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!!Al Sneed and Charles Tamzarian
-->Voiced by: Karl Wiedergott (Sneed) and Hank Azaria (Chuck)
-->Debut: "E-I-E-I-(Annoyed Grunt)"
The owner and former owner of Sneed's Feed and Seed (Formerly Chuck's), a farming store that Homer visits after relocating his family to his father's old farm.
Al purchased the store from Chuck and his wives for an undisclosed amount, later renaming it to place a greater emphasis on agricultural supplies. Sneed and Chuck remain on good terms, with Chuck occasionally working at the convenience store alongside an elderly man.
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* AmbiguouslyRelated: Chuck may or may not be a relative of Principal Skinner, whose true identity is Armen Tamzarian.
* CitySlicker: They accuse Homer of being one of these, citing his "fancy German car" (which was actually made in Guatemala), "Gucci loafers" (which he bought from a hobo), and "Park Avenue manicure" (he believes in good grooming).
* GettingCrapPastTheRadar: The sign is a subtle joke. The shop is called "Sneed's Feed & Seed", where feed and seed both end in the sound "-eed", thus rhyming with the name of the owner, Sneed. The sign says that the shop was "Formerly Chuck's", implying that the two words beginning with "F" and "S" would have ended with "-uck", rhyming with "Chuck". So, when Chuck owned the shop, it would have been called "Chuck's Fuck and Suck".
* Polyamory: Chuck has multiple wives.
* RedLightDistrict: If the rumor about what the establishment was called before Sneed became the owner is true, it may have been a brothel.
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-->Debut: "The Mook, the Chef, the Wife and Her Homer
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-->Debut: "The Mook, the Chef, the Wife and Her Homer
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*HateSink: He serves as someone to root against and to represent Marges Point
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*HateSink: Not as bad as some examples but he is portrayed to be as obnoxious enough so Homer and by extension the audience root for Ned to return to Springfield.
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*HateSink: YES
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* LimaSyndrome: Develops this towards Homer, who has StockholmSyndrome towards them, even compiling a scrapbook for his kidnapping.
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* LimaSyndrome: Develops this towards Homer, who has StockholmSyndrome Stockholm Syndrome towards them, even compiling a scrapbook for his kidnapping.
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--> "No! Don't put me away. I'll give you diamonds. Everybody wants diamonds. Diamonds will make everything all better. Diamonds! Diamonds!!!"
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Charles wife.
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-->'''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".
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* TeenPregnancy: [[spoiler: 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".]]
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* TeenPregnancy:
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->Voiced by: Creator/PamelaHayden and Creator/TressMacNeille
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-->Debut: "Home Away from Homer"
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!!Vicky and Katha
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!!Vicky and KathaKatja
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!!Vicky and Katha
->Voiced by: Creator/PamelaHayden and Creator/TressMacNeille
Two supposed university students that rent a room from Ned Flanders, but actually use it to post sexy livestreamed videos.
->Voiced by: Creator/PamelaHayden and Creator/TressMacNeille
Two supposed university students that rent a room from Ned Flanders, but actually use it to post sexy livestreamed videos.
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* StrongFamilyResemblance: Looks like his son only with a mustache.
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* StrongFamilyResemblance: Looks like his son only with a mustache.
mustache and [[HairTodayGoneTomorrow later male pattern baldness]].
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-->Voiced by: Pamela Hayden
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-->Voiced by: Pamela HaydenCreator/PamelaHayden
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->Voiced by: Creator/TressMacNeille and Pamela Hayden
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->Voiced by: Creator/TressMacNeille and Pamela HaydenCreator/PamelaHayden
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* TheBully: 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).
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* TheBully: 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 Drederick Tatum and Nelson compulsively begins beating him).
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* JerkassHasAPoint: No doubt it was mean of her to call Miss Hoover an alchoholic and Mrs. Krabappel a slut but she's by no means wrong in regards to the former given her tendency to drink on the job, not to mention that both Miss Hoover and Mrs. Krabappel are the last people you'd trust to be teachers.
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* JerkassHasAPoint: No doubt it was mean of her to call Miss Hoover an alchoholic alcoholic and Mrs. Krabappel a slut but she's by no means wrong in regards to the former given her tendency to drink on the job, not to mention that both Miss Hoover and Mrs. Krabappel are the last people you'd trust to be teachers.
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-->Voiced by: Creator/DrewBarrymore ("Insane Clown Poppy"), Creator/NatashaLyonne ("The Nightmare After Krustmas")
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-->Voiced by: Creator/DrewBarrymore ("Insane Clown Poppy"), Creator/NatashaLyonne ("The Nightmare After Krustmas")Krustmas" and onwards)
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!!Sophie
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[[quoteright:262:https://static.tvtropes.org/pmwiki/pub/images/sophie_krustofski_tapped_out.png]]
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* VocalEvolution: Due to changing voice actors, she switches from a young sounding voice, to a deeper more abrasive voice mirroring her father.
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* OlderThanTheyLook: He looks like he's in his 30s, but says he went insane while serving in Vietnam, which would put him in his 50s.
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* OlderThanTheyLook: He looks like he's in his 30s, but says he went insane while serving in Vietnam, which would put him in his 50s.50s at the time the episode originally aired.
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Catchphrase is now a disambiguation page.
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* {{Catchphrase}}: "Tappa-tappa-tappa".
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* {{Catchphrase}}: CharacterCatchphrase: "Tappa-tappa-tappa".
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* JerkassHasAPoint: No doubt it was mean of her to call Miss Hoover an alchoholic and Mrs. Krabappel a slut but she's by no means wrong in regards to the former given her tendency to drink on the job, not to mention that both Miss Hoover and Mrs. Krabappel are the last people you'd trust to be teachers.
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The illegitimate son of Frank Grimes and an enemy of Homer Simpson who wants revenge for his father's death.
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The illegitimate son of Frank Grimes and an unknown hooker, and an enemy of Homer Simpson who wants revenge for his father's death.
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* DiedInYourArmsTonight: After being reduced to just a head, he "dies" in Homer's hands.
* DiesWideOpen: His eyes are open as he "dies". Homer respectfully closes them.
* ElectronicSpeechImpediment: After being reduced to just a head, his final words are "Linguo ''is'' dead..." with "dead" being slowed down and deepened as he "dies".
* ExplosiveOverclocking: Being exposed to the Springfield Mafia causes Linguo to undergo a, quote, "bad grammar overload" which makes him short circuit and start sparking.
* DiesWideOpen: His eyes are open as he "dies". Homer respectfully closes them.
* ElectronicSpeechImpediment: After being reduced to just a head, his final words are "Linguo ''is'' dead..." with "dead" being slowed down and deepened as he "dies".
* ExplosiveOverclocking: Being exposed to the Springfield Mafia causes Linguo to undergo a, quote, "bad grammar overload" which makes him short circuit and start sparking.
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* MourningADeadRobot: After Linguo "died", Homer respectfully closed his eyes.
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* EvilCounterpart: To Bea Simmons from "Old Money". At first, it seems like she's the perfect woman for Grampa, but she turns out to be a bitch, dumping him as soon as he loses his driving privileges.
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* WhiteDwarfStarlet: She started her dance studio as a way to hold her faded stardom.
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* DefectorFromCommieLand: Inverted. He defected ''to'' East Germany during the Cold War.
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!!Vicky Valentine
-->Voiced by: Creator/TressMacNeille
-->Debut: "Last Tap Dance in Springfield"
A former child star from the late 1930s and early 1940s that now has a tap dance studio in Springfield.
* {{Catchphrase}}: "Tappa-tappa-tappa".
* JerkassToOne: She's warm and supportive to all her students except Lisa.
* NoCelebritiesWereHarmed: She was inspired by Creator/ShirleyTemple.
-->Voiced by: Creator/TressMacNeille
-->Debut: "Last Tap Dance in Springfield"
A former child star from the late 1930s and early 1940s that now has a tap dance studio in Springfield.
* {{Catchphrase}}: "Tappa-tappa-tappa".
* JerkassToOne: She's warm and supportive to all her students except Lisa.
* NoCelebritiesWereHarmed: She was inspired by Creator/ShirleyTemple.
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Dark Chick has been disambiguated
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* DarkChick: She became this in the [[TheFamilyThatSlaysTogether Bob family]].
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-->Debut: "Take My Wife, Sleaze?"
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-->Debut: "Take My Wife, Sleaze?"
Sleaze"
!!Funzo
-->Voiced by: Creator/HankAzaria
-->Debut: "Grift Of The Magi"
The newest toy by Kid First Industries, made with insight from the children of Springfield Elementary.
* ExpyCoexistence: Funzo is a clear parody of Furby and Tickle Me Elmo, and Jim Hope name-drops both toys, meaning they exist in the world of the show.
* FauxFurby: He's a parody of Furby and Tickle Me Elmo.
* RemovingTheRival: Funzo has been programmed to destroy rival toys.
-->Voiced by: Creator/HankAzaria
-->Debut: "Grift Of The Magi"
The newest toy by Kid First Industries, made with insight from the children of Springfield Elementary.
