The Presidents
In General
- Butt-Monkey: At school, they all get bullied and talked down to.
- He Who Fights Monsters: Being tricked and bullied constantly has made them distrustful and prone to gang up on perceived threats, not unlike the bullies themselves. On George's first day, Donald calls him a loser and Joe threatens him for talking to Hillary. Luckily, Kim helps them realize the error of their ways and they become more welcoming.
- Jerk with a Heart of Gold: They're insensitive 12-year-olds who insult each other and sometimes play mean pranks (like calling the Chinese restaurant) but they're good kids overall.
- Kiddie Kid: They're beginning middle school at the start of the series, making them roughly 12-13; but they still enjoy playing in sandboxes and pretend with toys. Truth in Television, however, as this is somewhat normal for some kids in that transitional age; but Joe in particular acts a lot younger than he is.
- Mr. Imagination: They love to play pretend.
- Trademark Favorite Food: Chain store pizza; though they can't seem to agree on which chain is the best.
- True Companions; Loyal to one another and to the larger group of "losers" at the middle school.
- Vitriolic Best Buds: Constantly bickering, but best friends nonetheless.
Joe
"Hold on, my mom said I have to go to bed by 11:00."
"Played" by: Joe Biden
An innocent, nervous kid who's afraid of getting in trouble.
- The Baby of the Bunch: Acts the most childish, and the other two treat him like a little brother.
- Butt-Monkey: The worst out of the main three; constantly berated by Donald and bullied by Ben and Hillary.
- Character Development: He becomes more confident and mature over the course of the series.
- Classical Anti-Hero: To contrast Donald's more modern Anti-Hero; Joe is childish, easily frightened, and socially awkward; but ends up being the most heroic character in the series.
- Cowardly Lion: He's afraid of everything, but when the chips are down will stand up to Ben.
- Crouching Moron, Hidden Badass: Wins the tug-of-war at field day purely by harnessing his spite toward Ben.
- The Ditz: He's not the brightest, to put it charitably.
- Dogged Nice Guy: Pines for Hillary even though she constantly insults him. It eventually pays off when she starts to like him back in "Go to the School Dance".
- Endearingly Dorky: Hillary secretly thinks that his awkward and innocent personality is cute.
- Green-Eyed Monster: When he sees Hillary talking to George.
- The Hero: The most like a Shonen anime protagonist; starting off weak but gaining power and confidence as the story unfolds.
- Innocent Blue Eyes: Has blue eyes, and is sweet and childlike.
- Kiddie Kid: Supposed to be in about 6th grade, but acts more like a 6-year-old.
- The Mccoy: The most emotional of the boys, and most prone to panic; but also the sweetest.
- Nice Guy: Is very sweet and kind natured.
- Potty Failure: Him pissing his pants is a Running Gag in the show.
- Trademark Favorite Food: In addition to sharing his friends' love of pizza, he also shares the real-life President Biden's love of ice cream.
- Yandere: In the "New Student" episode, he crosses into this when he thinks George wants to "steal" Hillary from him. He says she's his girl and acts super posessive. When he realizes that George is a better friend to him than Hillary would be a girlfriend, he backs off and is back to having a normal crush by the next episode.
Donald
"Shut up, Mom!"
"Played" by: Donald Trump
The most abrasive of the boys, who loves to trash talk his friends, his enemies, and authority figures alike.
- Acrofatic: A freeze-frame bonus when Ben shows his grades reveals that he's passing Phys Ed. Subverted in that he tires out easily, but he genuinely enjoys team sports.
- Anti-Hero: Rude, impulsive, and bigoted as he may be; he's still a heroic figure in the series.
- Big Brother Bully: Treats his friends like this, constantly making fun of them until he gets his way.
- Big Damn Heroes: In "Kim and Andrew's Epic Sleepover", he saves Andrew, Kim, and Tristain from the mob of angry parents.
- Book Dumb: He has awful grades in everything but Phys Ed.
- Bratty Half-Pint: How the adult characters and Ben view him. He cusses authority figures out and complains whenever he doesn't get his way.
- Casanova Wannabe: Talks a big game about getting bitches, but when he's actually dared to go talk to Liz, he utterly chickens out. Eventually gets over it and dates Ben's mom.
- Character Development: In the first few episodes, he wanted him and his friends to become members of the cool kids. By the end of Season 2, he's come to realize that the clique sucks and his main goal is to get them off his back so he can enjoy his friends' company in peace.
