Characters / The Simpsons One Time Characters Seasons 11 To 20

Season 11

Lifeways Editor

Voiced by: Ed Asner

Debut: "Guess Who's Coming to Criticize Dinner?"

The editor of the Lifeways section of the Springfield Shopper.

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• Actor Allusion: Ed Asner playing the head of a news company. Sound familiar?
• Working with the Ex: He used to be married to the retiring food critic.
  I'd hate to be married to her... I mean again.

Larry Kidkill

Voiced by: Garry Marshall

Debut: "Guess Who's Coming to Criticize Dinner?"

The owner of the Springfield City Zoo.

Meathook and Ramrod

Voiced by: John Goodman and Henry Winkler

Debut: "Take My Wife, Sleaze"

Members of the Hell's Satans, a motorcycle gang.

Jim Hope

Voiced by: Tim Robbins

Debut: "Grift of the Magi"

The president of Kid First Industries.

Funzo

Voiced by: Hank Azaria

Debut: "Grift Of The Magi"

The newest toy by Kid First Industries, made with insight from the children of Springfield Elementary.

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• Expy Coexistence: 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.
• Faux Furby: He's a parody of Furby and Tickle Me Elmo.
• Removing the Rival: Funzo has been programmed to destroy rival toys.

Brother Faith

Voiced by: Don Cheadle

Debut: "Faith Off"

A faith healer. He holds a show named Brother Faith's Revival.

Anton Lubchenko

Voiced by: Dan Castellaneta

Debut: "Faith Off"

A football player for Springfield University.

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• A Degree in Useless: If he had to give up his football career, he'd have to fall back on his degree in communications.
• Russian Guy Suffers Most: He's (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.

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• Replacement Goldfish: Subverted. First she appears to be a possible new love interest for Ned Flanders, but she leaves soon after Ned attempts to mold her in the image of his deceased wife Maude by cutting her hair to look like Maude's.

Ak and Q'toktok

Voiced by: Hank Azaria and Harry Shearer

Debut: "Missionary: Impossible"

Natives from a South Pacific island.

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Titania

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.

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• Ascended Extra: In the comics. Aside from few cameos in the main comic, she appears in Bart Simpson Comics 31 where she, similar to Moe and Maggie, solves crimes with Baby Gerald.
• Buxom Beauty Standard: In the "Beer–Tender of the Year" contest she pulls out all the stops in using her "assets" to increase her chances of winning.
• Cheaters Never Prosper: She sleeps with Duffman so she doesn't have to participate in the "toss the drunk" portion of the Beer-Tender competition. Too bad for her Duffman lied about that.
• Ms. Fanservice: A sexy blonde girl and one of the most buxom characters to ever appear in the show.
• Punny Name: Tit-ania.

Southern Sheriff

Voiced by: Diedrich Bader

Debut: "Kill the Alligator and Run"

A sheriff who lives in Florida chases the Simpsons after they "kill" Captain Jack the alligator.

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• Inspector Javert: The Sheriff is extremely harsh and nasty in his duties. In addition to arresting Homer (after he "kills" Captain Jack the alligator), he arrests Marge, Bart, Lisa, and even Maggie even though he admits he didn't have to go that far.
• Reasonable Authority Figure: Subverted. During spring break, the beer companies pay him to act nice, but for the rest of the year, he becomes harsh and mean.
• Visual Pun: His neck is literally red.

Vicky Valentine

Voiced by: Tress MacNeille

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.

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• Character Catchphrase: "Tappa-tappa-tappa".
• Jerkass to One: She's warm and supportive to all her students except Lisa.
• No Celebrities Were Harmed: She was inspired by Shirley Temple.
• White-Dwarf Starlet: She started her dance studio as a way to hold her faded stardom.

Becky

Voiced by: Parker Posey

Debut: "It's a Mad, Mad, Mad, Mad Marge"

Otto Mann's ex-fiancée.

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• The Ace: Becky is a great cook, a painter, knows how to stage karate moves, kills her competition at a talent contest and foils a usurper.
• Ambiguously Evil: She confesses to Marge that she did plan to kill her, but it's never revealed if she was being serious or if she was being sarcastic, given how everyone glosses over this detail about Marge being right about Becky all along. Becky also expresses shock and concern for Marge when she's suddenly shot at by tranquilizers twice shortly afterwards.
• Always Someone Better: To Marge.
• Comedic Sociopathy: No-one even reacts at the revelation that she was trying to kill Marge. Then again, it's possible that everyone figured that she was being sarcastic.
• Cool Big Sis: She act like this in the Simpsons house, helping Lisa and Bart.
• Evil All Along: If Becky is telling the truth, she does admit to Marge that she was trying to kill her, but backed out because although she found a good place to bury her, she couldn't choose a shovel at the hardware store.
• Mistaken for Murderer: Marge is convinced by her sisters Patty and Selma that Becky will attempt to seduce her husband Homer and kill her. When Marge claims that Becky's planning to murder her, this leads to her being labeled insane. Subverted when turns out Becky really was trying to kill Marge...maybe.