* ExpyCoexistence: Funzo is a clear parody of Furby and Tickle Me Elmo, and Jim Hope name-drops both toys, meaning they exist in the world of the show.
* FauxFurby: He's a parody of Furby and Tickle Me Elmo.
* RemovingTheRival: Funzo has been programmed to destroy rival toys.
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The late father of Waylon Smithers and Mr. Burns's personal assistant when he first opened the Springfield Nuclear Plant in the 1970s.
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The late father of Waylon Smithers and Mr. Burns's personal assistant when he first opened the Springfield Nuclear Plant first opened in the 1970s.
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!!Waylon Smithers, Sr.
-->Voiced by: Creator/HankAzaria ("The Blunder Years"), Creator/HarryShearer ("To Cur With Love")
-->Debut: "The Blunder Years"
The late father of Waylon Smithers and Mr. Burns's personal assistant when he first opened the Springfield Nuclear Plant in the 1970s.
* HeroicSacrifice: He died saving Springfield from a meltdown.
* StrongFamilyResemblance: Looks like his son only with a mustache.
-->Voiced by: Creator/HankAzaria ("The Blunder Years"), Creator/HarryShearer ("To Cur With Love")
-->Debut: "The Blunder Years"
The late father of Waylon Smithers and Mr. Burns's personal assistant when he first opened the Springfield Nuclear Plant in the 1970s.
* HeroicSacrifice: He died saving Springfield from a meltdown.
* StrongFamilyResemblance: Looks like his son only with a mustache.
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[[foldercontrol]]
[[folder:Season 11]]
!!Lifeways Editor
-->Voiced by: Creator/EdAsner
-->Debut: "Guess Who's Coming to Criticize Dinner?"
The editor of the Lifeways section of the ''Springfield Shopper''.
* ActorAllusion: Ed Asner playing the head of a news company. [[Series/TheMaryTylerMooreShow Sound familiar?]]
%%* ReasonableAuthorityFigure
* WorkingWithTheEx: He used to be married to the retiring food critic.
-->I'd hate to be married to her... I mean again.
!!Larry Kidkill
-->Voiced by: Creator/GarryMarshall
-->Debut: "Guess Who's Coming to Criticize Dinner?"
The owner of the Springfield City Zoo.
!!Meathook and Ramrod
-->Voiced by: Creator/JohnGoodman and Creator/HenryWinkler
-->Debut: "Take My Wife, Sleaze?"
Members of the Hell's Satans, a motorcycle gang.
%%* ThoseTwoGuys
!!Jim Hope
-->Voiced by: Creator/TimRobbins
-->Debut: "Grift of the Magi"
The president of Kid First Industries.
!!Brother Faith
-->Voiced by: Creator/DonCheadle
-->Debut: "Faith Off"
A faith healer. He holds a show named Brother Faith's Revival.
!!Anton Lubchenko
-->Voiced by: Creator/DanCastellaneta
-->Debut: "Faith Off"
A football player for Springfield University.
* ADegreeInUseless: If he had to give up his football career, he'd have to fall back on his degree in communications.
* RussianGuySuffersMost: He's ([[NonSpecificallyForeign seemingly]]) Russian, and he gets put through hell thanks to Homer's stupidity.
!!Rachel Jordan
-->Voiced by: Shawn Colvin
-->Debut: "Alone Again, Natura-Diddily"
The twenty-seven year old lead singer of Kovenant, a Christian rock band.
* ReplacementGoldfish: 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
-->Voiced by: Creator/HankAzaria and Creator/HarryShearer
-->Debut: "Missionary: Impossible"
Natives from a South Pacific island.
%%* ThoseTwoGuys
!!Titania
[[quoteright:195:https://static.tvtropes.org/pmwiki/pub/images/titania_official_image.png]]
-->Voiced by: Pamela Hayden
-->Debut: "Pygmoelian"
Titania is a bartender who works at Juggernauts and Knockers. She's the runner–up in the "Beer–Tender of the Year" contest.
* AscendedExtra: 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.
* BuxomBeautyStandard: In the "Beer–Tender of the Year" contest she pulls out all the stops in using her "assets" to increase her chances of winning.
* CheatersNeverProsper: 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.
* MsFanservice: A sexy blonde girl and one of the most buxom characters to ever appear in the show.
* PunnyName: '''Tit'''-ania.
!!Southern Sheriff
-->Voiced by: Creator/DiedrichBader
-->Debut: "Kill the Alligator and Run"
A sheriff who lives in Florida chases the Simpsons after they "kill" Captain Jack the alligator.
%%* DissonantSerenity
* InspectorJavert: 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.
* ReasonableAuthorityFigure: Subverted. During spring break, the beer companies pay him to act nice, but for the rest of the year, he becomes harsh and mean.
* VisualPun: His neck is literally red.
!!Becky
-->Voiced by: Creator/ParkerPosey
-->Debut: "It's a Mad, Mad, Mad, Mad Marge"
Otto Mann's ex-fiancée.
* TheAce: Becky is a great cook, a painter, knows how to stage karate moves, kills her competition at a talent contest and [[HeroOfAnotherStory foils a usurper]].
* AmbiguouslyEvil: 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.
* AlwaysSomeoneBetter: To Marge.
* ComedicSociopathy: 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.
* CoolBigSis: She act like this in the Simpsons house, helping Lisa and Bart.
* EvilAllAlong: 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.
* MistakenForMurderer: 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...[[AmbiguouslyEvil maybe]].
[[/folder]]
[[folder:Season 12]]
!!Sophie
-->Voiced by: Creator/DrewBarrymore ("Insane Clown Poppy"), Creator/NatashaLyonne ("The Nightmare After Krustmas")
-->Debut: "Insane Clown Poppy"
Krusty's long-lost daughter.
* TheBusCameBack: She reappears in "The Nightmare After Krustmas", a ChristmasEpisode in Season 28. After that, she more or less becomes a RecurringCharacter taking some sort of role in future episodes.
* HereditaryHairstyle: She shares Krusty's cactus-style hairdo and the same hair color.
%%* YouthfulFreckles
!!Erin
-->Voiced by: Creator/TressMacNeille
-->Debut: "Insane Clown Poppy"
Sophie's mother, a female soldier whom Krusty had a one-night stand with during the Gulf War.
* ActionGirl: She was a former soldier who almost ended Saddam Hussein with a rocket launcher, had Krusty not interfered.
* AllThereInTheManual: Her name is revealed to be Erin in ''The Krusty Book'' of the ''Simpsons Library of Wisdom'' series.
* BerserkButton: 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.
* NoNameGiven: She's never referred to by name in "Insane Clown Poppy", but it has since been revealed through ''The Krusty Book''.
%%* TheSquadette
!!L.T. Smash
-->Voiced by: Creator/HankAzaria
-->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.
* BitchInSheepsClothing: He doesn't appear to be evil at first.
* DisproportionateRetribution: 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 ''[[ActuallyPrettyFunny compliment]]''.
* LouisCypher: Parodied. His name isn't L.T. Smash, it's Lieutenant (Lt.)... L.T. Smash.
* MeaninglessVillainVictory: L.T succeeds in blowing up the MAD building, however, the writers survive the explosion and are even sober now. He also goes to jail.
!!Francine Rhenquist
-->Voiced by: Creator/KathyGriffin
-->Debut: "Bye Bye Nerdie"
* AndroclesLion: Subverted. When Lisa sees her eating lunch alone, she goes over and introduces herself. [[NoGoodDeedGoesUnpunished Francine immediately punches her.]]
* TheBully: 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).
* HugeSchoolgirl: She is heavyset.
* LivingProp: She has made a few cameos throughout the series.
!!Dr. Joan Bushwell
-->Voiced by: Creator/TressMacNeille
-->Debut: "Simpson Safari"
A renowned animal researcher who lives among the chimps.
* BadPeopleAbuseAnimals: 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.
%%* BitchInSheepsClothing
* BrokenPedestal: 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.
%%* MorallyAmbiguousDoctorate
* NoCelebritiesWereHarmed: She's a spoof of Dr. Jane Goodall, who lives among the chimps to conduct her research.
* SanitySlippage: 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!!!"
!!Linguo
-->Voiced by: Creator/HankAzaria
-->Debut: "Trilogy of Error"
Linguo is a grammar-correcting robot created by Lisa for the science fair.
* GrammarNazi: A benign version.
!!Lugash
-->Voiced by: Creator/DanCastellaneta
-->Debut: "Children of a Lesser Clod"
A gymnastics instructor.
%%* DrillSergeantNasty
%%* FieryRedhead
* HairTriggerTemper: "Lugash must go to anger management class. WORTHLESS...ANGER MANAGEMENT CLASS! I HATE IT SO MUCH!"
* NoCelebritiesWereHarmed: He is inspired by former U.S. gymnastics coach Béla Károlyi, who also has his own gym.
!!The Singing Hobo
-->Voiced by: Creator/HankAzaria
-->Debut: "Simpsons Tall Tales"
The Singing Hobo is a hobo who lives in a train carriage and swaps stories for sponge baths.