- Defrosting Ice King: Toward George.
- Digging Yourself Deeper: Whenever he's in trouble, he doubles-down and gets in worse trouble.
- Even Bad Men Love Their Mamas: He may not respect his mother (see his quote above), but he does love her and takes insults against her pretty hard.
- Everyone Has Standards: He's a bully in the "ragging on your friends" way young boys are known for; but he's disgusted by the organized oppression and physical violence of the Cool Kids. Case in point: He picks on Joe because they're close buddies, but leaves nerds like Jerry alone rather than going out of his way to antagonize him. He also didn't like it when Vladmir and the cool kids made fun of Lucy the gorilla.
- Expy: A foul-mouthed kid who gets teased for being pudgy and hero-worships problematic people like Hitler? Sounds like Cartman. He also browbeats his two meeker friends into schemes to become more popular, like Eddy.
- The Face: The group is often referred to as "Donald and his friends", and he's the one chosen to run for school President.
- Fat Bastard: A mean kid constantly made fun of for his weight.
- Fat Idiot: Downplayed; he's frequently mocked for being fat, and he's Book Dumb and acts before thinking; but he can be pretty crafty when he puts his mind to it.
- Hypocrite: When George first comes to school, Donald bullies him by mocking his lunchbox and calling him a loser, despite hating the cool kids for doing the same to him. He eventually sees the error of his ways.
- Hypocritical Heartwarming: He makes fun of his friends all the time; but when the bullies do the same to them he gets even angrier than he does when they make fun of him.
- Jerk with a Heart of Gold: Is rude and aggressive, but won't hesitate to stick up for his friends and is caring and loyal towards them.
- The Kirk: The brash and take-charge ringleader.
- No Filter: He doesn't seem to even comprehend the concept of holding his tongue. He cusses out parents and teachers alike, when doing so can only serve to get him in more trouble.
- Personality Disorders: He's revealed to have Oppositional Defiance Disorder, which fits with his personality. He's physically incapable of respecting an authority figure, and pokes the bear every chance he can get.
- Politically Incorrect Hero: He's a huge fan of Adolph Hitler and uses homophobic slurs. That said, he doesn't actually treat anyone differently based on their race and his objection to a transwoman talking about her pronouns on Omegele is "We're just kids, we don't care" rather than anything actually against trans people.
- Sir Swears-a-Lot: Has the foulest mouth out of the boys. Ben calls him out on it when in his "mom's boyfriend" persona.
- Teens Are Monsters: Turns 13 in "Go to Chuck-E-Cheese", and is a huge problem child.
- Toxic Friend Influence: Peer-pressures Joe and Obamna into playing M-Rated games.
- Vitriolic Best Buds: If you're his friend, you're going to be this with him. Though the "best buds" part is just as true as "vitriolic".
Obamna
"Your boy always comes in clutch."
"Played" by: Barack Obama
The most level-headed of the boys.
- The Ace: The most intelligent of the main four boys, great at sports, and the best at socializing.
- Beware the Nice Ones: The most polite and sensible of the boys, but also the one you'd least want to mess with.
- Black and Nerdy: Black, considered a member of the nerd/loser clique, and enjoys gaming and "girly" pop music.
- Cloud Cuckoo Landers Minder: Has to reign in spacey, anxious Joe, no-filter Donald, and Innocently Insensitive George.
- Cool Big Bro: Acts as one to Joe, defending him from Trump and Ben's insults and being willing to play Just Dance II rather than Zombies to include him.
- Last-Name Basis: Everybody calls him Obamna or Obama, as opposed to his IRL counterpart's first name like the other characters.
- Meta Guy: The one most likely to break the fourth wall or address audience questions.
- Nice Guy: Is the most sensible one of the boys, and is generally friendly and polite (except to Donald, though he's normally the one who starts it).
- Not So Above It All:
- Ben digs up a video of him auditioning for America's Got Talent with the song Friday, which is pretty goofy for him.
- He's normally the most sensible of the Presidents, but his reason for hating George is the most petty: The Principal made the lunch lady give him the last slice of pizza. Lampshaded when George points out that it's not a huge deal and not even his fault, and Obamna pauses and admits he overreacted.
- Only Sane Man: Out of the three, he's the one who tries to keep things under control and him and his friends out of trouble.