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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• Ambiguously Related: Chuck may or may not be a relative of Principal Skinner, whose true identity is Armen Tamzarian.
• City Slicker: 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).
• Getting Crap Past the Radar: 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.
• Red Light District: If the rumor about what the establishment was called before Sneed became the owner is true, it may have been a brothel.

Season 12

Sophie Krustofsky

Voiced by: Drew Barrymore ("Insane Clown Poppy"), Natasha Lyonne ("The Nightmare After Krustmas" and onwards)

Debut: "Insane Clown Poppy"

Krusty's long-lost daughter.

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• The Bus Came Back: She reappears in "The Nightmare After Krustmas", a Christmas Episode in Season 28. After that, she more or less becomes a Recurring Character taking some sort of role in future episodes.
• Hereditary Hairstyle: She shares Krusty's cactus-style hairdo and the same hair color.
• Vocal Evolution: Due to changing voice actors, she switches from a young sounding voice, to a deeper more abrasive voice mirroring her father.

Erin

Voiced by: Tress MacNeille

Debut: "Insane Clown Poppy"

Sophie's mother, a female soldier whom Krusty had a one-night stand with during the Gulf War.

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• Action Girl: She was a former soldier who almost ended Saddam Hussein with a rocket launcher, had Krusty not interfered.
• All There in the Manual: Her name is revealed to be Erin in The Krusty Book of the Simpsons Library of Wisdom series.
• Berserk Button: As a result of her experience with Krusty, Erin came to hate clowns, and filled her apartment with artwork showing them being tortured and killed.
• No Name Given: She's never referred to by name in "Insane Clown Poppy", but it has since been revealed through The Krusty Book.

L.T. Smash

Voiced by: Hank Azaria

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.

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• Bitch in Sheep's Clothing: He doesn't appear to be evil at first.
• Disproportionate Retribution: He decides to blow up Mad Magazine just because they wanted to do a spoof of the band. Even more, the boys themselves take the "insult" as a compliment.
• Louis Cypher: Parodied. His name isn't L.T. Smash, it's Lieutenant (Lt.)... L.T. Smash.
• Meaningless Villain Victory: 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: Kathy Griffin

Debut: "Bye Bye Nerdie"

• Androcles' Lion: Subverted. When Lisa sees her eating lunch alone, she goes over and introduces herself. Francine immediately punches her.
• The Bully: A female example. She is an interesting case, as it's revealed that she's a bully because she has an adverse reaction to the sweat that emanates from nerds. It's shown that this also affects Nelson (Lisa demonstrates by swabbing nerd sweat on boxer Drederick Tatum and Nelson compulsively begins beating him).
• Huge Schoolgirl: She is heavyset.
• Living Prop: She has made a few cameos throughout the series.

Dr. Joan Bushwell

Voiced by: Tress MacNeille

Debut: "Simpson Safari"

A renowned animal researcher who lives among the chimps.

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• Bad People Abuse Animals: Joan Bushwell turns out to be guilty of this when it's revealed she's been using the chimps she's supposedly been researching to run a diamond mine within her refuge to make herself rich.
• Broken Pedestal: Lisa says that Joan Bushwell's research has really inspired her when they first meet. At the end of the episode, Lisa is disgraced by the revelation that she's actually using the chimps to run a diamond mine, and is the only one to leave Africa without any diamonds.
• No Celebrities Were Harmed: She's a spoof of Dr. Jane Goodall, who lives among the chimps to conduct her research.
• Sanity Slippage: Dr. Bushwell admits that she snapped due to crushing loneliness and greed.
  "No! Don't put me away. I'll give you diamonds. Everybody wants diamonds. Diamonds will make everything all better. Diamonds! Diamonds!!!"

Linguo

Voiced by: Hank Azaria

Debut: "Trilogy of Error"

Linguo is a grammar-correcting robot created by Lisa for the science fair.

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• Died in Your Arms Tonight: After being reduced to just a head, he "dies" in Homer's hands.
• Dies Wide Open: His eyes are open as he "dies". Homer respectfully closes them.
• Electronic Speech Impediment: After being reduced to just a head, his final words are "Linguo is dead..." with "dead" being slowed down and deepened as he "dies".
• Explosive Overclocking: Being exposed to the Springfield Mafia causes Linguo to undergo a, quote, "bad grammar overload" which makes him short circuit and start sparking.
• Grammar Nazi: A benign version.
• Mourning a Dead Robot: After Linguo "died", Homer respectfully closed his eyes.

Lugash

Voiced by: Dan Castellaneta

Debut: "Children of a Lesser Clod"

A gymnastics instructor.