[[/folder]]
[[folder:Season 13]]
!!Gloria
-->Voiced by: Creator/JuliaLouisDreyfus
-->Debut: "A Hunka Hunka Burns in Love"
The ex-wife of Snake Jailbird and the ex-fiancée of Mr. Burns.
* AllGirlsWantBadBoys: She is attracted to "bad boys". She dumps Burns for her former boyfriend—pretty criminal Snake Jailbird, causing much confusion for Mr. Burns: "I don't understand, Simpson! I'm a bad boy! I'm completely evil! [[ContinuityNod I once blotted out the sun!"]].
* MayDecemberRomance: She was dating Mr. Burns. She's in her late 20s or early 30s while he is probably over 100 years old.
!!Gabriel
-->Voiced by: Creator/DelroyLindo
-->Debut: "Brawl in the Family"
Gabriel is a council worker who is employed to keep the Simpson family together.
* MagicalNegro: Homer thinks Gabriel is an angel, much to Gabriel's annoyance.
* TheReasonYouSuckSpeech: 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!
* ScrewThisImOuttaHere: When he sees Homer's Vegas wife.
-->'''Gabriel:''' Your seed should be wiped from the Earth!
!!Garth Motherloving
-->Voiced by: Creator/BenStiller
-->Debut: "Sweets and Sour Marge"
The owner of Motherloving Sweets and Sugar Company.
* CorruptCorporateExecutive: The very concept of corporate ethics is completely alien to him.
* {{Jerkass}}: He is a total jerk.
* SarcasmMode: His "agreeing" to Marge's suggestions.
!!Greta Wolfcastle
-->Voiced by: Creator/ReeseWitherspoon
-->Debut: "The Bart Wants What It Wants"
The daughter of famous actor Rainier Wolfcastle.
* OperationJealousy: Develops a crush on Bart, but he is ObliviousToLove so she tries to date Milhouse to make him jealous.
* RescueRomance: She develops a crush on Bart when he saves her from two bullies.
!!Zelda
-->Voiced by: Creator/OlympiaDukakis
-->Debut: "The Old Man and the Key"
Zelda is the elderly woman with whom Abe falls in love.
* BitchInSheepsClothing: She only dates Grandpa because he's regained his driver's license.
* GoldDigger: Only wants guys with cars.
* HumiliationConga: 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.
!!Los Souvenir Jacquitos
-->Voiced by: Creator/HankAzaria and Creator/HarryShearer
-->Debut: "The Old Man and the Key"
Elderly Latino men that wear souvenir jackets.
!!Ronaldo
-->Voiced by: Creator/TressMacNeille
-->Debut: "Blame It On Lisa"
A poor 8-year-old orphan Brazilian boy that Lisa supports.
* ConvenientlyAnOrphan: 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 ''Series/MalcolmInTheMiddle'', and because I have no parents, my earnings remain un-stolen.
!!Brazilian Kidnappers
-->Voiced by: Creator/HankAzaria and Creator/HarryShearer.
-->Debut: "Blame It On Lisa"
* AffablyEvil: Unlike César and Ugolin, they're actually quite friendly.
* LimaSyndrome: Develops this towards Homer, who has StockholmSyndrome towards them, even compiling a scrapbook for his kidnapping.
* NoNameGiven: Their names are unknown.
!!Tina and Carrie
->Voiced by: Creator/TressMacNeille and Pamela Hayden
-->Debut: "Little Girl in the Big Ten"
Two girls that Lisa meets while taking private gymnastic lessons with Lugash.
* OlderThanTheyLook: They're college-aged, but look like 8-year-olds due to their small height.
[[/folder]]
[[folder:Season 14]]
!!Audrey [=McConnell=]
-->Voiced by: Creator/TressMacNeille
-->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.
* LivingProp: Being one of the teachers, she's made a few cameos.
* SadistTeacher: 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.
-->Voiced by: Creator/HankAzaria
-->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.
* StrongFamilyResemblance: He is identical to his father.
!!Dexter Colt
-->Voiced by: Creator/HankAzaria
-->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.
!!Sara Sloane
-->Voiced by: Creator/MarisaTomei
-->Debut: "A Star Is Born-Again"
A movie star who falls in love with Ned Flanders.
* AlliterativeName: '''S'''ara '''S'''loane.
* AmbiguouslyBi: Her demand to have no nudity in a film gets through the director if she's [[GirlOnGirlIsHot okay with kissing a girl]]. She agrees without a second thought.
* CommitmentIssues: Sara is reluctant to marry Ned because she doesn't want to be "tied down".
* {{Expy}}: Of ''Film/NottingHill'''s Anna Scott, although the animators based her physical appearance on Creator/SharonStone.
* IChooseToStay: 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.
* LoveCannotOvercome: While Sara likes Ned, she doesn't want to get married to him as quickly as he does, and the two end up breaking up due to it.
* MsFanservice: She wears revealing fashion and acts in [[ToplessnessFromTheBack nearly topless]] roles for a romantic film. At a concert she wears a red SexyBacklessOutfit with a NavelDeepNeckline, gaining even more attention from men and has only a ModestyBedsheet on after sleeping with Ned.
* NavelDeepNeckline: Sara's outfit for the Springfield Bowl concert she and Ned later attend is a red dress with a neckline that reaches her navel, which leaves Ned scandalized. She begrudgingly agrees to wear Ned's jacket... by [[ComicallyMissingThePoint tying it around her waist]], which [[FromBadToWorse pushes her bosom out even]] ''[[FromBadToWorse more.]]''
* ShoutOut: Sara's name is probably a pun on actress Creator/SharonStone, to whom she bears a slight resemblance.
* SingleWomanSeeksGoodMan: Sara Sloane is attracted to Ned's down-to-earth nature, and almost marries him.
!!Luke Stetson
-->Voiced by: Creator/JonathanTaylorThomas
-->Debut: "Dude, Where's My Ranch?"
Lisa's thirteen-year-old boyfriend at the Lazy I Ranch.
[[/folder]]
[[folder:Season 15]]
!!Edwina
-->Voiced by: Creator/JaneLeeves
-->Debut: "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.
!!Abbey
-->Voiced by: Creator/DanCastellaneta
-->Debut: "The Regina Monologues"
* AbandonedWarChild: 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.
* DistaffCounterpart / UncannyFamilyResemblance: She looks like Homer in drag, or the woman Bart mistakes for Homer in "Brother From The Same Planet".
!!Gina Vendetti
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/gina_vendetti.png]]
-->Voiced by: Creator/SarahMichelleGellar
-->Debut: "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.
* BrokenBird: She's got no family and has been stuck in juvenile hall for a LONG time.
%%* FreudianExcuse: See above
* HeelRealization: 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.
* JerkWithAHeartOfGold: 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.
* ManipulativeBitch: 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.
* MeaningfulName: 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.
[[/folder]]
[[folder:Season 16]]
!!Chloe Talbot
-->Voiced by: Creator/KimCattrall
-->Debut: "She Used to Be My Girl"
She is a famous, Peabody Award-winning reporter from the Global Television Network.
* IntrepidReporter: Even reporting on top of an erupting volcano doesn't scare her.
* SelfMadeWoman: 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.
!!Goose Gladwell
-->Voiced by: Creator/HankAzaria
-->Debut: "Fat Man and Little Boy"
The owner of Goose's Gags and Gifts.
* AlliterativeName: '''G'''oose '''G'''ladwell.
* BewareTheSillyOnes: Eccentric demeanor notwithstanding, Goose is more intelligent than he lets on.
* CaptainErsatz: Of Creator/GeneWilder's portrayal of Willy Wonka in ''Film/WillyWonkaAndTheChocolateFactory''.
* OlderThanTheyLook: He looks like he's in his 30s, but says he went insane while serving in Vietnam, which would put him in his 50s.
* ShellShockedVeteran: Apparently, Gladwell was driven nuts in Vietnam.
!!Canadian Flanders
-->Voiced by: Creator/DanCastellaneta
-->Debut: "Midnight Rx"
A Canadian counterpart for Ned Flanders.
* EvilCounterpart: 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!
* IdenticalStranger: Looks just like Ned only with lighter brown hair.
* PaletteSwap: Of Ned's normal outfit.
* VerbalTic: He also says "diddly" and "doodley". He and Ned converse almost exclusively in "diddlys" and "doodleys", perplexing Homer and Apu.
!!Madam Wu
-->Voiced by: Creator/LucyLiu
-->Debut: "Goo Goo Gai Pan"
The adoption center worker who battles with Selma Bouvier when she tries to adopt her baby.
* DisappearedDad: Madam Wu's dad died from choking on a ping pong ball one day before the Heimlich Maneuver was invented.
* ObstructiveBureaucrat: 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.
!!Jenda
-->Voiced by: Creator/AmyPoehler
-->Debut: "Future-Drama"
Jenda (formerly Jenda Simpson) is Bart's future girlfriend and eventual ex-wife.
* InterspeciesRomance: After being divorced from Bart, she gets a new partner called Jerry that is an Film/{{Alien}} expy.
* {{Jerkass}}: In "Future-Drama", she gives Bart an ultimatum: staying and having sex with her or saving Lisa's future.