- Precocious Crush: Is attracted to Emma the Chuck E. Cheese bartender, who is a college student.
- Real Men Wear Pink: Confidently unashamed of the fact that he enjoys Just Dance 2 as much as Zombies, and doesn't care if Donald makes fun of him for it. He even beats Abe Lincoln's high score.
- The Spock: Tries to be logical, at least moreso than the others.
George
""Screw that, I ain't no loser. You don't even know me."
"Played" by: George W. Bush
The new kid at school, and a new addition to the main crew.
- Ambiguously Evil: In-Universe. Donald immediately expects him of being in with the cool kids, and after he flirts with Hillalry and takes the pizza Obamna was going to get, they agree with him. Vlad wants to recruit him and hook him up with Hillary. However, he has no interest in being a bully and eventually becomes the fourth member of their inner-circle.
- Beware the Nice Ones: He is a nice person, but won't hesitate to speak up for himself and others. Also doesn't take kindly to insults.
- Emo Teen: Shows some aspects of this; he's moody toward his dad, complains about hating his school and peers (not without good reason), and listens to angsty music.
- Innocent Blue Eyes: Has blue eyes, and is one of the nicest characters in the series.
- Love Triangle: He and Joe both like Hillary, though he's less combatative about it and eventually loses interest in her.
- Misblamed: Obamna is angry at him for taking the last slice of pizza, even though it was the Principal who insisted and George had no say in the matter.
- Nice Guy: Is often polite and kind.
- Only Sane Man: Questions what kind of school it is, and tries to set things straight.
- Politically Incorrect Hero: Expected Obamna to play as Mace Windu because he's black. Also uses "gay" as an insult to describe Joe's and Obamna's Playmobil toys.
- The Rival: To the main three in his first appearance, before becoming their friend.
- Ship Tease: Considers Hillary a "baddie", much to Joe's chagrin.
- Sixth Ranger Traitor: Ping and Ben attempt to make him one, torturing him with swirlied until he renounces Donald's campaign. He refuses, however.
- What the Hell, Hero?: Calls the others out on treating him like shit even though all his supposed "slights" against them were accidental.
The Cool Kids
In General
- Academic Alpha Bitch: While some of their lower-ranking members are Book Dumb, everyone in a high position is an All-A student who brags about their grades. Subverted with Vlad, who only has high grades because he makes the losers do his homework.
- The Bully: They like to torment the losers.
- Karma Houdini: Regurally escape the repercussions of their actions. Justified, as they have most authority figures in their pockets.
- Karma Houdini Warranty: When the losers unite and start fighting back.
- Might Makes Right: Their philosophy.
- Teacher's Pet: They get away with so much because they suck up to the Principal.
- Villain with Good Publicity: The parents and Principal constantly go on about how good they are.
Ben
"There is absolutely no fucking way you 3 losers are going to sit back here with us cool kid highschoolers."
"Played" by: Ben Shapiro
A high schooler who goes out of his way to make life miserable for the three boys. He's also dating Joe's mom.
- Arch-Enemy: He's Joe's personal nemesis; picking on him in particular and dating his mom.
- Being Evil Sucks: Becomes more and more disillusioned with his role as time goes on.
- The Bully: To the main trio.
- Chick Magnet: Other than Joe's mother, he attracts a lot of girls from middle school. He even brags that every girl at middle school wants to be his girlfriend.
- Dark and Troubled Past: He used to be a bullied nerd, before becoming one of the cool kids.
- Deuteragonist: Of The Movie; while the Presidents running Donald's campaign is the man plot, the most prominent subplot is about Ben dealing with his own internal conflicts.
- The Dragon: To Ping.
- Dragon Ascendant: Becomes the King of both schools at the end of The Movie, after overthrowing Ping.
- The Heavy: The most direct antagonist to the boys, despite being under Ping's orders.
- Heel Realization: In The Movie, he realizes what a monster Ping has turned him into. He doesn't quite pull a Heel–Face Turn; but he does finally stand up to Ping and at the end his bullying is dialed back to insults rather than physical assaults.
- Hidden Heart of Gold: When we delve into his point of view, it's revealed that he feels guilt over his excessive bullying.
- Jerkass: Is mean, condescending, and cruel.
- Jerkass Façade: Kind of; there's no question that he's a dick, but there are hints that this may be motivated by his own fear of being a nerd rather than natural sadism.