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• Defector from Commie Land: Inverted. He defected to East Germany during the Cold War.
• Hair-Trigger Temper: "Lugash must go to anger management class. WORTHLESS...ANGER MANAGEMENT CLASS! I HATE IT SO MUCH!"
• No Celebrities Were Harmed: He is inspired by former U.S. gymnastics coach Béla Károlyi, who also has his own gym.

The Singing Hobo

Voiced by: Hank Azaria

Debut: "Simpsons Tall Tales"

The Singing Hobo is a hobo who lives in a train carriage and swaps stories for sponge baths.

Season 13

Gloria

Voiced by: Julia Louis-Dreyfus

Debut: "A Hunka Hunka Burns in Love"

The ex-wife of Snake Jailbird and the ex-fiancée of Mr. Burns.

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• All Girls Want Bad Boys: 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! I once blotted out the sun!".
• May–December Romance: She was dating Mr. Burns. She's in her late 20s or early 30s while he is probably over 100 years old.

Waylon Smithers, Sr.

Voiced by: Hank Azaria ("The Blunder Years"), Harry Shearer ("To Cur With Love")

Debut: "The Blunder Years"

The late father of Waylon Smithers and Mr. Burns's personal assistant when the Springfield Nuclear Plant first opened in the 1970s.

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• Heroic Sacrifice: He died saving Springfield from a meltdown.
• Strong Family Resemblance: Looks like his son only with a mustache and later male pattern baldness.

Gabriel

Voiced by: Delroy Lindo

Debut: "Brawl in the Family"

Gabriel is a council worker who is employed to keep the Simpson family together.

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• Magical Negro: Homer thinks Gabriel is an angel, much to Gabriel's annoyance.
• "The Reason You Suck" Speech: Gabriel gives a very succinct, powerful one after telling Homer he has a lot of problems. It's also the only time he raises his voice:
  Homer: Which is society's fault because-
  Gabriel: It's your fault!
• Screw This, I'm Outta Here: When he sees Homer's Vegas wife.
  Gabriel: Your seed should be wiped from the Earth!

Garth Motherloving

Voiced by: Ben Stiller

Debut: "Sweets and Sour Marge"

The owner of Motherloving Sweets and Sugar Company.

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• Corrupt Corporate Executive: The very concept of corporate ethics is completely alien to him.
• Jerkass: He is a total jerk.
• Sarcasm Mode: His "agreeing" to Marge's suggestions.

Greta Wolfcastle

Voiced by: Reese Witherspoon

Debut: "The Bart Wants What It Wants"

The daughter of famous actor Rainier Wolfcastle.

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• Operation: Jealousy: Develops a crush on Bart, but he is Oblivious to Love so she tries to date Milhouse to make him jealous.
• Rescue Romance: She develops a crush on Bart when he saves her from two bullies.

Zelda

Voiced by: Olympia Dukakis

Debut: "The Old Man and the Key"

Zelda is the elderly woman with whom Abe falls in love.

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• Bitch in Sheep's Clothing: She only dates Grandpa because he's regained his driver's license.
• Evil Counterpart: 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.
• Gold Digger: Only wants guys with cars.
• Humiliation Conga: She is publicly humiliated in Branson, Missouri when Abe and Charo call her a hoochie in front of a huge crowd. He even gets the crowd to chant "Hoochie, Hoochie" to further twist the knife.

Los Souvenir Jacquitos

Voiced by: Hank Azaria and Harry Shearer

Debut: "The Old Man and the Key"

Elderly Latino men that wear souvenir jackets.

Ronaldo

Voiced by: Tress MacNeille

Debut: "Blame It On Lisa"

A poor 8-year-old orphan Brazilian boy that Lisa supports.

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• Conveniently an Orphan: Lampshaded. Ronaldo says he has the money to help the Simpsons because he doesn't have parents to take it from him, like so many child stars in America do.
  Ronaldo: I make as much as Malcolm in the Middle, and because I have no parents, my earnings remain un-stolen.

Brazilian Kidnappers

Voiced by: Hank Azaria and Harry Shearer.

Debut: "Blame It On Lisa"

• Affably Evil: Unlike César and Ugolin, they're actually quite friendly.
• Lima Syndrome: Develops this towards Homer, who has Stockholm Syndrome towards them, even compiling a scrapbook for his kidnapping.
• No Name Given: Their names are unknown.

Tina and Carrie

Voiced by: Tress MacNeille and Pamela Hayden

Debut: "Little Girl in the Big Ten"

Two girls that Lisa meets while taking private gymnastic lessons with Lugash.

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• Older Than They Look: They're college-aged, but look like 8-year-olds due to their small height.

Season 14

Audrey McConnell

Voiced by: Tress MacNeille

Debut: "Bart vs. Lisa vs. the Third Grade"

The third grade teacher at Springfield Elementary School.