* TheLoad: 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.
* RecurringCharacter: In the "Future" episode trilogy.
* UglyGuyHotWife: With Bart in "Days of Future Future". Though Bart is not really ugly, just slovenly.
!!Ray Magini
-->Voiced by: Creator/RayRomano
-->Debut: "Don't Fear the Roofer"
A roofer who Homer ends up being friends with.
* InkSuitActor: Ray Magini is voiced by Ray Romano and is designed to look like and talk like Ray Romano.
* NotSoImaginaryFriend: Homer struggles to convince everybody of Ray's actual existence.
* SignificantAnagram: "Ray Magini" is an anagram of "imaginary", as Lisa points out in the end.
!!Scammer and Z-Dawg
-->Voiced by: Creator/HankAzaria and Creator/DanCastellaneta
-->Debut: "The Heartbroke Kid"
A hip-hop snack mascot duo.
* TheManIsStickingItToTheMan: Lindsey Naegle describes them as [[RuleAbidingRebel "spokesrebels"]].
-->'''Scammer:''' Yo, don't flava hate, participate!
* VengefulVendingMachine: 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'')
!!Tab Spangler
-->Voiced by: Creator/AlbertBrooks
-->Debut: "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.
* BunnyEarsLawyer: He has some serious mental issues, but is an effective weight-loss coach.
* DrillSergeantNasty: 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.
* JerkWithAHeartOfGold: An abrasive coach, but he cares about Bart's personal well-being.
!!Coach Clay Roberts
-->Voiced by: Creator/HankAzaria
-->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.
* JerkJock: He is a wrestling coach. He moves away at the end of the episode after Ned overpowers him.
!!Father Sean
-->Voiced by: Creator/LiamNeeson
-->Debut: "The Father, the Son and the Holy Guest Star"
[[/folder]]
[[folder:Season 17]]
!!Tammy
-->Voiced by: Creator/LilyTomlin
-->Debut: "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.
!!Francesca Terwilliger
[[quoteright:144:https://static.tvtropes.org/pmwiki/pub/images/francesca_terwilliger.png]]
-->Voiced by: Maria Grazia Cucinotta, Creator/TressMacNeille in "Funeral for a Fiend"
-->Debut: "The Italian Bob"
She is Sideshow Bob's wife and is Italian. They have a son named Gino.
* ChuckCunninghamSyndrome: 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).
* DarkChick: She became this in the [[TheFamilyThatSlaysTogether Bob family]].
* FaceHeelTurn: 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.
* HappilyMarried: With Bob.
* ImpossiblyLowNeckline: She has an off-the-shoulder top with a considerable amount of cleavage showing.
* InkSuitActor: Her design may be based on her voice actress Maria Grazia Cucinotta.
!!Gino Terwilliger
[[quoteright:262:https://static.tvtropes.org/pmwiki/pub/images/gino_terwilliger.png]]
-->Voiced by: Creator/TressMacNeille
-->Debut: "The Italian Bob"
* AxCrazy: Like father, like son.
* BadPeopleAbuseAnimals: His first episode ends with him trying to kill butterflies.
* ChuckCunninghamSyndrome: 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).
* EnfantTerrible: He may be cute but he's quite deadly.
* HereditaryHairstyle: His hair looks similar to Sideshow Bob's hair (resembling a palm tree).
* OverlordJr: He even has the look to match!
!!Mason Fairbanks
-->Voiced by: Creator/MichaelYork
-->Debut: "Homer's Paternity Coot"
A treasure hunter. He is 66 years old.
* LukeIAmYourFather: 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.
!!Charles Heathbar
-->Voiced by: Creator/RickyGervais
-->Debut: "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.
* BecauseYouWereNiceToMe: Charles soon falls in love with Marge as she's much kinder than his real wife Verity.
%%* HenPeckedHusband
!!Verity Heathbar
-->Voiced by: Creator/RickyGervais
-->Debut: "Homer Simpson, This Is Your Wife"
Charles wife.
* DomesticAbuse: She went onto ''Mother Flippers'' to disgrace and punish her husband. She criticizes everything Charles and her son, Ben, does.
!!Melanie Upfoot
-->Voiced by: Creator/FrancesMcDormand
-->Debut: "Girls Just Want to Have Sums"
The temporary principal of Springfield Elementary. She split the school into two groups: boys and girls.
* StrawFeminist: 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.
!!Tabitha Vixx
-->Voiced by: Creator/MandyMoore
-->Debut: "Marge And Homer Turn A Couple Play"
Tabitha is the wife of Buck Mitchell and also a pop singer and celebrity in Springfield.
* DudeMagnet: 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.
* LustObject: 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".
* MsFanservice: So much so that in her show a sign warns "first ten rows may get horny".
* ShamelessFanserviceGirl: 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.
!!Buck Mitchell
-->Voiced by: Creator/HankAzaria
-->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.
* CrazyJealousGuy: Justified. The shameless shows of his wife totally embarrass him. The crazy part happens when he misunderstands a situation with Homer and Tabitha and slugs him.
* LovableJock: A baseball player for the Springfield Isotopes that genuinely loves his wife.
[[/folder]]
[[folder:Season 18]]
!!Michael D'Amico
[[quoteright:262:https://static.tvtropes.org/pmwiki/pub/images/michael_damico.png]]
-->Voiced by: Creator/TressMacNeille
-->Debut: "The Mook, the Chef, the Wife and Her Homer
Fat Tony's son.
%%* TheDreaded: Much to his dismay.
* CreepyChild: Is the son of a mob boss who poisons a rival family when they shoot his dad.
* EarlyBirdCameo: Fat Tony was said to have a son called Michael [[Recap/TheSimpsonsS16E14TheSevenBeerSnitch back in Season 16]].
* {{Expy}}: Of Michael Corleone from ''Film/TheGodfather''.
* IAmNotMyFather: Starts off playing this straight then subverts it.
* IJustWantToBeNormal: He does not wish to follow in his father's footsteps and go into the family business of "waste management".
%%* ImpliedLoveInterest: To Lisa
* LonelyRichKid: Played with, as Michael comes from a wealthy family, but is shunned by his classmates and teachers because his father is the boss of Springfield mafia, that's until Lisa befriends him.
* MissingMom: His mother Anna Maria died when he was younger, according to his father it was "for natural causes".
* OverlordJr: Is set to become the head of the Springfield [[TheMafia Mafia]] when he grows up.
* SupremeChef: 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.
* ISurrenderSuckers: Invites a rival [[TheMafia mob family]] to dinner to make peace with them then poisons them.
* ShrinkingViolet: Very awkward around people, made even worse when he becomes TheDreaded.
%%* ThenLetMeBeEvil
!!Darcy
-->Voiced by: Creator/NataliePortman
-->Debut: "Little Big Girl"
A girl from North Haverbrook. Bart gets a crush on her.
* TeenPregnancy: [[spoiler: 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".]]
* NoodleIncident: See TookALevelInJerkass. Also apparently she is dating Jimbo Jones.
* TookALevelInJerkass: In "Moonshine River" for some unspecified reason she tells Bart to "Drop Dead" and tries to slam the door on his face. It's unknown what really happened between them after the events of "Little Big Girl".
!!Dark Stanley
-->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.
* AxCrazy: He chased after a bunch of kids with a meat cleaver and chopped them up.
* OnceDoneNeverForgotten: He never graduated college, and years of being mocked for it by kids drove him mad.
* RealAfterAll: 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.
* WouldHurtAChild: He killed over a dozen.
!!Dr. Stacey Swanson
-->Voiced by: Creator/MegRyan
-->Debut: "Little Big Girl"
A psychiatrist, whom Principal Skinner makes Bart go see for five sessions.
* DramaticIrony: Bart is sent to therapy for scaring children with tales of "Dark Stanley", a LethalChef 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.
* TheShrink: 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.
!! Joe [=LaBoot=]
-->Voiced by: Creator/HankAzaria
-->Debut: "The Boys of Bummer"
A retired baseball player who dropped an easy catch a long time ago.
* ButtMonkey: People still seem to remember his fail, like Grampa who hates him for it.
* {{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, [[KickTheDog he bullies the kid to the point of tears]], which eventually contributes to his attempted suicide.
* PetTheDog: When Bart attempts suicide by jumping off the water tower and everyone worries for him, [=LaBoot=] tries to catch him, only to miss.
!!Paris Texan
-->Voiced by: Creator/TressMacNeille
-->Debut: "Homerazzi"
The Rich Texan's daughter.
----
* ComedicShotacon: She is seen making out with Milhouse.
* NoCelebritiesWereHarmed: Of Creator/ParisHilton.
[[/folder]]
[[folder:Season 19]]
!!Colby Krause
-->Voiced by: Creator/StephenColbert
-->Debut: "He Loves to Fly and He D'ohs"
The life coach Marge hires to help Homer get a more successful job.
----
* InkSuitActor: The character's appearance is based on his voice actor, Creator/StephenColbert.
!!Julia
-->Voiced by: Creator/MayaRudolph
-->Debut: "The Homer of Seville"
Homer's manager after he becomes a famous opera singer.