- Nerdy Bully: Besides his well-known nasally voice, he also talks more like an anime villain than a realistic school bully and acts like a dorky stepdad at home.
- Smug Snake: Loves to rub salt in wounds and brag about how alpha he is, but his reputation is just as fragile as the boys'.
- Took a Level in Kindness: Not much of a level, as he's still smug and mean; but after the events of The Movie, he mostly competes with the boys fairly and reserves his machavelian schemes for those who throw the first punch, like Simon.
Hillary
"Donald, you don't know how babies are made and you get no bitches. Joe, you literally pissed yourself in front of everyone last year. And Obama, you're a bitch. Need I say more?"
"Played" by: Hillary Clinton
A fellow middle schooler who gained social status by dating high schooler Ben. Joe has a crush on her.
- Alpha Bitch: Subverted; she puts on the facade of one, but it's really due to insecurity.
- Being Evil Sucks: Confides in Joe that she sometimes envies the losers because they don't have to be assholes.
- Defrosting Ice Queen: In "The Presidents Go to the School Dance!", she's actually impressed by Joe's newfound confidence and this leads to her opening up to appreciating is more endearing traits. She also admits that a lot of her rudeness stems from insecurity.
- Dude Magnet: Attracts Joe, Ben and George (although he eventually loses interest in her).
- Heel–Face Revolving Door: Warms up to Joe in "School Dance", only to become a complete bitch again in "New Kid"; but warms back up in the movie.
- Jerkass Façade: She's nicer deep down, but has to play the role of the mean girl to fit in.
- Jerk with a Heart of Gold: Is cold, dismissive and mean, but is nicer when she can be herself.
- "The Reason You Suck" Speech: Pictured above, she delivers a pretty hysterical one in episode 2 when the boys try to sit with the cool kids in the back of the bus.
- Tsundere: Towards Joe.
Vlad
"Ha ha ha. You wish to sit at ze cool kids table? ... Zere is no fucking way. Now hand over your lunch money."
"Played" by: Vladimir Putin
The coolest kid in the boys' grade.
- The Bully: A more standard one than Ben; being in the same grade as the kids he picks on and asking for lunch money.
- Shipper on Deck: He wants to hook George up with Hillary, though this may mainly be to get under Joe's skin.
- Unexplained Accent: He sometimes uses "z" in the place of "th", a nod to the real Putin being Russian; but no mention is made of him being from outside America in this universe.
- Villainous Friendship: With Ben and Hillary; they seem to genuinely enjoy each others' company.
Meatrider and Kevin
Meatrider (L) and Kevin (R)
Two students who follow Vlad around to carry out his bidding.
- Dirty Coward: How Donald sees them; he suspects that their admiration to Vlad is less genuine and more an attempt not to get bullied themselves.
- Those Two Guys: In The Movie.
- Yes-Man: To Vlad.
Ping
"With great power and social status comes great responsibility."
"Played" by: Xi Jinping
The coolest kid in the high school, and overall leader of the cool kids.
- Big Bad: As the leader of the high school cool kids, he's the one keeping the tyrannical social order in line.
- The Chessmaster: He plays students and adults alike like a fiddle.
- Greater-Scope Villain: The one truly behind Ben and Vlad's actions.
- Well-Intentioned Extremist: He genuinely believes that, by tormenting losers and keeping the faculty under his thumb, he's ensuring that the school is an ordered and safe place free from chaos.
Simon
"Played" by: Simon Cowell
A foreign exchange student at the high school, introduced in The Movie.
- Affably Evil: Unlike the other cool kids, who jump straight to insults with their "inferiors"; Simon begins his interactions with pleasantries and keeps a sense of politeness to him even when he goes into insults.
- The Casanova: His main claim to popularity is having the "highest body count" in the high school, afterall.
- Jerkass: Is very condescending and cruel.
- The Rival: To Ben; both want to become the coolest kid when Ping graduates.
- Wicked Cultured: Being from England, he acts more refined and elegant than the other Cool Kids, and goes over the history of European football.
The Football Team
"Excellent! This will teach you little buttwipes not to mess with us!"
Ally the Babysitter
"""Played""" by: Sssniperwolf
Other Students
Kim
"I am the eyes and ears of this school."
"Played" by: Kim Jung Un
A mysterious, intense student who concocts potions that turn out to just be bottles of Modelo.
- Asian and Nerdy: Korean, in the loser clique, and fond of science.
