "Mabel" Simpson
- Voiced by: Julie KavnerDebut: "The Color Yellow"
- Voiced by: Dan CastellanetaDebut: "The Color Yellow"
Colonel Wainwright Montgomery Burns
- Voiced by: Harry ShearerDebut: "The Color Yellow"
- Voiced by: Sarah SilvermanDebut: "Stealing First Base"
- Distaff Counterpart: To Bart, in terms of skateboarding. And, like Bart, she seems to be a rebel, but apparently with a better reputation.
- Tsundere: She's definitely the Harsh type. She goes from being upset because Bart stole a kiss from her, to wanting to be his girlfriend, to back to hating him, to back to loving him. She seems to act opposite of whatever Bart feels for her; if Bart acts affectionate, she will utterly despise him and refuse to be his girlfriend, but if Bart acts dismissive and angry and tries to leave her, she will instantly be attracted to him. And when Bart fell of the school roof and was seemingly dead, she cries that she loved him, but when he saw he was alive he called him a loser. He still can't figure her out by the end of the episode (though Bart did cry out, "I love you!" to her as she left).
- Her later cameo in "Moonshine River" has her go from stating Bart has a lot of nerve coming back to her, to demanding a kiss from Bart, recoiling and calling it inappropriate, saying she missed him, calling him a stalker, and then calling out to a fleeing Bart to "save [her]".
- Voiced by: Sacha Baron CohenDebut: "The Greatest Story Ever D'ohed"
Jakob is an Israeli tour guide in charge of the Simpson family's tour to Israel.
- Egocentrically Religious: He is pretty condescending and disrespectful towards other religions.
- Voiced by: Yael NaimDebut: "The Greatest Story Ever D'ohed"
- Action Girl: She is a highly skilled practitioner of the Israeli martial art of Krav Maga. When Bart runs away from the tour group, she uses it to great effect to pursue and subdue him.
- Badass Israeli: Dorit pretty much can take care of herself.
- Debut: "The Bob Next Door"
Ted Flanders is a member of the Flanders family who moved next door to the Simpsons after Sideshow Bob (disguised as Walt Warren) was sent to jail.
- Voiced by: Kristen WiigDebut: "Flaming Moe"
The substitute music teacher for the music class at Springfield Elementary School after Mr. Largo quits.
- Hippie Teacher: "You can't teach music. You embrace music. Oh, you inhale music. You roll around in a pile of music until... the scent of music is on you, forever."
- Multicolored Hair: She has red hair with purple and pink streaks.
- Romantic False Lead: To Skinner. He dated her for three months.
- Voiced by: Alyson HanniganDebut: "Flaming Moe"
A 3rd grader at Springfield Elementary School and the daughter of Ms. Juniper.
- Dogged Nice Girl: Bart wasn't interested in dating her.
- Fangirl: Melody happens to be a big fan of Bart, as she keeps a dream journal containing many drawings of him and her.
- Girlish Pigtails: Her hairstyle.
- Meganekko: An adorkable girl with glasses.
Crazy Dog Man
- Debut: "The Blue and the Gray"
A man who owns many dogs. He seems to temporarily be a love interest of the Crazy Cat Lady.
- Spear Counterpart: To the Crazy Cat Lady.
- The Unintelligible: Like the Crazy Cat Lady, he speaks in incomprehensible wails and grunts. Somehow, they manage to converse with one another.
The Great Raymondo
- Voiced by: Martin LandauDebut: "The Great Simpsina"
A retired magician who accepts Lisa as his apprentice.
- The Lost Lenore: His wife and former assistant Esther. It is unclear how she died, but at the end of the episode, Raymondo drugs himself and hallucinates Esther standing before him, dancing with her until the fade to black.
- Retired Badass: Despite his age he defeats his young magician rivals.
- Stage Magician: His old work. He claims to be a famous illusionist for his greatest and most famous trick, The Great Milk Can Escape.
- Voiced by: Jack McBrayerDebut: "The Great Simpsina"
A young hillbilly and folk musician.
- Offscreen Teleportation: He starts singing The Peach Song, a very long song about peaches, to Bart and Lisa. As they try to run away from him, he keeps appearing in different places, still singing and annoying Lisa and Bart.
