Born without arms or legs and works at a poison factory owned by Globocide. Despite his deformities he is very chipper and sunny, and is modeled after various fathers from 1950s TV shows.
- Bumbling Dad: His naive nature keeps him from actively standing up to the Hill people and helping his family deal with their ilk.
- Cloudcuckoolander: In the episode where it's revealed Helga's parents are missing, she mentioned the last time they sent her money it was blue and red. Pickles joked that they were probably in Candyland before Bob goes on to explain that Candyland uses a barter system so if Helga's parents actually were there, they'd have sent Helga candy canes or gumdrops instead of paper money. All Pickles can do is pat Bob's head and say "My poor baby."
- Good People Have Good Sex: He and Pickles love each other so much that they have sex constantly. It also helps their son Milo sleep.
- Gosh Dang It to Heck!: Constantly.
- Groin Attack: In the episode "Please Be Genital", Bob went to a strip club to celebrate a co-worker's bachelor party, and wound up on stage with a dancer. Despite warnings that "My boys are on the ground floor", the dancer stomps on Bob's groin. As a result, Bob has to abstain from sex for the next two weeks in order to properly recover.
- Happily Married: With his wife Pickles, to the point where they have sex every morning and night.
- Horrible Judge of Character: It will take a lot for Bob to finally notice just how horrible certain people can be.
- Naive Everyman: Bob's optimism sometimes shifts into blind naivety to the point that Pickles has to bring him to his senses. Overall, he seems to think the world is a much kinder, gentler place than it actually is.
- The Pollyanna: Despite having no limbs and being stuck in a dead-end job, he's very optimistic.
- Tiny Guy, Huge Girl: He's smaller than his wife Pickles, and only reaches up to her waist in height.
A chain smoking alcoholic who was originally a Hill resident but moved to the valley after marrying Bob. All her hair has since fallen out due to the hazardous atmosphere of The Valley, and she is now regarded as an outcast by her former Hill friends. While not bitter about losing her privileged life, she often expresses disdain towards her self-centered former neighbors in the Hills.
- Action Mom: In "Heroine Addict", she risks her life to save her daughter Beth.
- Bald Woman: She lost her hair due to the exposure to the pollution of the Valley.
- Beehive Hairdo: Well wig, but it does resemble a tall beehive. A flashback episode even reveals she had very tall hair as a teenager, resembling one of the Debbies.
- Closer to Earth:
- Pickles is arguably more grounded in reality than Bob is (despite being a drunk) and acts as a voice of reason when his optimism shifts into blind naïveté. She voices her contempt regarding how the Hill people treat Valley folk, is more than aware of what assholes the Debbies, Jared, and Blaine are, and recognizes that Miss. Hubbard, a gun toting, bible thumping spinster, is the last person who should be giving out advice on childcare.
- It's implied, if Milo and his siblings inherited anything from Pickles, it's her sense of reality compared to how Bob views the world.
- Fallen Princess: She was a rich girl from the Hills who married and moved in with a Valley boy.
- Good People Have Good Sex: She and Bob love each other so much that they have sex constantly. It also helps their son Milo sleep.
- Good Smoking, Evil Smoking: Is sometimes seen with a cigarette in hand. She's also one of the nicer Valley residents and (mostly) a good mother to her kids.
- Happily Married: With her husband Bob, to the point where they have sex every morning and night.
- Lady Drunk: She's an alcoholic. Despite it, she can be her family's Only Sane Man at times.
- Mama Bear: Don't mess with her kids.
- Parents as People: She honestly does try to help her kids as much as she can, granted she isn't totally smashed or high at the time.
- Riches to Rags: Willingly gave up her money and privileges to marry Bob and live in the Valley. She's totally fine with this change, since most of her former Hill neighbors were assholes.
- Tiny Guy, Huge Girl: She's taller than her limbless husband Bob, who only reaches up to her waist in height.