- Creepy Child: A 12-year-old boy who lurks in the shadows and freaks most people out.
- Creepy Good: He has disturbing hobbies and an intense demeanor, but is actually a nice guy.
- High-School Hustler: He sells his "potions" this way.
- Know-Nothing Know-It-All: He fancies himself The Social Expert; but despite being handy with concrete information about the going-ons of the school, he's probably the worst out of the boys at socializing; thinking that talking about his dead squirrel collection will impress girls.
- Mundane Made Awesome: His "potions" aren't magic or advanced science; just good old fashioned liquid courage in the form of Modelo beer.
- The Narrator: Starting at the end of "The New Kid".
- Nice Guy: Is very loyal and helpful to his friends.
- No Social Skills: He thinks that bragging about his dead squirrel collection is a good way to flirt with girls.
- Revenge: He sold a potion that supposedly made the cool kids cool, but they left him in the dust. Now, he plots revenge from the shadows.
- Serious Business: Talks about everything with the tone of an intense mystic, including stinkbomb pranks and gross lunchroom concoctions.
- The Smart Guy: He can make sci-fi-level inventions, and in the lunchroom battle serves as the Brain to Andrew's Brawn.
- Surrounded by Idiots: When the gang doesn't listen to his warnings about their instruments.
- Those Two Guys: Becomes best friends with Andrew as the show progresses.
Jerry
"Whattup coolio? Hahaha!"
A guy who's even nerdier than the Presidents.
- Butt-Monkey: Even worse than the main four.
- Even Nerds Have Standards: The boys, who are unpopular themselves, find him dorky. (Though they're not dicks about it)
- Nice Guy: Despite the hardships he faces, he remains sweet and kind.
- The Scapegoat: The boys enter him into the talent show so that the Cool Kids will use up all their rotten fruit before they perform.
Calliou
A [[Western Animation/Calliou 4-year-old boy]] who the Presidents meet in a sandbox.
- The Generic Guy: Just a normal little kid without many eccentricities until the end.
Rosie
Andrew
"What's up, losers?"
"Played" by: Andrew Tate
One of the losers, a boisterous loudmouth who likes hanging out with Kim.
- Big Brother Bully: To Tristain, kind of; he doesn't go out of his way to beat him up or anything, but he responds to his efforts to be included with a barrage of insults.
- Keet: Energetic and hyper.
- Nice Guy: Friendly and loyal to his friends. Him calling people "losers" is more goofing off than actually malicious, and he invites the boys to join his under-the-bus club.
- No Indoor Voice: Constantly screaming.
- Remember the New Guy?: Not seen until the Field Trip, but the boys seem to know him.
- Sixth Ranger: While not in the inner circle, he and Kim are part of the boys' friend group.
- Those Two Guys: In later appearances, mostly seen with Kim.
- Walking Shirtless Scene: His default image is shirtless.
Tristain
Andrew's little brother.
- Annoying Younger Sibling: Annoys Andrew.
- Blatant Lies: Claims to be Andrew when Kim shows up to their house.
- Jerk with a Heart of Gold: Is annoying and is a bit of a nuisance to Andrew, but deep down he's a decent kid.
- Tag Along Kid: Their mom makes Andrew and Kim include him, much to Andrew's chagrin and Kim's apathy.
Greta
- Well-Intentioned Extremist: She just wants the playground to be a safe and fair place, and for the boys not to hog the teeter-totter; but she doesn't let them finish their game and escalates things too fast.
Bill
'''"Played" by: Bill Nye
A highschooler with a passion for science.
- Informed Attribute: Constantly talks about how he wants to spread his love for science, but the only "science project" we see him work on is Ben's video, which doesn't employ the scientific method at all.
- Nice Guy: He's on Ben's side, but he's nothing but kind.
- Token Good Teammate: Of the highschoolers. It's not clear if he's officially a "cool kid", but he's a highschooler aligned with Ben yet doesn't do anything cruel.
Teachers and Faculty
Principal Pingas
"You boys have a serious listening problem!"
'''"Played" by: Long John Baldry
Principal Pingas, the school Principal; the face and voice of Dr. Robotnik on a stock photo woman's body. In season 2, he is fired from his job and has to take to working as a school janitor and other odd jobs to make ends meet.
- Ambiguously Brown / Ambiguous Gender Identity: Has the face (and voice) of a white man, but the rest of their body resembles a black woman's. Confirmed to be male in "Science Fair", where he's referred to as "Mr. Pingas".