----
* BadassBiker: Her first appearance is on a motorcycle, saving Homer and Marge from an mob of fans.
* BitchInSheepsClothing: 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.
* MsFanservice / ShamelessFanserviceGirl: 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.
* StalkerWithACrush: To Homer when he becomes an enormous celebrity in the opera.
* {{Yandere}}: She tries to seduce Homer multiple times, but he refuses. [[NotGoodWithRejection Not accepting refusal]], she tries to kill him.
!!Louie
-->Voiced by: Creator/MattDillon
-->Debut: "Midnight Towboy"
A tow truck driver.
!!Dwight Diddlehopper
-->Voiced by: Creator/SteveBuscemi
-->Debut: "I Don't Wanna Know Why The Caged Bird Sings"
A criminal who robbed a bank.
* ButtMonkey: 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.
* HeroicSacrifice: 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.
* ParentalNeglect: 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.
* StupidCrooks: 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 PoliceAreUseless in Springfield.
!!Milo
-->Voiced by: Creator/JackBlack
-->Debut: "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: Creator/JohnMahoney
-->Debut: "Funeral for a Fiend"
Father of Sideshow Bob and Cecil.
%%* AlwaysChaoticEvil: This pretty much proves that all Terwilligers are pure evil and sadistic.
%%* TheFamilyThatSlaysTogether
%%* MorallyAmbiguousDoctorate
* LongerThanLifeSentence: 87 years behind bars with his family, signaling that he'll die in prison.
%%* {{Sadist}}
%%* WouldHurtAChild
!!Dame Judith Terwilliger (née Underdunk)
-->Voiced by: Creator/TressMacNeille
-->Debut: "Funeral for a Fiend"
Mother of Sideshow Bob and Cecil, and a retired Shakespearean actress.
%%* AlwaysChaoticEvil: This pretty much proves that all Terwilligers are pure evil and sadistic.
* DramaQueen: 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.
%%* EvilDiva: Of the "Shakespearean" variant.
%%* TheFamilyThatSlaysTogether
* HereditaryHairstyle: Her sons get their extremely curly hair from her.
* LongerThanLifeSentence: 87 years in prison with her family, meaning she'll die before she's out.
%%* {{Sadist}}
* StrongFamilyResemblance: She looks like an elderly female version of Sideshow Bob.
%%* WouldHurtAChild
!!Steffan August
-->Voiced by: Creator/HankAzaria
-->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.
* ManipulativeBastard: He broke Homer and Marge up so he could have her for himself.
* SmallNameBigEgo: He acts like the ultimate authority on feminism and what women should want to do and be in life, but he's really not.
* TeacherStudentRomance: 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.
!!Donny
-->Voiced by: Creator/TopherGrace
-->Debut: "[[Recap/TheSimpsonsS19E13TheDebarted The Debarted]]"
An orphan from Shelbyville and a student at Springfield Elementary School.
* TheAce: Initially proves to be better than Bart. He is also an incredibly skilled {{Chessmaster}}.
* AntiVillain: Villain in Name Only. While he's a ManipulativeBastard and a [[TheMole 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.
* ArrogantKungFuGuy: Initially acts this way towards Bart.
* AlwaysSomeoneBetter: Initially to Bart being a better prankster. However, it was just an act.
* BecomingTheMask: Donny and Bart become best friends, although Donny decides to leave Springfield.
* TheChessmaster: By far one of the most cunning antagonists Bart has faced in a long time.
* ChildProdigy: Even by the standards of his age, Donny is a surprisingly skilled {{Chessmaster}}, being able to outwit Bart on many occasions.
* DarkAndTroubledPast: While much of his past is unknown, he is ultimately an orphan who grew up in the Shelbyville orphanage.
* HairOfGoldHeartOfGold: 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.
* InkSuitActor: He resembles his voice actor Topher Grace, albeit in child form.
* TheMole: He originally worked for Skinner and Chalmers. His goal was to enter Bart's circle of friends to snitch on Bart's plans.
* TheRival: To Bart, at least initially.
!!Royce Lumpkin
-->Voiced by: Karl Wiedergott
-->Debut: "Papa Don't Leech"
The long-lost father of Lurleen Lumpkin.
* HoistByHisOwnPetard: 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.
* ParentalNeglect: 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.
[[/folder]]
[[folder:Season 20]]
!!Simon Woosterfield
-->Voiced by: Creator/NancyCartwright
-->Debut: "Double, Double, Boy in Trouble"
A rich boy who looks exactly like Bart.
* IdenticalStranger: He looks exactly like Bart (who describes Simon as a "nerd version of himself")
* PrinceAndPauper: Bart swaps places with Simon... whose siblings are trying to kill him.
* WouldntHitAGirl: When Lisa, who suspects that he is not Bart, hits him, she tells him Bart would have hit her back in retaliation.
!!Alberto
-->Voiced by: Creator/HankAzaria
-->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.
* CampStraight: He acts very flamboyant but is apparently straight.
!!Sylvia
-->Voiced by: Creator/TressMacNeille
-->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.
!!Juliet Hobbes
-->Voiced by: Creator/EmilyBlunt
-->Debut: "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.
* PseudoRomanticFriendship: 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 ''Film/HeavenlyCreatures'', in which the girls ARE budding baby lesbians.
[[/folder]]
----
[[folder:Season 11]]
!!Lifeways Editor
-->Voiced by: Creator/EdAsner
-->Debut: "Guess Who's Coming to Criticize Dinner?"
The editor of the Lifeways section of the ''Springfield Shopper''.
* ActorAllusion: Ed Asner playing the head of a news company. [[Series/TheMaryTylerMooreShow Sound familiar?]]
%%* ReasonableAuthorityFigure
* WorkingWithTheEx: He used to be married to the retiring food critic.
-->I'd hate to be married to her... I mean again.
!!Larry Kidkill
-->Voiced by: Creator/GarryMarshall
-->Debut: "Guess Who's Coming to Criticize Dinner?"
The owner of the Springfield City Zoo.
!!Meathook and Ramrod
-->Voiced by: Creator/JohnGoodman and Creator/HenryWinkler
-->Debut: "Take My Wife, Sleaze?"
Members of the Hell's Satans, a motorcycle gang.
%%* ThoseTwoGuys
!!Jim Hope
-->Voiced by: Creator/TimRobbins
-->Debut: "Grift of the Magi"
The president of Kid First Industries.
!!Brother Faith
-->Voiced by: Creator/DonCheadle
-->Debut: "Faith Off"
A faith healer. He holds a show named Brother Faith's Revival.
!!Anton Lubchenko
-->Voiced by: Creator/DanCastellaneta
-->Debut: "Faith Off"
A football player for Springfield University.
* ADegreeInUseless: If he had to give up his football career, he'd have to fall back on his degree in communications.
* RussianGuySuffersMost: He's ([[NonSpecificallyForeign seemingly]]) Russian, and he gets put through hell thanks to Homer's stupidity.
!!Rachel Jordan
-->Voiced by: Shawn Colvin
-->Debut: "Alone Again, Natura-Diddily"
The twenty-seven year old lead singer of Kovenant, a Christian rock band.
* ReplacementGoldfish: 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
-->Voiced by: Creator/HankAzaria and Creator/HarryShearer
-->Debut: "Missionary: Impossible"
Natives from a South Pacific island.
%%* ThoseTwoGuys
!!Titania
[[quoteright:195:https://static.tvtropes.org/pmwiki/pub/images/titania_official_image.png]]
-->Voiced by: Pamela Hayden
-->Debut: "Pygmoelian"
Titania is a bartender who works at Juggernauts and Knockers. She's the runner–up in the "Beer–Tender of the Year" contest.
* AscendedExtra: 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.
* BuxomBeautyStandard: In the "Beer–Tender of the Year" contest she pulls out all the stops in using her "assets" to increase her chances of winning.
* CheatersNeverProsper: 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.
* MsFanservice: A sexy blonde girl and one of the most buxom characters to ever appear in the show.
* PunnyName: '''Tit'''-ania.
!!Southern Sheriff
-->Voiced by: Creator/DiedrichBader
-->Debut: "Kill the Alligator and Run"
A sheriff who lives in Florida chases the Simpsons after they "kill" Captain Jack the alligator.
%%* DissonantSerenity
* InspectorJavert: 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.
* ReasonableAuthorityFigure: Subverted. During spring break, the beer companies pay him to act nice, but for the rest of the year, he becomes harsh and mean.
* VisualPun: His neck is literally red.
!!Becky
-->Voiced by: Creator/ParkerPosey
-->Debut: "It's a Mad, Mad, Mad, Mad Marge"
Otto Mann's ex-fiancée.
* TheAce: Becky is a great cook, a painter, knows how to stage karate moves, kills her competition at a talent contest and [[HeroOfAnotherStory foils a usurper]].
* AmbiguouslyEvil: 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.
* AlwaysSomeoneBetter: To Marge.
* ComedicSociopathy: 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.
* CoolBigSis: She act like this in the Simpsons house, helping Lisa and Bart.
* EvilAllAlong: 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.