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• 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.
• Jerkass Has a Point: No doubt it was mean of her to call Miss Hoover an 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.
• Living Prop: Being one of the teachers, she's made a few cameos.
• Sadist Teacher: Despite her upbeat demeanor, she penalizes students who tattle and moan (even if they're A-students), shows no sympathy towards those who cry, and initially pairs up students who clearly do not get along at all, causing even more friction in the class.

Frank Grimes, Jr.

Voiced by: Hank Azaria

Debut: "The Great Louse Detective"

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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• Revenge: He attempts to kill Homer because thinks that Homer "killed" his father by driving him insane.
• Strong Family Resemblance: He is identical to his father.

Dexter Colt

Voiced by: Hank Azaria

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: Marisa Tomei

Debut: "A Star Is Born-Again"

A movie star who falls in love with Ned Flanders.

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• Alliterative Name: Sara Sloane.
• Ambiguously Bi: Her demand to have no nudity in a film gets through the director if she's okay with kissing a girl. She agrees without a second thought.
• Commitment Issues: Sara is reluctant to marry Ned because she doesn't want to be "tied down".
• Expy: Of Notting Hill's Anna Scott, although the animators based her physical appearance on Sharon Stone.
• I Choose to Stay: Subverted. When Sarah asks Ned to join her in Hollywood and Ned declines, she chooses to stay in Springfield. But when Ned pressures Sara for marriage, they break up and she returns to Hollywood.
• Love Cannot Overcome: 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.
• Ms. Fanservice: She wears revealing fashion and acts in nearly topless roles for a romantic film. At a concert she wears a red Sexy Backless Outfit with a Navel-Deep Neckline, gaining even more attention from men and has only a Modesty Bedsheet on after sleeping with Ned.
• Navel-Deep Neckline: 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 tying it around her waist, which pushes her bosom out even more.
• Shout-Out: Sara's name is probably a pun on actress Sharon Stone, to whom she bears a slight resemblance.
• Single Woman Seeks Good Man: Sara Sloane is attracted to Ned's down-to-earth nature, and almost marries him.

Luke Stetson

Voiced by: Jonathan Taylor Thomas

Debut: "Dude, Where's My Ranch?"

Lisa's thirteen-year-old boyfriend at the Lazy I Ranch.

Season 15

Edwina

Voiced by: Jane Leeves

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: Dan Castellaneta

Debut: "The Regina Monologues"

• Abandoned War Child: Abbey is the daughter of Edwina, a woman with whom Abraham Simpson briefly had a relationship while he was stationed in England during World War Two. Abbey is the result of that relationship.
• Distaff Counterpart / Uncanny Family Resemblance: She looks like Homer in drag, or the woman Bart mistakes for Homer in "Brother From The Same Planet".

Gina Vendetti

Voiced by: Sarah Michelle Gellar

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.

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• Broken Bird: She's got no family and has been stuck in juvenile hall for a LONG time.
• Heel Realization: Gina has one when she and Bart are arrested, and told that Bart will stay in juvenile hall even longer because of her. It inspires her to confess to Lou and Eddie that she was the one behind the escape.
• Jerk with a Heart of Gold: Gina is a vicious and cruel delinquent, and is not only willing to lie to get Bart in trouble, but threaten and attack him a few times. However, it turns out her anger is due to having no family, and when she learns what Bart will go through because of her, she confesses to forcing him to make a prison break.
• Manipulative Bitch: Gina claims she can act all sad to make Bart take the blame for their escape. After seeing her act, Bart claims he is screwed.
• Meaningful Name: Gina's surname of Vendetti is a clear pun on "vendetta", which is Italian for "revenge", referring to her vicious and manipulative nature.
• Tsundere: She kisses Bart, punches him again, hugs him, cries, and then punches him again. Bart is very confused by this girl.

Season 16

Chloe Talbot

Voiced by: Kim Cattrall

Debut: "She Used to Be My Girl"

She is a famous, Peabody Award-winning reporter from the Global Television Network.

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• Intrepid Reporter: Even reporting on top of an erupting volcano doesn't scare her.
• Self-Made Woman: Chloe went to high school with Marge and the two were best friends. They were both star reporters and had promising futures, however Marge decided to stay with Homer, while Chloe abandoned her sweet-heart (Barney Gumble) for success. She would later return to Springfield as a successful reporter.

Goose Gladwell

Voiced by: Hank Azaria

Debut: "Fat Man and Little Boy"

The owner of Goose's Gags and Gifts.

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• Alliterative Name: Goose Gladwell.
• Beware the Silly Ones: Eccentric demeanor notwithstanding, Goose is more intelligent than he lets on.
• Captain Ersatz: Of Gene Wilder's portrayal of Willy Wonka in Willy Wonka & the Chocolate Factory.
• Older Than They Look: He looks like he's in his 30s, but says he went insane while serving in Vietnam, which would put him in his 50s at the time the episode originally aired.
• Shell-Shocked Veteran: Apparently, Gladwell was driven nuts in Vietnam.