- Uptown Girl: She's the "uptown girl" in question. A former Hill resident who gave up her wealth and luxurious life to marry the limbless Bomb and live the hazardous Valley.
17-year-old conjoined twins who are attached at the waist and share a middle leg. Biff is a hard worker obsessed with sports, while Chip is more laid back. Biff and Chip each occasionally go into "trances" to give the other brother privacy.
- Ambiguously Gay: It is frequently implied that Biff is gay and attracted to their coach (in fact, a DVD-exclusive special about how the show was created stated that Biff was gay and Chip was straight).
- Bi the Way: Although Biff is implied to be attracted to his coach, at other times the two brothers are seen lusting after girls together.
- Big Brother Bully: On occasion, they pick on Milo.
- Conjoined Twins: They are joined at the waist and share a middle leg.
The youngest son and the series' protagonist. Often referred to by other kids as a psycho, he is afflicted with numerous mental and social disorders and is on "everything from Ritalin to Rogaine." Despite his afflictions, he is a very forthright and benevolent boy, though he envies the Hill lifestyle and wishes to rise above his economic status.
- Attention Deficit... Ooh, Shiny!: When he claims to have recovered from his mental disorders while at the dinner table, his father asks if that includes his Attention Deficit Disorder only to see his son now playing with a butterfly outside.
- Keet: He's loud, hyperactive, and kind of adorable.
- Loser Protagonist: Many of the episodes focus on him and you can't sink any lower if you live in a place as crappy as the valley part of Hill Valley.
- Mad Eye: Also Twitchy Eye from time to time.
- The Mentally Disturbed: A comedic example. According to one episode, Milo has every childhood ailment from Attention Deficit Disorder to "foamy diarrhea" (caused by eating a lot of soap) and has been put on every medication from Ritalin to Rogaine.
- Nice Guy: Despite his numerous disorders, he usually tries to be a good kid who helps out his friends and family while attempting to rail against the indignities heaped upon them by the Hill folk.
- Only Sane Man: He's one of the few characters in the show who questions the absurdities and injustices around him.
The youngest child and only daughter, and has a warty, elongated growth growing out of her head (which comes from bovine growth hormones according to the episode "Pickles' Little Amazons", where Beth asks the supermarket butcher for flank steaks with no bovine growth hormones because "I don't need another one of these"). Despite her appendage, she appears to be significantly better adjusted than the rest of her family.
- Black Bead Eyes: Her eyes are black dots.
- Companion Cube: Slowie, which is apparently a bondage whip made to look like a doll.
- Deliberately Cute Child: She often uses her cuteness so she can get her way.
- Little Miss Snarker: Can be somewhat snarky when she feels like it. While shopping in a supermarket, she tells the butcher in the deli section to not give her anything with beef growth hormones, pointing to her growth and muttering "I don't need another one of these."
- No Mouth: It just vanishes when she isn't talking (most of the time).
- Only Sane Man: "Girl" in her case. Aside from the growth on her head, she seems normal when compared to the rest of her family.
- Outnumbered Sibling: All of her older siblings are guys.
- True Blue Femininity: She wears a blue dress.
The one-lungednote family cat who chain-smokes cigarettes and wears an uninterested, deadpan expression.
- Body Horror: He coughs up a lung in the pilot episode.
- The Stoic: Most of the time he has a deadpan expression.
- Not So Stoic: He was noticeably horrified by all those female cats in heat coming after him in "Father of the Bribe."
- Partially Civilized Animal: He acts like an actual cat for the most part, but somehow smokes cigarettes.
Milo's narcoleptic dog, a result of perfume used on him during his tenure as a test animal at Globocide.
A fat, toad-like girl who will eat virtually anything. She lives in a fantasy world, believing that she is pretty and popular and that the "Debbies'" actually like her (she seems to stubbornly believe this, as when told that the Debbies hate her, she covered her ears, shut her eyes, and started stomping around humming very loudly).
- Big Eater: She's pretty much obsessed with food.