* MistakenForMurderer: 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...[[AmbiguouslyEvil maybe]].
[[/folder]]
[[folder:Season 12]]
!!Sophie
-->Voiced by: Creator/DrewBarrymore ("Insane Clown Poppy"), Creator/NatashaLyonne ("The Nightmare After Krustmas")
-->Debut: "Insane Clown Poppy"
Krusty's long-lost daughter.
* TheBusCameBack: She reappears in "The Nightmare After Krustmas", a ChristmasEpisode in Season 28. After that, she more or less becomes a RecurringCharacter taking some sort of role in future episodes.
* HereditaryHairstyle: She shares Krusty's cactus-style hairdo and the same hair color.
%%* YouthfulFreckles
!!Erin
-->Voiced by: Creator/TressMacNeille
-->Debut: "Insane Clown Poppy"
Sophie's mother, a female soldier whom Krusty had a one-night stand with during the Gulf War.
* ActionGirl: She was a former soldier who almost ended Saddam Hussein with a rocket launcher, had Krusty not interfered.
* AllThereInTheManual: Her name is revealed to be Erin in ''The Krusty Book'' of the ''Simpsons Library of Wisdom'' series.
* BerserkButton: 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.
* NoNameGiven: She's never referred to by name in "Insane Clown Poppy", but it has since been revealed through ''The Krusty Book''.
%%* TheSquadette
!!L.T. Smash
-->Voiced by: Creator/HankAzaria
-->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.
* BitchInSheepsClothing: He doesn't appear to be evil at first.
* DisproportionateRetribution: 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 ''[[ActuallyPrettyFunny compliment]]''.
* LouisCypher: Parodied. His name isn't L.T. Smash, it's Lieutenant (Lt.)... L.T. Smash.
* MeaninglessVillainVictory: L.T succeeds in blowing up the MAD building, however, the writers survive the explosion and are even sober now. He also goes to jail.
!!Francine Rhenquist
-->Voiced by: Creator/KathyGriffin
-->Debut: "Bye Bye Nerdie"
* AndroclesLion: Subverted. When Lisa sees her eating lunch alone, she goes over and introduces herself. [[NoGoodDeedGoesUnpunished Francine immediately punches her.]]
* TheBully: 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).
* HugeSchoolgirl: She is heavyset.
* LivingProp: She has made a few cameos throughout the series.
!!Dr. Joan Bushwell
-->Voiced by: Creator/TressMacNeille
-->Debut: "Simpson Safari"
A renowned animal researcher who lives among the chimps.
* BadPeopleAbuseAnimals: 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.
%%* BitchInSheepsClothing
* BrokenPedestal: 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.
%%* MorallyAmbiguousDoctorate
* NoCelebritiesWereHarmed: She's a spoof of Dr. Jane Goodall, who lives among the chimps to conduct her research.
* SanitySlippage: 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!!!"
!!Linguo
-->Voiced by: Creator/HankAzaria
-->Debut: "Trilogy of Error"
Linguo is a grammar-correcting robot created by Lisa for the science fair.
* GrammarNazi: A benign version.
!!Lugash
-->Voiced by: Creator/DanCastellaneta
-->Debut: "Children of a Lesser Clod"
A gymnastics instructor.
%%* DrillSergeantNasty
%%* FieryRedhead
* HairTriggerTemper: "Lugash must go to anger management class. WORTHLESS...ANGER MANAGEMENT CLASS! I HATE IT SO MUCH!"
* NoCelebritiesWereHarmed: He is inspired by former U.S. gymnastics coach Béla Károlyi, who also has his own gym.
!!The Singing Hobo
-->Voiced by: Creator/HankAzaria
-->Debut: "Simpsons Tall Tales"
The Singing Hobo is a hobo who lives in a train carriage and swaps stories for sponge baths.
[[/folder]]
[[folder:Season 13]]
!!Gloria
-->Voiced by: Creator/JuliaLouisDreyfus
-->Debut: "A Hunka Hunka Burns in Love"
The ex-wife of Snake Jailbird and the ex-fiancée of Mr. Burns.
* AllGirlsWantBadBoys: She is attracted to "bad boys". She dumps Burns for her former boyfriend—pretty criminal Snake Jailbird, causing much confusion for Mr. Burns: "I don't understand, Simpson! I'm a bad boy! I'm completely evil! [[ContinuityNod I once blotted out the sun!"]].
* MayDecemberRomance: She was dating Mr. Burns. She's in her late 20s or early 30s while he is probably over 100 years old.
!!Gabriel
-->Voiced by: Creator/DelroyLindo
-->Debut: "Brawl in the Family"
Gabriel is a council worker who is employed to keep the Simpson family together.
* MagicalNegro: Homer thinks Gabriel is an angel, much to Gabriel's annoyance.
* TheReasonYouSuckSpeech: 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!
* ScrewThisImOuttaHere: When he sees Homer's Vegas wife.
-->'''Gabriel:''' Your seed should be wiped from the Earth!
!!Garth Motherloving
-->Voiced by: Creator/BenStiller
-->Debut: "Sweets and Sour Marge"
The owner of Motherloving Sweets and Sugar Company.
* CorruptCorporateExecutive: The very concept of corporate ethics is completely alien to him.
* {{Jerkass}}: He is a total jerk.
* SarcasmMode: His "agreeing" to Marge's suggestions.
!!Greta Wolfcastle
-->Voiced by: Creator/ReeseWitherspoon
-->Debut: "The Bart Wants What It Wants"
The daughter of famous actor Rainier Wolfcastle.
* OperationJealousy: Develops a crush on Bart, but he is ObliviousToLove so she tries to date Milhouse to make him jealous.
* RescueRomance: She develops a crush on Bart when he saves her from two bullies.
!!Zelda
-->Voiced by: Creator/OlympiaDukakis
-->Debut: "The Old Man and the Key"
Zelda is the elderly woman with whom Abe falls in love.
* BitchInSheepsClothing: She only dates Grandpa because he's regained his driver's license.
* GoldDigger: Only wants guys with cars.
* HumiliationConga: 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.
!!Los Souvenir Jacquitos
-->Voiced by: Creator/HankAzaria and Creator/HarryShearer
-->Debut: "The Old Man and the Key"
Elderly Latino men that wear souvenir jackets.
!!Ronaldo
-->Voiced by: Creator/TressMacNeille
-->Debut: "Blame It On Lisa"
A poor 8-year-old orphan Brazilian boy that Lisa supports.
* ConvenientlyAnOrphan: 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 ''Series/MalcolmInTheMiddle'', and because I have no parents, my earnings remain un-stolen.
!!Brazilian Kidnappers
-->Voiced by: Creator/HankAzaria and Creator/HarryShearer.
-->Debut: "Blame It On Lisa"
* AffablyEvil: Unlike César and Ugolin, they're actually quite friendly.
* LimaSyndrome: Develops this towards Homer, who has StockholmSyndrome towards them, even compiling a scrapbook for his kidnapping.
* NoNameGiven: Their names are unknown.
!!Tina and Carrie
->Voiced by: Creator/TressMacNeille and Pamela Hayden
-->Debut: "Little Girl in the Big Ten"
Two girls that Lisa meets while taking private gymnastic lessons with Lugash.
* OlderThanTheyLook: They're college-aged, but look like 8-year-olds due to their small height.
[[/folder]]
[[folder:Season 14]]
!!Audrey [=McConnell=]
-->Voiced by: Creator/TressMacNeille
-->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.
* LivingProp: Being one of the teachers, she's made a few cameos.
* SadistTeacher: 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.
-->Voiced by: Creator/HankAzaria
-->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.
* StrongFamilyResemblance: He is identical to his father.
!!Dexter Colt
-->Voiced by: Creator/HankAzaria
-->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.
!!Sara Sloane
-->Voiced by: Creator/MarisaTomei
-->Debut: "A Star Is Born-Again"
A movie star who falls in love with Ned Flanders.
* AlliterativeName: '''S'''ara '''S'''loane.
* AmbiguouslyBi: Her demand to have no nudity in a film gets through the director if she's [[GirlOnGirlIsHot okay with kissing a girl]]. She agrees without a second thought.
* CommitmentIssues: Sara is reluctant to marry Ned because she doesn't want to be "tied down".
* {{Expy}}: Of ''Film/NottingHill'''s Anna Scott, although the animators based her physical appearance on Creator/SharonStone.
* IChooseToStay: 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.
* LoveCannotOvercome: While Sara likes Ned, she doesn't want to get married to him as quickly as he does, and the two end up breaking up due to it.
* MsFanservice: She wears revealing fashion and acts in [[ToplessnessFromTheBack nearly topless]] roles for a romantic film. At a concert she wears a red SexyBacklessOutfit with a NavelDeepNeckline, gaining even more attention from men and has only a ModestyBedsheet on after sleeping with Ned.
* NavelDeepNeckline: Sara's outfit for the Springfield Bowl concert she and Ned later attend is a red dress with a neckline that reaches her navel, which leaves Ned scandalized. She begrudgingly agrees to wear Ned's jacket... by [[ComicallyMissingThePoint tying it around her waist]], which [[FromBadToWorse pushes her bosom out even]] ''[[FromBadToWorse more.]]''