Canadian Flanders

Voiced by: Dan Castellaneta

Debut: "Midnight Rx"

A Canadian counterpart for Ned Flanders.

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• Evil Counterpart: Ultimately, Ned views him as such after he offers him a marijuana joint, saying "It's legal here".
  Ned: (glares at him) They warned me Satan would be attractive. Let's go!
• Identical Stranger: Looks just like Ned only with lighter brown hair.
• Palette Swap: Of Ned's normal outfit.
• Verbal Tic: He also says "diddly" and "doodley". He and Ned converse almost exclusively in "diddlys" and "doodleys", perplexing Homer and Apu.

Madam Wu

Voiced by: Lucy Liu

Debut: "Goo Goo Gai Pan"

The adoption center worker who battles with Selma Bouvier when she tries to adopt her baby.

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• Disappeared Dad: Madam Wu's dad died from choking on a ping pong ball one day before the Heimlich Maneuver was invented.
• Obstructive Bureaucrat: She acts like a Jerkass to Marge and the family, and takes Ling from Selma when she learns about how she is not married to Homer. However, she eventually relents as since her mom raised her alone, Selma herself can raise Ling.

Jenda

Voiced by: Amy Poehler

Debut: "Future-Drama"

Jenda (formerly Jenda Simpson) is Bart's future girlfriend and eventual ex-wife.

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• Interspecies Romance: After being divorced from Bart, she gets a new partner called Jerry that is an Alien expy.
• Jerkass: In "Future-Drama", she gives Bart an ultimatum: staying and having sex with her or saving Lisa's future.
• The Load: She comes across as this a lot of the time as the futures where Bart ends up with her end up turning out far worse for him then the futures where he doesn't.
• Recurring Character: In the "Future" episode trilogy.
• Ugly Guy, Hot Wife: With Bart in "Days of Future Future". Though Bart is not really ugly, just slovenly.

Ray Magini

Voiced by: Ray Romano

Debut: "Don't Fear the Roofer"

A roofer who Homer ends up being friends with.

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• Ink-Suit Actor: Ray Magini is voiced by Ray Romano and is designed to look like and talk like Ray Romano.
• Not-So-Imaginary Friend: Homer struggles to convince everybody of Ray's actual existence.
• Significant Anagram: "Ray Magini" is an anagram of "imaginary", as Lisa points out in the end.

Scammer and Z-Dawg

Voiced by: Hank Azaria and Dan Castellaneta

Debut: "The Heartbroke Kid"

A hip-hop snack mascot duo.

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• The Man Is Sticking It to the Man: Lindsey Naegle describes them as "spokesrebels".
  Scammer: Yo, don't flava hate, participate!
• Vengeful Vending Machine: Bart destroys them and takes their money.
  Z-Dawg: Dude, you've changed!
  Scammer: Yo, I'm gonna cap a pop in yo ass!
  (starts shooting soda cans)

Tab Spangler

Voiced by: Albert Brooks

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.

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• Bunny-Ears Lawyer: He has some serious mental issues, but is an effective weight-loss coach.
• Drill Sergeant Nasty: He's a retired US Marine turned weight loss coach, making him both variants. One exercise he has patients perform is pulling him on a chariot while he whips them.
• Jerk with a Heart of Gold: An abrasive coach, but he cares about Bart's personal well-being.

Vicky and Katja

Voiced by: Pamela Hayden and Tress MacNeille

Debut: "Home Away from Homer"

Two supposed university students that rent a room from Ned Flanders, but actually use it to post sexy livestreamed videos.

Coach Clay Roberts

Voiced by: Hank Azaria

Debut: "Home Away from Homer"

A wrestling coach who moves next door to the Simpsons after Ned sells his house to him.

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• Jerkass: He quickly asserts himself and treats Homer very poorly.
• Jerk Jock: He is a wrestling coach. He moves away at the end of the episode after Ned overpowers him.

Father Sean

Voiced by: Liam Neeson

Debut: "The Father, the Son and the Holy Guest Star"

Season 17

Tammy

Voiced by: Lily Tomlin

Debut: "The Last of the Red Hat Mamas"

The leader of the Cheery Red Tomatoes, a women's society.

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• 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

Voiced by: Maria Grazia Cucinotta, Tress MacNeille in "Funeral for a Fiend"

Debut: "The Italian Bob"

She is Sideshow Bob's wife and is Italian. They have a son named Gino.

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• Chuck Cunningham Syndrome: She and her son disappear after their second appearance in "Funeral for a Fiend" with no mention of where they went (for the record, Bob has appeared several times since).
• Face–Heel Turn: At first she knew nothing of her husband's multiple murder attempts. When she does become aware, she helps Bob try to kill the Simpsons family.
• Happily Married: With Bob.
• Impossibly-Low Neckline: She has an off-the-shoulder top with a considerable amount of cleavage showing.
• Ink-Suit Actor: Her design may be based on her voice actress Maria Grazia Cucinotta.