- A Day in the Limelight: In "Milo, Interrupted" and "Flush, Flush, My Sweet Helga."
- Double Standard: Abuse, Female on Male: Subverted. In "Milo, Interrupted" she kidnaps Milo when she believes he's spurned her and then ties him to a chair so she can repeatedly kiss him. She gets arrested and Milo is clearly freaked out by the situation, but he forgives her because he knows Helga's acting out due to her parents being gone.
- Extreme Omnivore: She'll even eat dog food, and one episode showed her luring a live squirrel into her mouth using an acorn on her tongue.
- Fan Disservice: She is seen naked in the episode "Bucketheads".
- Formerly Fit: According to Milo, Interrupted, she was skinnier, however, due to eating discarded wedding cakes to survive after her parents disappearing, she became as fat as she is now.
- Freudian Excuse: The disappearance of her parents seems to be the cause of her being a delusional Extreme Omnivore.
- With no one to provide for her she began to steal discarded wedding cakes, and since those were the only things she could steadily eat on a daily basis she quickly grew obese. She'll now eat any and every type of food she gets her hands on because it was extremely difficult for her to find anything else to eat.
- Pretending her parents were still around made it easier to live without them being there, and she gradually developed a bigger fantasy world once people started mocking her for her obesity and eating habits.
- Girlish Pigtails: She wears braids.
- Gonk: She's fat, has nostrils but no nose, and huge, frog-like eyes.
- I Reject Your Reality: She lives in a fantasy world where she's thin and beautiful, has hundreds and hundreds of boyfriends, and the Debbies are her best friends.
- Lighter and Softer: The cartoon depicts her as upbeat and in denial about her lowly status, in contrast to the book Creepy Susie And 13 Other Tragic Tales For Troubled Children, which depicts her as bullied, unhappy, and lonely. She worships the Debbies in the cartoon, but kills them in their sleep and eats all their pizza crusts in the book.
- Parental Abandonment: Though not intentionally. Her parents went on vacation to Europe and their plane crashed, where they had to resort to cannibalism to survive until Milo sparked new interest in finding them.
- Panty Shot: Her white panties can be seen whenever she bends over.
- Punny Name: Of "Hella Fugly."
- Vocal Dissonance: How many girls sound like boorish middle-aged men (despite that the voice of Helga is actually a woman)?
A girl who speaks with a deadpan French accent and appears to float instead of walk, as her legs are never shown. She is obsessed with death, and has a problem with pyromania, but it has been revealed she does enjoy hula hoops (even though her stiff movements make it physically impossible for her to use one).
- Creepy Good: She's a good person, but also has a macabre air.
- Dark Is Not Evil: While sinister, she's just as good-natured as the rest of the Valley people.
- Demoted to Extra: Believe it or not, a lot of the cast debuted in a book titled Creepy Susie and 13 Other Tragic Tales for Troubled Children. Mind you, she's only significant on the title and cover as it's an Anthology, but it's still kind of fascinating that it's her specific and not the Oblong children.
- Establishing Character Moment: In the first episode. When the Hill Kids fail to burn down Milo's clubhouse, Susie does so herself, questioning her friends when they stare upon her uncomfortably.
- Eerie Pale-Skinned Brunette: She has black hair, pale skin, and rather creepy behavior.
- Goth: She dresses in black and acts very solemn most of the time.
- Gratuitous French: She can be heard mumbling this at times.
- Nightmare Fetishist: Her very first line on the show was, "Drowning is my third favorite way to die, but they are all good."
- Nightmare Fuel Station Attendant: Her very nature makes her quite scary and disturbing at times.
- The Stoic: She tends to have a deadpan expression on her face. One time when this is played with — when she says "Whee, whee. What, can't I have a little fun?" — the "Whee's" are in her usual Creepy Monotone.
A one-breasted girl who lacks a lower jaw, causing her to spit and talk with a lisp. Despite her deformities, Peggy is incredibly cheerful and upbeat.