- Voiced by: Kristen SchaalDebut: "Homer Scissorhands"
A fifth-grader who briefly fell in love with Milhouse.
- Give Geeks a Chance: To Milhouse. During lunch, Taffy overhears Milhouse proclaim his love for Lisa, only to be rebuffed by her. Impressed by Milhouse's action, she falls in love with him and begins dating him.
- Insane Troll Logic: She dumps Milhouse when they spot Lisa, who followed them to Reaching Hands Point, because she thinks Milhouse might still love Lisa.... despite the fact that he didn't do anything.
- Voiced by: Kiefer SutherlandDebut: "The Falcon and the D'ohman"
A former CIA agent who is employed as a guard at the Springfield Nuclear Power Plant, where he meets Homer.
- Voiced by: Joan Rivers.Debut: "The Ten-Per-Cent Solution"
A veteran agent and a helper of Krusty the Clown.
Springfield Nuclear Power Plant Robots
- Voiced by: Brent SpinerDebut: "Them, Robot"
- Three Laws-Compliant: Their primary objective is to protect humans, even stopping Homer from having beer.
- Voiced by: Anika Noni RoseDebut: "Gone Abie Gone"
A former restaurant singer who is in a relationship with Abraham Simpson, whom she married.
- Chuck Cunningham Syndrome: Despite Rita and Abe reconciling at the end of her episode and continuing to develop their relationship, she's never seen or mentioned again.
- Remember the New Guy?: She was Abe's second wife and the stepmother of Homer. Abe and Homer never mention Rita before the episode "Gone Abie Gone".
- Handy Feet: She can play the piano with her toes.
- Verbal Tic: Rita has a habit of ending her sentences with "yeah".
- Voiced by: Tina FeyDebut: "Black-Eyed, Please"
The substitute teacher at Lisa's class.
- Asshole Victim: She suffers from Bart's antics as a result of her being heartless to his sister, causing a major Villainous Breakdown that ends with her fleeing Springfield. Given what had happened to other women who were forced to babysit him before, it is plausible she's snapped completely.
- Evil Counterpart: To Lisa's substitute teacher Mr. Bergstrom from way back in Season 2. Bergstrom was a dedicated, loving and excellent teacher who really did care for all of his students, and who became a giant inspiration for Lisa. Cantwell's traits are the opposite of these, and instead of inspiring Lisa she ceaselessly torments her.
- Fatal Flaw: Her pettiness and shallow-judgementalism. She tends to assume incorrect things based on peoples appearances (assuming Lisa to be a party girl for her blonde hair and wearing pearls, and thinking Skinner and Champers are a gay couple) which, in Lisa's case, results in her being petty and cruel to her which results in her torment by Barts hands. While her pettiness means she will rather quit and be jobless than stop being mean to Lisa.
- Freudian Excuse: It can be assumed that she was a "bookworm" in her school years and was frequently outshined by "party girls". So now she is a Woman Child who acts like a petty and cruel bully to other girls who fit this definition in her eyes, including the eight year old nerd Lisa Simpson.
- Jerkass: She practically bullies Lisa for awful and petty reasons.
- Jerkass to One: Lisa is the only one she treats with disdain. She is pretty much a Cool Teacher to the other students at Lisa's class.
- Kick the Dog: There's not a moment where she doesn't attack Lisa out of hatred, not even in her final scene.
- Woman Child: She bullied an eight year old girl because of an old wound from her school years and at one point is even seen sitting on a toilet by herself muttering "stupid Lisa" to herself like a bratty child mad at someone.
- Sadist Teacher: To Lisa. She punishes her harshly for any reason, takes every chance to belittle and mock her, and gives her poor grades despite good work.
- Voiced by: Kristen Wiig
- Posthumous Character: Chip Davis is never seen throughout the series. His only (mentioned) appearance is at his funeral when the people of Springfield reminisce on how he made an impact on their lives.
- Debut: "Four Regrettings and a Funeral"
Mr. Burns' cousin and lover.
- Bald Woman: Her black hair is actually a wig.