Gino Terwilliger

Voiced by: Tress MacNeille

Debut: "The Italian Bob"

• Ax-Crazy: Like father, like son.
• Bad People Abuse Animals: His first episode ends with him trying to kill butterflies.
• Chuck Cunningham Syndrome: He and his mother disappear after their second appearance in "Funeral for a Fiend" with no mention of where they went (for the record, Bob has appeared several times since).
• Enfant Terrible: He may be cute but he's quite deadly.
• Hereditary Hairstyle: His hair looks similar to Sideshow Bob's hair (resembling a palm tree).
• Overlord Jr.: He even has the look to match!

Mason Fairbanks

Voiced by: Michael York

Debut: "Homer's Paternity Coot"

A treasure hunter. He is 66 years old.

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• Luke, I Am Your Father: Subverted. Homer tracks him down after he discovers old love letters written by Fairbanks to his mother, Mona, and begins to believe he may be his biological father. The paternity test reveals Fairbanks to be Homer's father, but at the end of the episode, Abraham admits to having switched the DNA samples, wanting to preserve the happiness Homer had been feeling with Fairbanks.

Charles Heathbar

Voiced by: Ricky Gervais

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.

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• Because You Were Nice to Me: Charles soon falls in love with Marge as she's much kinder than his real wife Verity.

Verity Heathbar

Voiced by: Ricky Gervais

Debut: "Homer Simpson, This Is Your Wife"

Charles' wife.

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• Domestic Abuse: She went onto Mother Flippers to disgrace and punish her husband. She criticizes everything Charles and her son, Ben, does.

Melanie Upfoot

Voiced by: Frances McDormand

Debut: "Girls Just Want to Have Sums"

The temporary principal of Springfield Elementary. She split the school into two groups: boys and girls.

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• Straw Feminist: Melanie is a sexist woman, favouring the girls and not caring in the slightest about the boys. She lets the boys' side of the school get dirty and look like a gang scene in a ghetto neighborhood, with broken equipment. She also has a cage door put in the back of the bus for boys to travel like criminals, while the girls ride normally.

Tabitha Vixx

Voiced by: Mandy Moore

Debut: "Marge And Homer Turn A Couple Play"

Tabitha is the wife of Buck Mitchell and also a pop singer and celebrity in Springfield.

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• Dude Magnet: It appears Tabitha can attract males of any age, as Bart seems to show slight attraction when she uses the lamp as a pole-dancing pole.
• Lust Object: Lampshaded several times in the episode.
  Homer: "Buck, you've got a beautiful woman with a hot body that any man would fantasize about even while making love to his own Marge".
• Ms. Fanservice: So much so that in her show a sign warns "first ten rows may get horny".
• Shameless Fanservice Girl: The source of her marriage problem. Tabitha apparently likes showing off her body in public during her performance, which gets her husband Buck really angry.

Buck Mitchell

Voiced by: Hank Azaria

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.

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• Crazy Jealous Guy: 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.
• Lovable Jock: A baseball player for the Springfield Isotopes that genuinely loves his wife.

Season 18

Michael D'Amico

Voiced by: Tress MacNeille

Debut: "The Mook, the Chef, the Wife and Her Homer"

Fat Tony's son.

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• Creepy Child: Is the son of a mob boss who poisons a rival family when they shoot his dad.
• Early-Bird Cameo: Fat Tony was said to have a son called Michael back in Season 16.
• Expy: Of Michael Corleone from The Godfather.
• I Am Not My Father: Starts off playing this straight then subverts it.
• I Just Want to Be Normal: He does not wish to follow in his father's footsteps and go into the family business of "waste management".
• Lonely Rich Kid: 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.
• Missing Mom: His mother Anna Maria died when he was younger, according to his father it was "for natural causes".
• Overlord Jr.: Is set to become the head of the Springfield Mafia when he grows up.
• Supreme Chef: He has a passion for cooking and is a great chef. His food is said to be really good even though he's afraid to tell his father.
• I Surrender, Suckers: Invites a rival mob family to dinner to make peace with them then poisons them.
• Shrinking Violet: Very awkward around people, made even worse when he becomes The Dreaded.

Darcy

Voiced by: Natalie Portman

Debut: "Little Big Girl"

A girl from North Haverbrook. Bart gets a crush on her.

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• Teen Pregnancy: Bart dates her, but shortly Darcy reveals that she is one of these. The father is apparently a Norwegian exchange student, who went back to "Norwegia".
• Noodle Incident: See Took a Level in Jerkass. Also apparently she is dating Jimbo Jones.
• Took a Level in Jerkass: In "Moonshine River" for some unspecified reason she tells Bart to "Drop Dead" and tries to slam the door on his face. It's unknown what really happened between them after the events of "Little Big Girl".

Dark Stanley

Voiced by: Dan Castellaneta

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.