- Accidental Hero: Walks in right before Ally hypnotises the four boys.
- A Day in the Limelight: "Breaking Pingas".
- The Friend Nobody Likes: He interprets the Cool Kids' sucking up for genuine friendship; but they're obviously put off when he shows up at their parties.
- Hair-Trigger Temper: Will go off at the slightest provocation.
- Horrible Judge of Character: Regards megalomaniac bully Ben as a model student and the three main boys as hoodlums.
- Humiliation Conga: After he's fired for his incompetence, he becomes a janitor at the same school he used to be principal of. This obviously humiliates him, but it's hard to feel any sympathy for the bastard.
- Hypocrite: Constantly accuses others of cheating and being rude... while he does nothing but act rude and cheat.
- Intergenerational Friendship: He thinks he has one in Ben and co.
- Jerkass: Is constantly rude, short-tempered, and judgemental to everyone, especially towards the unpopular kids.
- No Indoor Voice: Being "played by" Dr. Robotnik, it comes with the territory.
- Nonstandard Character Design: The only major character who isn't a real-life celebrity or world leader; instead being a combination of a cartoon character and a random stock image.
- Pet the Dog: Quickly bonds with Craig Trump due to their common interests, treats the cool kids nicely (even though they don't exactly deserve it due to them being bullies).
- Politically Incorrect Villain: Hurls the insult "fucktards" at middle school students.
- Sore Loser: Hilariously and consistently incapable of taking an L. Whenever he loses in dodgeball or soccer, he'll accuse the boys of cheating; when he himself bribes and browbeats the ref.
- Undying Loyalty: Genuinely loves Ben and the cool kids at large.
Ms. Smith
"I was young and stupid! It's not who I am anymore!"
A teacher at the school.
- Addled Addict: Pops cough drops and gets high on markers rather than teach.
- Apathetic Teacher: Would rather be at home getting nailed by a male prostitute than stuck at school with annoying kids.
- Butt-Monkey: Can't seem to catch a break.
- Extreme Doormat: A grown woman who lets a clique of middle and high schoolers walk all over her.
- Reasonable Authority Figure: She WANTS to be. She's not an oblivious sadist like the Principal, and at least tries to teach her class properly; but she's also regularly subjugated by the cool kids, who's antics she SHOULD put her foot down on. That said, she only hands out detentions when she's either strong armed into doing so or when a kid actually deserves it.
Principal Bernie
"Played" by: Bernie Sanders
"I may be new to this school, but I have been working in education since you were a little child."
The former Principal's replacement.
- Cool Old Guy: Inevitable, being "played" by Bernie Sanders. He actually hears all parties out on the incident in the locker room and stands up to the old Principal when he tries to throw Kim and Andrew under the bus.
- Early-Bird Cameo: Appears in the Season 1 finale during the fantasy hallucination.
- Not So Above It All: Played for Drama; he's the Only Sane Employee, but even he is manipulated by Ping and plays right into his hands.
- Only Sane Employee: Compared to the old Principal and Ms. Smith; he's actually a good principal who wants to help the kids.
- Reasonable Authority Figure: A rarity for this show; he hears everybody out, shows no partiality based on Cliques, and his punishments aren't cruel or excessive. He gives detentions when they're actually earned (Kim and Andrew's stinkbomb prank; Ben and Vlad being in the girls' locker room) but doesn't look for reasons or do so with insult. [[Spoiler: Unfortunately, being sane doesn't make him immune to Ping's manipulations]].
- Token Good Teammate: Out of the school faculty, and the Cool Kids' sphere of influence. He's not corrupted by fear or promises of power, but instead has to be tricked into thinking that Ping is a genuinely nice kid who wants to help him run the school well.
- Unwitting Pawn: He implimented the school president position at Ping's suggestion; thus setting events in motion for his coup.
Mr. Zuck
Principal Stalin
- Schoolyard Bully All Grown Up: He was one of the cool kids in his youth, and continues to hold up their hierarchy now.
- Tyrant Takes Helm: Stalin is both competent and cruel, making him a more dangerous foe than Pingas and a harsher authority figure than Bernie.
Parents
Joe's Mom
Joe's mother.
- Ephebophile: Dating high school Freshman/Sophomore Ben, later getting engaged to him.