- Has Two Mommies: Gender-inversion. Her parents are shown to be a gay couple in "Bucketheads".
- No Mouth: Well, no lower jaw, none that is visible, anyway.
- Plucky Girl: She is always certain that things will turn out better for the Valley people eventually.
- The Pollyanna: She tends to always be bright and chipper.
- Speech Impediment: Her very pronounced lisp.
A boy saddled with a dangling, doubled posterior. Standard underwear will not fit him, so he wears his grandmother's old bra like backwards suspenders. He is also known to habitually probe his nose and ears with his finger.
Bob's rich and snobby boss. He represents the power and arrogance of the people of the Hills. He is very condescending to his employees, especially Bob and James.
- Bad Boss: The working conditions for his employees are much to be desired.
- Corrupt Corporate Executive: He runs a poison company called Globocide and is a very contemptible bastard. You can't get any more corrupt than that.
- Jerkass: Like all Hill people, he's a complete dick.
- Lack of Empathy: His Establishing Character Moment is yelling at Bob for filing claims for his family's injuries and mocking him when he explains that he can't afford to live anywhere besides the polluted Valley. He even threatens to cancel Bob's health insurance if he files another claim.
The wife of George and mother to Jared and Debbie. Pristine was good friends with Pickles before she married Bob, but abandoned her once she went to live in the valley.
- Hartman Hips: She has round hips to go with being attractive like the other Hill people.
- Ironic Name: "Pristine" means unspoiled and uncorrupted, which is ironic considering how she's vile and mean like the other Hill people.
- Rich Bitch: She wastes no time in insulting the Valley people.
- Socialite: She is married to one of the wealthiest people in Hill Valley and doesn't seem to have a job.
- Stepford Smiler: She's constantly seen smiling, but at times her grinning comes off as forced.
The arrogant son of George and Pristine and brother to one of the Debbies. He likes to taunt The Clubhouse Kids, along with his equally snobbish best friend Blaine.
A popular clique of identical girls who dress alike, much like the Heathers or the also-animated Ashleys from Recess. The Debbies are often cruel to the valley kids, especially Helga who aspires to be accepted by them.
- Alpha Bitch: They are said to be the most popular girls in school while also taking every opportunity to pick on the Valley kids.
- A Day in the Limelight: In "Disfigured Debbie", Debbie Klimer was the victim of a thresher accident that made her look hideously deformed, even after plastic surgery. The Valley people adopted her until she could get the surgery needed to make her look identical to the other Debbies again.
- Girl Posse: They're a group of girls who take pleasure in tormenting the Valley children.
- Hypocrite: In "Pickles' Li'l Amazons", the Debbies are singing a heartfelt rendition of "Greatest Love of All". They look especially tender as they sing the line "I believe that children are our future; teach them well and let them lead the way." The Debbies show nothing but cruelty and contempt to Milo and his friends, who are children.
- Lighter and Softer: In Creepy Susie And 13 Other Tragic Tales For Troubled Children, the Debbies chase Helga in their Jeep, brandishing a net. While the Debbies of the cartoon are arrogant and cold, they aren't sadistic like their book counterparts.
- Only Six Faces: They're all eerily identical. Lampshaded by Pickles in "Bucketheads" when she answered the door and said, "Either I'm really smashed or you and your friends look exactly alike."
- Pink Means Feminine: They wear pink clothes.
- Popular Is Dumb: According to "Bucketheads", at least Debbie Klimer has a D+.
- Shout-Out: To the Heathers
- Those Six Girls: They are rarely seen apart.
- Woman Child: The Debbies are immature for their age. In "Pickles' Li'l Amazons", the Debbies are sitting in a circle and playing a children's game, Debbie Stole the Cookie from the Cookie Jar. In "Disfigured Debbie", one of the Debbies makes a virgin drink for Pickles, giggles at the word "virgin", and cuts all the male genitalia out of Pickles' beefcake magazine.