* ShoutOut: Sara's name is probably a pun on actress Creator/SharonStone, to whom she bears a slight resemblance.
* SingleWomanSeeksGoodMan: Sara Sloane is attracted to Ned's down-to-earth nature, and almost marries him.
!!Luke Stetson
-->Voiced by: Creator/JonathanTaylorThomas
-->Debut: "Dude, Where's My Ranch?"
Lisa's thirteen-year-old boyfriend at the Lazy I Ranch.
[[/folder]]
[[folder:Season 15]]
!!Edwina
-->Voiced by: Creator/JaneLeeves
-->Debut: "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.
!!Abbey
-->Voiced by: Creator/DanCastellaneta
-->Debut: "The Regina Monologues"
* AbandonedWarChild: 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.
* DistaffCounterpart / UncannyFamilyResemblance: She looks like Homer in drag, or the woman Bart mistakes for Homer in "Brother From The Same Planet".
!!Gina Vendetti
[[quoteright:210:https://static.tvtropes.org/pmwiki/pub/images/gina_vendetti.png]]
-->Voiced by: Creator/SarahMichelleGellar
-->Debut: "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.
* BrokenBird: She's got no family and has been stuck in juvenile hall for a LONG time.
%%* FreudianExcuse: See above
* HeelRealization: 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.
* JerkWithAHeartOfGold: 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.
* ManipulativeBitch: 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.
* MeaningfulName: 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.
[[/folder]]
[[folder:Season 16]]
!!Chloe Talbot
-->Voiced by: Creator/KimCattrall
-->Debut: "She Used to Be My Girl"
She is a famous, Peabody Award-winning reporter from the Global Television Network.
* IntrepidReporter: Even reporting on top of an erupting volcano doesn't scare her.
* SelfMadeWoman: 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.
!!Goose Gladwell
-->Voiced by: Creator/HankAzaria
-->Debut: "Fat Man and Little Boy"
The owner of Goose's Gags and Gifts.
* AlliterativeName: '''G'''oose '''G'''ladwell.
* BewareTheSillyOnes: Eccentric demeanor notwithstanding, Goose is more intelligent than he lets on.
* CaptainErsatz: Of Creator/GeneWilder's portrayal of Willy Wonka in ''Film/WillyWonkaAndTheChocolateFactory''.
* OlderThanTheyLook: He looks like he's in his 30s, but says he went insane while serving in Vietnam, which would put him in his 50s.
* ShellShockedVeteran: Apparently, Gladwell was driven nuts in Vietnam.
!!Canadian Flanders
-->Voiced by: Creator/DanCastellaneta
-->Debut: "Midnight Rx"
A Canadian counterpart for Ned Flanders.
* EvilCounterpart: 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!
* IdenticalStranger: Looks just like Ned only with lighter brown hair.
* PaletteSwap: Of Ned's normal outfit.
* VerbalTic: He also says "diddly" and "doodley". He and Ned converse almost exclusively in "diddlys" and "doodleys", perplexing Homer and Apu.
!!Madam Wu
-->Voiced by: Creator/LucyLiu
-->Debut: "Goo Goo Gai Pan"
The adoption center worker who battles with Selma Bouvier when she tries to adopt her baby.
* DisappearedDad: Madam Wu's dad died from choking on a ping pong ball one day before the Heimlich Maneuver was invented.
* ObstructiveBureaucrat: 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.
!!Jenda
-->Voiced by: Creator/AmyPoehler
-->Debut: "Future-Drama"
Jenda (formerly Jenda Simpson) is Bart's future girlfriend and eventual ex-wife.
* InterspeciesRomance: After being divorced from Bart, she gets a new partner called Jerry that is an Film/{{Alien}} expy.
* {{Jerkass}}: In "Future-Drama", she gives Bart an ultimatum: staying and having sex with her or saving Lisa's future.
* TheLoad: 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.
* RecurringCharacter: In the "Future" episode trilogy.
* UglyGuyHotWife: With Bart in "Days of Future Future". Though Bart is not really ugly, just slovenly.
!!Ray Magini
-->Voiced by: Creator/RayRomano
-->Debut: "Don't Fear the Roofer"
A roofer who Homer ends up being friends with.
* InkSuitActor: Ray Magini is voiced by Ray Romano and is designed to look like and talk like Ray Romano.
* NotSoImaginaryFriend: Homer struggles to convince everybody of Ray's actual existence.
* SignificantAnagram: "Ray Magini" is an anagram of "imaginary", as Lisa points out in the end.
!!Scammer and Z-Dawg
-->Voiced by: Creator/HankAzaria and Creator/DanCastellaneta
-->Debut: "The Heartbroke Kid"
A hip-hop snack mascot duo.
* TheManIsStickingItToTheMan: Lindsey Naegle describes them as [[RuleAbidingRebel "spokesrebels"]].
-->'''Scammer:''' Yo, don't flava hate, participate!
* VengefulVendingMachine: 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'')
!!Tab Spangler
-->Voiced by: Creator/AlbertBrooks
-->Debut: "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.
* BunnyEarsLawyer: He has some serious mental issues, but is an effective weight-loss coach.
* DrillSergeantNasty: 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.
* JerkWithAHeartOfGold: An abrasive coach, but he cares about Bart's personal well-being.
!!Coach Clay Roberts
-->Voiced by: Creator/HankAzaria
-->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.
* JerkJock: He is a wrestling coach. He moves away at the end of the episode after Ned overpowers him.
!!Father Sean
-->Voiced by: Creator/LiamNeeson
-->Debut: "The Father, the Son and the Holy Guest Star"
[[/folder]]
[[folder:Season 17]]
!!Tammy
-->Voiced by: Creator/LilyTomlin
-->Debut: "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.
!!Francesca Terwilliger
[[quoteright:144:https://static.tvtropes.org/pmwiki/pub/images/francesca_terwilliger.png]]
-->Voiced by: Maria Grazia Cucinotta, Creator/TressMacNeille in "Funeral for a Fiend"
-->Debut: "The Italian Bob"
She is Sideshow Bob's wife and is Italian. They have a son named Gino.
* ChuckCunninghamSyndrome: 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).
* DarkChick: She became this in the [[TheFamilyThatSlaysTogether Bob family]].
* FaceHeelTurn: 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.
* HappilyMarried: With Bob.
* ImpossiblyLowNeckline: She has an off-the-shoulder top with a considerable amount of cleavage showing.
* InkSuitActor: Her design may be based on her voice actress Maria Grazia Cucinotta.
!!Gino Terwilliger
[[quoteright:262:https://static.tvtropes.org/pmwiki/pub/images/gino_terwilliger.png]]
-->Voiced by: Creator/TressMacNeille
-->Debut: "The Italian Bob"
* AxCrazy: Like father, like son.
* BadPeopleAbuseAnimals: His first episode ends with him trying to kill butterflies.
* ChuckCunninghamSyndrome: 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).
* EnfantTerrible: He may be cute but he's quite deadly.
* HereditaryHairstyle: His hair looks similar to Sideshow Bob's hair (resembling a palm tree).
* OverlordJr: He even has the look to match!
!!Mason Fairbanks
-->Voiced by: Creator/MichaelYork
-->Debut: "Homer's Paternity Coot"
A treasure hunter. He is 66 years old.
* LukeIAmYourFather: 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.
!!Charles Heathbar
-->Voiced by: Creator/RickyGervais
-->Debut: "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.
* BecauseYouWereNiceToMe: Charles soon falls in love with Marge as she's much kinder than his real wife Verity.
%%* HenPeckedHusband
!!Verity Heathbar
-->Voiced by: Creator/RickyGervais
-->Debut: "Homer Simpson, This Is Your Wife"
Charles wife.
* DomesticAbuse: She went onto ''Mother Flippers'' to disgrace and punish her husband. She criticizes everything Charles and her son, Ben, does.
!!Melanie Upfoot
-->Voiced by: Creator/FrancesMcDormand
-->Debut: "Girls Just Want to Have Sums"
The temporary principal of Springfield Elementary. She split the school into two groups: boys and girls.
* StrawFeminist: 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.
!!Tabitha Vixx
-->Voiced by: Creator/MandyMoore
-->Debut: "Marge And Homer Turn A Couple Play"
Tabitha is the wife of Buck Mitchell and also a pop singer and celebrity in Springfield.
* DudeMagnet: 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.
* LustObject: 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".
* MsFanservice: So much so that in her show a sign warns "first ten rows may get horny".
* ShamelessFanserviceGirl: 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.
!!Buck Mitchell
-->Voiced by: Creator/HankAzaria
-->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.
* CrazyJealousGuy: Justified. The shameless shows of his wife totally embarrass him. The crazy part happens when he misunderstands a situation with Homer and Tabitha and slugs him.
* LovableJock: A baseball player for the Springfield Isotopes that genuinely loves his wife.
[[/folder]]
[[folder:Season 18]]
!!Michael D'Amico
[[quoteright:262:https://static.tvtropes.org/pmwiki/pub/images/michael_damico.png]]
-->Voiced by: Creator/TressMacNeille
-->Debut: "The Mook, the Chef, the Wife and Her Homer
Fat Tony's son.