- Horrible Judge of Character: Believes that Ben is a good student and role model, even though he's far from it.
- Karma Houdini: Faces no legal repercussions for statutory rape, because Ben has technically passed the age of consent.
- Stacy's Mom: Ben and Donald both have the hots for her, much to Joe's chagrin.
Samantha Trump
"Be good, sweetie."
An attractive, blonde woman who is Donald's mother.
- Awful Wedded Life: In a toxic relationship with her husband.
- Aw, Look! They Really Do Love Each Other: At the end of "Go To Chuck E. Cheese", Kim notes that they're still toxic, but at least in that moment happy together.
- Cheating with the Milkman: Is implied to be having an affair with the TV repairman while her husband was at the bar.
- Catchphrase: An earnest admonition to, "Be good, Sweety". It never works.
- Everyone Has Standards: Doesn't like that her husband gave their son a beer for his 13th party. Also doesn't approve of her husband's drinking and rude behavior.
- Expy: Is similar to Liane Cartman, as they're both soft spoken and sweet mothers but let their sons walk all over them.
- Extreme Doormat: Is said not to set boundaries for her kid, explaining his behavior.
- Hair of Gold, Heart of Gold: Has blonde hair and is a very sweet woman.
- Happily Married: Felt passion and at ease with her husband back when their son was a baby.
- Innocent Blue Eyes: To emphasise her kind nature.
- Nice Girl: She's a sweet, kind-natured woman.
- Pushover Parents: Lets her son walk all over her, such as letting him play whatever video games he wants (even M rated ones) and letting him yell at her.
- Ugly Guy, Hot Wife: She has more soft, pretty features in contrast to her rough-looking and overset husband.
Mommy and Daddy
Calliou's parents.
- The Bus Came Back: After previously thought to just be fitments of Obamna's nightmare; Daddy shows up working at Chuck-E-Cheese.
- His Name Really Is "Barkeep": They actually are named Mommy and Daddy.
Ellen Obamna
'''"Played" by: Ellen DeGeneres
Obamna's mother.
- Adaptational Sexuality: She's "played" by Ellen DeGenerous, who's well-known for her coming out as a lesbian in a time before that was widely accepted. Here, she goes on dates with men.
- Disgusting Vegetarian Food: Makes the boys eat a veggie tray before they can have gluten-free pizza. They find this gross.
- Distracted by the Sexy: Leaves her kid with Ben, despite his protests, because she has a hot date.
- Good Parents: Unlike Donald's mom and Joe's mom, Obamna's mom is a level-headed parent who both respects and sets boundaries for her son. This may explain by he's the most well-adjusted out of the three. She's not without her faults, though.
- Moral Guardians: Not only forbids her own son from eating gluten and playing M-Rated games; but campaigns against them for anybody's kid.
- Nice Girl: Friendly and polite to everyone, and is a good mother towards her son.
- Over Protective Parents: She only gets gluten free pizzas for her kid and his friends, and never lets them play M-Rated games; even on birthdays and sleepovers.
- Toxic Friend Influence: A variant, from Donald's perspective; thinks she has one on his mom; putting ideas in her head about being stricter.
- Well-Intentioned Extremist: A parent version; she adores her son and her goal is for her kid and kids in general to be safe and healthy, but she takes it too far by trying to control how others parent their children.
Craig Trump
Donald's father who is an alcoholic.
- Abusive Parents: Is neglectful and mean towards his son.
- Addled Addict: Alcohol pretty much rules his life. He has no job, and grumbles whenever his son needs anything because it interrupts his drinking.
- The Alcoholic: Always drinking.
- Aw, Look! They Really Do Love Each Other: At the end of "Go To Chuck E. Cheese", Kim notes that they're still toxic, but at least in that moment happy together.
- Awful Wedded Life: In a toxic relationship with his wife. Refuses to go to marriage counseling.
- Character Development: After Donald's birthday, he starts genuinely trying to pull his weight in the family and "Ben Ruins the Book Fair" reveals he took a job as a delivery driver. He's... still not very good at it, but it's a step in the right direction.
- Dad the Veteran: Fought in the Vietnam War, which might explain his drinking.
- Even Evil Has Standards: Is upset when he finds out that his son was kidnapped by a stranger in a white van.
- Happily Married: Was genuinely loving and loyal to his wife when their son was a baby.