- Kissing Cousins: She has no problem hooking up with her cousin Mr. Burns neither in the past nor present.
- Older Than They Look: Even taking the baldness into account, she doesn't look nearly as old as her cousin.
- Voiced by: Elisabeth Moss
- Voiced by: Eva Longoria
Deputy Director Gratman
- Voiced by: Will Arnett
- Voiced by: Yaya DaCosta
- Cute Bookworm: She is beautiful and loves reading.
- Girl in the Tower: While her father was busy negotiating with Mr. Burns an uranium deal she is forced to stay at a fancy hotel with Homer babysitting her.
- Graceful Ladies Like Purple: She is classy and wears a purple dress.
- Rebellious Princess: She gets Homer to give her a tour around the city despite her father's orders to stay in the hotel then ditches Homer when he is distracted to explore the city with Moe.
- Spoiled Sweet: She is very kind and well-mannered. She was very nice to Moe and never showed any disgust by his appearance.
- Unwitting Pawn: After Moe gets scammed by someone who claimed to be a Nigerian Prince he tries to get information from Kemi about whatever she has any brothers and she answers that she indeed has one. At first Moe wanted to get revenge against her brother since he truly believed that the con artist was a Nigerian Prince by using her to get to him but he ultimately abandons the idea upon seeing how pretty and nice Kemi was to him.
- Voiced by: Kristen Bell
- Bitch in Sheep's Clothing: She's initially nice to Lisa, but begins to treat her like dirt after their fathers become friends. Her trying to replace Lisa's bicycle is the last straw.
- It's All About Me: Harper is very pushy, and tries to take control of Lisa's life.
- Rich Bitch: She is VERY rich but is very rude to Lisa and constantly bosses her around while bribing her with expensive gifts so that Lisa won't leave her until Lisa grows tired of her behavior and breaks up their friendship.
- Spoiled Brat: Her father is extremely rich, which turned Harper into a selfish and spoiled kid.
- Dating What Daddy Hates: Inverted. He's friends with the Simpsons (especially Homer), but is forced to break it off when they realize that Harper and Lisa hate each other.
- Rich Bastard: Subverted. He and Homer discover that they also have a lot of things in common and become friends until Harper and Lisa's last fight, with being Homer forced to make a hard decision: go home, so Lisa can be happy.
- Screw the Rules, I Have Money!: He invites the Simpsons family to spend a week at their private island, but they can't go as the kids have school. That's when Skinner calls the Simpsons, saying that school next week has been cancelled (thanks to Mike's money).
General Clancy Wiggins
- Does Not Like Men: She belittles the boys in her computer class while praising Lisa as the only girl.
- Sadist Teacher: A cool teacher to Lisa but definitely this to her male students. She frequently talks down on them and later forces them to do mandatory physical exercise while she and Lisa work on their project.
- Straw Feminist: See above, she thinks that to be a woman in the computer programming industry she has to be twice as mean. She keeps her group of programers mostly girls while only hiring Comicbook Guy for "token equality" while keeping him separated from the rest of the group and takes everything he says as insulting.
- Voiced by: Sarah Silverman
- Chekhov's Gunman: She may be the same imaginary Rachel as Lisa's imaginary friend in "Today, I Am A Clown".
- Yandere: She murders Lisa's friends so that she'll be Lisa's only friend.
- Voiced by: Pete HolmesDebut: "Warrin' Priests"
A young charismatic new preacher who becomes the new minister of the church after leaving Michigan.
- 100% Adoration Rating: Everyone loves Bode as the new preacher of the church and consider him a much better minister than the boring Reverend Lovejoy.
- Broken Pedestal: When the people of Springfield find out he burned a Bible as an object lesson the base is broken on forgiving him for it. He's ultimately ousted.
- Magnetic Hero: His charisma comes from interpreting his faith to seek harmony instead of division. He maintains no prejudices or judgements for people's differences, emulating the omnibenevolent love God is said to have.
- My Greatest Failure: Burning a Bible as an object lesson that it's just a material object and nothing worth people dividing and judging each other over.
- Nice Guy: Bode is a mellow guy who never raises his voice and avoids conflict.