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• Ax-Crazy: He chased after a bunch of kids with a meat cleaver and chopped them up.
• Once Done, Never Forgotten: He never graduated college, and years of being mocked for it by kids drove him mad.
• Real After All: Subverted. The end of the episode seems to imply that Stanley may or may not have been real. If he exists, it may not be in the way Bart told the story.
• Would Hurt a Child: He killed over a dozen.

Dr. Stacey Swanson

Voiced by: Meg Ryan

Debut: "Little Big Girl"

A psychiatrist, whom Principal Skinner makes Bart go see for five sessions.

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• Dramatic Irony: Bart is sent to therapy for scaring children with tales of "Dark Stanley", a Lethal Chef who cannibalizes kids. When Dr. Swanson sees her own psychiatrist, it is revealed during their session that "Dark Stanley" is in fact real and killed her own son.
• The Shrink: Of the awesome type. Bart develops a close bond with her and when his sessions end, he starts to miss the time he spent with her and enters into a state of depression in which he talks about his problems to an empty chair while lying on his bed. Marge, worried, pays for one more session with Dr. Swanson. When it ends, Bart feels that he has been able to get everything off his chest.

Joe LaBoot

Voiced by: Hank Azaria

Debut: "The Boys of Bummer"

A retired baseball player who dropped an easy catch a long time ago.

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• Butt-Monkey: 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, he bullies the kid to the point of tears, which eventually contributes to his attempted suicide.
• Pet the Dog: When Bart attempts suicide by jumping off the water tower and everyone worries for him, LaBoot tries to catch him, only to miss.

Paris Texan

Voiced by: Tress MacNeille

Debut: "Homerazzi"

The Rich Texan's daughter.

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• Comedic Shotacon: She is seen making out with Milhouse.
• No Celebrities Were Harmed: Of Paris Hilton.

Season 19

Colby Krause

Voiced by: Stephen Colbert

Debut: "He Loves to Fly and He D'ohs"

The life coach Marge hires to help Homer get a more successful job.

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• Ink-Suit Actor: The character's appearance is based on his voice actor, Stephen Colbert.

Julia

Voiced by: Maya Rudolph

Debut: "The Homer of Seville"

Homer's manager after he becomes a famous opera singer.

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• Badass Biker: Her first appearance is on a motorcycle, saving Homer and Marge from an mob of fans.
• Bitch in Sheep's Clothing: At first, Julia appears to be a polite and friendly woman, but upon developing her obsession with Homer, she becomes ready to do anything to get his attention without Marge's awareness, then blames Homer for having harassed her.
• Ms. Fanservice / Shameless Fanservice Girl: When Julia reveals her true intentions to Homer, she strips naked and tells him that he can have her anytime he wants. Over the next few days, she keeps appearing in sexually suggestive positions.
• Revenge: While she is being sent to an insane asylum, she swears to get Marge for stopping her from trying to kill Homer.
• Stalker with a Crush: To Homer when he becomes an enormous celebrity in the opera.
• Yandere: She tries to seduce Homer multiple times, but he refuses. Not accepting refusal, she tries to kill him.

Louie

Voiced by: Matt Dillon

Debut: "Midnight Towboy"

A tow truck driver.

Dwight Diddlehopper

Voiced by: Steve Buscemi

Debut: "I Don't Wanna Know Why The Caged Bird Sings"

A criminal who robbed a bank.

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• Butt-Monkey: He was abandoned by his mother when he was a boy, he has three dye packs blow up in his face during the robbery, Marge is too nervous to visit him in prison, he escapes prison through a sewer pipe instead of the one dispensing spring water next to him, and he throws himself into the gears of the Viking ship ride to save Chief Wiggum.
• Heroic Sacrifice: Subverted. Dwight is willing to attempt one when he throws himself into the gears of the Viking ship ride at the amusement park to save Chief Wiggum. However, he somehow survives this and makes a full recovery, after having to be hospitalized.
• Parental Neglect: Dwight's mother took him to an amusement park as a child and abandoned him there. He kidnaps Marge and takes her there so he can relive the time he lost.
• Stupid Crooks: Implied. Dwight undergoes the bank robbery without gloves, a mask, or covering himself up, meaning that his DNA would be present at the crime scene and CCTV would capture him, though it probably wouldn't have made much difference due to how the Police Are Useless in Springfield.

Milo

Voiced by: Jack Black

Debut: "Husband And Knives"

The owner of "Coolsville Comics & Toys", a rival store to The Android's Dungeon.

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• Foil: To Comic Book Guy. Unlike CBG, he believes that comics should be read and enjoyed, and that his customers' opinions are just as worth hearing as his own.

Dr. Robert Terwilliger, Sr.

Voiced by: John Mahoney

Debut: "Funeral for a Fiend"

Father of Sideshow Bob and Cecil.

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• Longer-Than-Life Sentence: 87 years behind bars with his family, signaling that he'll die in prison.