%%* TheDreaded: Much to his dismay.
* CreepyChild: Is the son of a mob boss who poisons a rival family when they shoot his dad.
* EarlyBirdCameo: Fat Tony was said to have a son called Michael [[Recap/TheSimpsonsS16E14TheSevenBeerSnitch back in Season 16]].
* {{Expy}}: Of Michael Corleone from ''Film/TheGodfather''.
* IAmNotMyFather: Starts off playing this straight then subverts it.
* IJustWantToBeNormal: He does not wish to follow in his father's footsteps and go into the family business of "waste management".
%%* ImpliedLoveInterest: To Lisa
* LonelyRichKid: Played with, as Michael comes from a wealthy family, but is shunned by his classmates and teachers because his father is the boss of Springfield mafia, that's until Lisa befriends him.
* MissingMom: His mother Anna Maria died when he was younger, according to his father it was "for natural causes".
* OverlordJr: Is set to become the head of the Springfield [[TheMafia Mafia]] when he grows up.
* SupremeChef: 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.
* ISurrenderSuckers: Invites a rival [[TheMafia mob family]] to dinner to make peace with them then poisons them.
* ShrinkingViolet: Very awkward around people, made even worse when he becomes TheDreaded.
%%* ThenLetMeBeEvil
!!Darcy
-->Voiced by: Creator/NataliePortman
-->Debut: "Little Big Girl"
A girl from North Haverbrook. Bart gets a crush on her.
* TeenPregnancy: [[spoiler: 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".]]
* NoodleIncident: See TookALevelInJerkass. Also apparently she is dating Jimbo Jones.
* TookALevelInJerkass: In "Moonshine River" for some unspecified reason she tells Bart to "Drop Dead" and tries to slam the door on his face. It's unknown what really happened between them after the events of "Little Big Girl".
!!Dark Stanley
-->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.
* AxCrazy: He chased after a bunch of kids with a meat cleaver and chopped them up.
* OnceDoneNeverForgotten: He never graduated college, and years of being mocked for it by kids drove him mad.
* RealAfterAll: 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.
* WouldHurtAChild: He killed over a dozen.
!!Dr. Stacey Swanson
-->Voiced by: Creator/MegRyan
-->Debut: "Little Big Girl"
A psychiatrist, whom Principal Skinner makes Bart go see for five sessions.
* DramaticIrony: Bart is sent to therapy for scaring children with tales of "Dark Stanley", a LethalChef 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.
* TheShrink: 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.
!! Joe [=LaBoot=]
-->Voiced by: Creator/HankAzaria
-->Debut: "The Boys of Bummer"
A retired baseball player who dropped an easy catch a long time ago.
* ButtMonkey: People still seem to remember his fail, like Grampa who hates him for it.
* {{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, [[KickTheDog he bullies the kid to the point of tears]], which eventually contributes to his attempted suicide.
* PetTheDog: When Bart attempts suicide by jumping off the water tower and everyone worries for him, [=LaBoot=] tries to catch him, only to miss.
!!Paris Texan
-->Voiced by: Creator/TressMacNeille
-->Debut: "Homerazzi"
The Rich Texan's daughter.
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* ComedicShotacon: She is seen making out with Milhouse.
* NoCelebritiesWereHarmed: Of Creator/ParisHilton.
[[/folder]]
[[folder:Season 19]]
!!Colby Krause
-->Voiced by: Creator/StephenColbert
-->Debut: "He Loves to Fly and He D'ohs"
The life coach Marge hires to help Homer get a more successful job.
----
* InkSuitActor: The character's appearance is based on his voice actor, Creator/StephenColbert.
!!Julia
-->Voiced by: Creator/MayaRudolph
-->Debut: "The Homer of Seville"
Homer's manager after he becomes a famous opera singer.
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* BadassBiker: Her first appearance is on a motorcycle, saving Homer and Marge from an mob of fans.
* BitchInSheepsClothing: 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.
* MsFanservice / ShamelessFanserviceGirl: 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.
* StalkerWithACrush: To Homer when he becomes an enormous celebrity in the opera.
* {{Yandere}}: She tries to seduce Homer multiple times, but he refuses. [[NotGoodWithRejection Not accepting refusal]], she tries to kill him.
!!Louie
-->Voiced by: Creator/MattDillon
-->Debut: "Midnight Towboy"
A tow truck driver.
!!Dwight Diddlehopper
-->Voiced by: Creator/SteveBuscemi
-->Debut: "I Don't Wanna Know Why The Caged Bird Sings"
A criminal who robbed a bank.
* ButtMonkey: 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.
* HeroicSacrifice: 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.
* ParentalNeglect: 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.
* StupidCrooks: 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 PoliceAreUseless in Springfield.
!!Milo
-->Voiced by: Creator/JackBlack
-->Debut: "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: Creator/JohnMahoney
-->Debut: "Funeral for a Fiend"
Father of Sideshow Bob and Cecil.
%%* AlwaysChaoticEvil: This pretty much proves that all Terwilligers are pure evil and sadistic.
%%* TheFamilyThatSlaysTogether
%%* MorallyAmbiguousDoctorate
* LongerThanLifeSentence: 87 years behind bars with his family, signaling that he'll die in prison.
%%* {{Sadist}}
%%* WouldHurtAChild
!!Dame Judith Terwilliger (née Underdunk)
-->Voiced by: Creator/TressMacNeille
-->Debut: "Funeral for a Fiend"
Mother of Sideshow Bob and Cecil, and a retired Shakespearean actress.
%%* AlwaysChaoticEvil: This pretty much proves that all Terwilligers are pure evil and sadistic.
* DramaQueen: 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.
%%* EvilDiva: Of the "Shakespearean" variant.
%%* TheFamilyThatSlaysTogether
* HereditaryHairstyle: Her sons get their extremely curly hair from her.
* LongerThanLifeSentence: 87 years in prison with her family, meaning she'll die before she's out.
%%* {{Sadist}}
* StrongFamilyResemblance: She looks like an elderly female version of Sideshow Bob.
%%* WouldHurtAChild
!!Steffan August
-->Voiced by: Creator/HankAzaria
-->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.
* ManipulativeBastard: He broke Homer and Marge up so he could have her for himself.
* SmallNameBigEgo: He acts like the ultimate authority on feminism and what women should want to do and be in life, but he's really not.
* TeacherStudentRomance: 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.
!!Donny
-->Voiced by: Creator/TopherGrace
-->Debut: "[[Recap/TheSimpsonsS19E13TheDebarted The Debarted]]"
An orphan from Shelbyville and a student at Springfield Elementary School.
* TheAce: Initially proves to be better than Bart. He is also an incredibly skilled {{Chessmaster}}.
* AntiVillain: Villain in Name Only. While he's a ManipulativeBastard and a [[TheMole 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.
* ArrogantKungFuGuy: Initially acts this way towards Bart.
* AlwaysSomeoneBetter: Initially to Bart being a better prankster. However, it was just an act.
* BecomingTheMask: Donny and Bart become best friends, although Donny decides to leave Springfield.
* TheChessmaster: By far one of the most cunning antagonists Bart has faced in a long time.
* ChildProdigy: Even by the standards of his age, Donny is a surprisingly skilled {{Chessmaster}}, being able to outwit Bart on many occasions.
* DarkAndTroubledPast: While much of his past is unknown, he is ultimately an orphan who grew up in the Shelbyville orphanage.
* HairOfGoldHeartOfGold: 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.
* InkSuitActor: He resembles his voice actor Topher Grace, albeit in child form.
* TheMole: He originally worked for Skinner and Chalmers. His goal was to enter Bart's circle of friends to snitch on Bart's plans.
* TheRival: To Bart, at least initially.
!!Royce Lumpkin
-->Voiced by: Karl Wiedergott
-->Debut: "Papa Don't Leech"
The long-lost father of Lurleen Lumpkin.
* HoistByHisOwnPetard: 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.
* ParentalNeglect: 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.
[[/folder]]
[[folder:Season 20]]
!!Simon Woosterfield
-->Voiced by: Creator/NancyCartwright
-->Debut: "Double, Double, Boy in Trouble"
A rich boy who looks exactly like Bart.
* IdenticalStranger: He looks exactly like Bart (who describes Simon as a "nerd version of himself")
* PrinceAndPauper: Bart swaps places with Simon... whose siblings are trying to kill him.
* WouldntHitAGirl: When Lisa, who suspects that he is not Bart, hits him, she tells him Bart would have hit her back in retaliation.
!!Alberto
-->Voiced by: Creator/HankAzaria
-->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.
* CampStraight: He acts very flamboyant but is apparently straight.
!!Sylvia
-->Voiced by: Creator/TressMacNeille
-->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.
!!Juliet Hobbes
-->Voiced by: Creator/EmilyBlunt
-->Debut: "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.
* PseudoRomanticFriendship: 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 ''Film/HeavenlyCreatures'', in which the girls ARE budding baby lesbians.
[[/folder]]
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