The town's mayor and a masked pro wrestler, a parody of pro wrestler-turned-elected official Jesse Ventura. He is corrupt, and his daughter is a Debbie.
- Balls of Steel: Subverted when he ordered Mr. Klimer to hit him in the crotch with a golf club. Sure, he looked fine, but his next line states otherwise: "That hurts more than I thought it would."
- Cool Mask: He wears a luchador mask.
- Mayor Pain: Of both the incompetent and corrupt flavors. He's clearly not fit to run the town and is just as unpleasant as the other Hill people.
The owner of the bar Pickles frequents, The Rusty Bucket. Her name is a play on the phrase "I need a bidet." It is implied that she is a pre-op transgender woman, and though it is made obvious to viewers, none of the characters in the show seem to realize it.
- Beehive Hairdo: Her hive is a very elaborately curled red one.
- Cross-Dressing Voices: She's voiced by Billy West.
- Punny Name: A play on "I need a bidet".
- Transgender: She's a pre-op trans woman. The money she earns from owning/working The Rusty Bucket (most of which comes from Pickles, thanks to her alcoholism) goes towards her gender confirmation operation (which isn't outright stated, but even the most naive viewer can figure it out).Pickles: Hey, Anita, do you have a brother?
Anita: Sure, why not?
- True Blue Femininity: She wears a long blue curve hugging dress with pointed boobs and even in a flashback episode, even as a man she wore blue.
- Unsettling Gender Reveal: Subverted. Anita is never flat out stated to be a trans woman but that show does make jokes about some of her masculine features. Her friends, for the most part, either don't realize she's trans or they just don't want to make a big deal out of it.
- Wholesome Crossdresser: A pre-op transgender woman she may be, but she's still as good-natured as any other inhabitant of the Valley.
Bob's hunchbacked co-worker. He is a people-pleaser and lacks self-esteem, buying friends on eBay to attend his bachelor party.
An obnoxious, Holier Than Thou spinster who's briefly named "Czar of Child Services" in the Valley.
- Abusive Parents: As a foster mother to Helga. She says she wanted to adopt Helga thinking she needed a loving home to raise her self esteem... then bombastically says the following:Miss. Hubbard: Lord, cleanse this vile heathen of her wicked, disgusting ways!
- Evil Old Folks: Possibly the oldest character in the show besides Granny Oblong, and likely the most vile. Alongside being an abusive caregiver and a dangerous gun fanatic, she's also shown to be rather racist when mentioning her own chastity belt. Pickles bluntly asks if Hubbard honestly thinks she needs it, to which Hubbard refers to "A lot of immigrants out there."
- Gun Nut: Carries around a hollowed-out bible concealing a loaded gun and practices taking apart and reassembling assault rifles before going to bed. In fact, when Bob calls on her for help to locate Milo after Helga kidnapped him, the moment she got to the Oblong house she burst into Milo's room and shot up his bed. Had Milo been in there at the time she would've killed him.
- Hate Sink: She's a bigoted, violent, domineering, judgmental shrew. Even Bob finally admits she's a crazy old biddy.
- Hypocrite: She acts like she's Holier Than Thou, but the bible she carries around is hollowed out and conceals a loaded gun. It's a rather blunt metaphor for how she uses religion to disguise the fact she's a violent nut.
- Know-Nothing Know-It-All: Is promoted to a position where she oversees child care in the Valley while it's clear she has absolutely no right or reason to be involved in taking care of children. Pickles quickly points out the fallacy in getting parenting tips from a barren spinster.
- Wicked Stepmother: To Helga during the period she took her in while her parents were missing. She forced Helga to share a bed with her and locked her inside a spiked chastity belt, to the point Helga wrote "HELP ME" on her eyelids as a desperate plea for the Oblongs to rescue her.
- Would Hurt a Child: Emotionally scars Helga, silently threatens to shoot Beth by cocking her gun, and once shot up Milo's bed on "Reflex." This woman should NOT be allowed around kids.