Dame Judith Terwilliger (née Underdunk)

Voiced by: Tress MacNeille

Debut: "Funeral for a Fiend"

Mother of Sideshow Bob and Cecil, and a retired Shakespearean actress.

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• Drama Queen: She acts like one, just moments after her husband's "fake death" IV has fully taken effect on their son's body. Justified, since she is a Shakespearean actress herself.
• Hereditary Hairstyle: Her sons get their extremely curly hair from her.
• Longer-Than-Life Sentence: 87 years in prison with her family, meaning she'll die before she's out.
• Strong Family Resemblance: She looks like an elderly female version of Sideshow Bob.

Steffan August

Voiced by: Hank Azaria

Debut: "That '90s Show"

A professor at Springfield University and a love interest of a younger Marge.

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• Jerkass: All in all, he's a condescending and misogynistic asshole.
• Manipulative Bastard: He broke Homer and Marge up so he could have her for himself.
• Small Name, Big Ego: He acts like the ultimate authority on feminism and what women should want to do and be in life, but he's really not.
• Teacher/Student Romance: Marge fall in love with him and eventually started to imagine Homer as him. Marge left Homer for Stefane and they started dating until Marge found out he didn't want to get married at all and that he was actually not at all like her.

Donny

Voiced by: Topher Grace

Debut: "The Debarted"

An orphan from Shelbyville and a student at Springfield Elementary School.

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• The Ace: Initially proves to be better than Bart. He is also an incredibly skilled Chessmaster.
• Anti-Villain: Villain in Name Only. While he's a Manipulative Bastard and a mole who nearly got Bart a trip to the tightest juvenile detention center out there, he's not actively malevolent, making him less of a villain and more of a neutral character with a downright tragic reason to act against Bart.
• Arrogant Kung-Fu Guy: Initially acts this way towards Bart.
• Always Someone Better: Initially to Bart being a better prankster. However, it was just an act.
• Becoming the Mask: Donny and Bart become best friends, although Donny decides to leave Springfield.
• The Chessmaster: By far one of the most cunning antagonists Bart has faced in a long time.
• Child Prodigy: Even by the standards of his age, Donny is a surprisingly skilled Chessmaster, being able to outwit Bart on many occasions.
• Dark and Troubled Past: While much of his past is unknown, he is ultimately an orphan who grew up in the Shelbyville orphanage.
• Hair of Gold, Heart of Gold: His hair is ash blonde, and he's not exactly a terrible person, as shown when she saves Bart at the end of the episode.
• Ink-Suit Actor: He resembles his voice actor Topher Grace, albeit in child form.
• The Mole: He originally worked for Skinner and Chalmers. His goal was to enter Bart's circle of friends to snitch on Bart's plans.
• The Rival: To Bart, at least initially.

Royce Lumpkin

Voiced by: Karl Wiedergott

Debut: "Papa Don't Leech"

The long-lost father of Lurleen Lumpkin.

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• Hoist by His Own Petard: When the Dixie Chicks learn of the theft, they join with Lurleen in beating up Royce with their instruments.
• Jerkass: He not only re-abandons Lurleen, but also steals her new song "My Daddy's Back", rewrites the lyrics and gives it to the Dixie Chicks as "America's Back", telling them that he wrote the song. This backfires as described above.
• Parental Neglect: To Lurleen. Royce abandoned her when she was four years old. He doesn't reappear in her life until thirty years later, when Marge Simpson tracks him down. They have a joyous father-daughter reunion, which inspires Lurleen to write a song called "My Daddy's Back". All too soon, however, Royce reverts to type and abandons Lurleen again.

Season 20

Simon Woosterfield

Voiced by: Nancy Cartwright

Debut: "Double, Double, Boy in Trouble"

A rich boy who looks exactly like Bart.

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• Identical Stranger: He looks exactly like Bart (who describes Simon as a "nerd version of himself")
• Prince and Pauper: Bart swaps places with Simon... whose siblings are trying to kill him.
• Wouldn't Hit a Girl: When Lisa, who suspects that he is not Bart, hits him, she tells him Bart would have hit her back in retaliation.

Alberto

Voiced by: Hank Azaria

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.

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• Camp Straight: He acts very flamboyant but is apparently straight.

Sylvia

Voiced by: Tress MacNeille

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: Emily Blunt

Debut: "Lisa the Drama Queen"

A girl who Lisa befriends.

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• Cloudcuckoolander: She likes roleplaying and has an overactive imagination, preferring to live in her fantasy world rather than the real one.
• Pseudo-Romantic Friendship: With Lisa. In their fantasy world, they're the two queens who rule over the land of Equalia. And then they run away together when Marge, fearing that their friendship is having a bad effect on Lisa, attempts to separate them. Adding to that, their episode is based on the plot of Heavenly Creatures, in which the girls ARE budding baby lesbians.

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