- House Husband: Nominally, though he's more of a Neglectful Parent and Lazy Bum who mooches off his wife. Though at the beginning of their relationship, he was a more genuine one. Averted in later episodes; his wife is still pulling in the bulk of the income, but he starts working odd jobs to help support the family.
- Jerkass: Rude, short-tempered and an overall asshole to everyone.
- Lazy Bum: He stays at home drinking and yells at anybody who tries to get him to work.
- Manipulative Bastard: Wants free drinks, so he tries to manipulate Emma Watson by asking about her hobbies, but it doesn't work since she can see right through him. Craig tries it out on two young adults by acting friendly to them and celebrating with them due to claiming that they're braver than veterans. It works this time and they buy him drinks.
- Pet the Dog: Becomes fast friends with the principal due to their common interests. Apologizes to his wife for pouting at their son's party. Looks out for his son when he's kidnapped by a stranger in a white van.
- Took a Level in Kindness: As the show goes on, he starts to show more concern for Donald and Samantha.
- Ugly Guy, Hot Wife: He is an overset and rough looking man, in contrast to his soft looking and pretty wife.
- Walking Shirtless Scene: Only wears a hat and suspenders above the waist.
George H.W Bush
George's father.
- Amazingly Embarrassing Parents: Embarrasses his son on his first day of school by introducing himself to the class, giving his son his Mickey Mouse lunchbox and saying "I love you" to him.
- Beware the Nice Ones: He's an affable person, but is also firm and has his limits.
- Good Parents: Caring towards his son.
- Nice Guy: The most sensible father in the series. He also comes off as friendly and level headed.
Oprah Shapiro
"Played" by: Oprah Winfrey
Ben's mother, who appears in The Stinger of The Movie, where she's revealed to be dating Donald.
Judy Tate
"Played" by: Judge Judy
Andrew and Tristain's mother.
- Beware the Nice Ones: She is a good woman, but doesn't tolerate her sons getting into fights and spending too much time on TV.
- Good Parents: Besides swearing at them a few times, she seems to be one to her boys. She puts together a "build your own taco" night for their sleepover and makes sure they limit their screentime and get vitamin D.
- Nice Girl: Is a reasonable and good hearted woman.
Other Characters
Adolph Hitler
- Nonstandard Character Design: Is taken from a black-and-white photograph and has very cartoonish eyes.
- Scare 'Em Straight: Is the World Leader version of this, being brought in as a cautionary tale to the Presidents.
The Kidnapper
A person who lures Donald to their van with promises of candy.
- Hate Sink: Inevitable, being a pedophile and all.
- Ineffectual Sympathetic Villain: Not really "sympathetic" due to them being a pedo, but they play this role narratively, being foiled by an oblivious Donald.
Dusty
A homeless man addicted to speed who helps the boys with their "science project".
- Addled Addict: He owes a lot of money to drug dealers, but his addiction has kept him from paying it back.
- Everyone Has Standards: He might be an addict who does drugs in the local park, but he at least tries to keep kids unexposed to his habit.
- Jerk with a Heart of Gold: He manipulates middle school boys into helping him make product, but Obamna's speech about friendship gets to him and he ends up helping them out.
- Mob Debt: Owes Heisenberg money, and tries to make more product to pay it back.
Heisenberg
"Played" by: Bryan Cranston
The drug cook from Breaking Bad; in thus continuity, he runs the local cartel.
- "Blackmail" Is Such an Ugly Word: When he's accused of cheating to help the boys win the science fair, his response is, "It's not cheating. It's friendship. And it's beautiful."
- Even Evil Has Standards: A murderous druglord; but even he found Ben's "project" obnoxious and was moved by Obamna's speech about The Power of Friendship.
- Pet the Dog: Spearheads the turning of the tide so that the boys can have a happy ending
- Pragmatic Villainy: He has no qualms against having his henchmen beat the shit out of, or possibly kill, Dusty; but promises to hold off and leave him unharmed if Dusty can make good on his promise of a product.
Heisenberg's enforcers
Badger and Tiffany
From the Past
George Washington
The first President of the United States, who is summoned by the boys on a oujii board in the second sleepover.
- Early-Installment Weirdness: Openly refers to the boys as fellow "Presidents" when he's summoned, when later on the "regular middle-school kid" portrayal would dominate that.
- Screw This, I'm Outta Here: Doesn't really bother to haunt for very long, because he's tired of the boys.
- "The Reason You Suck" Speech: Calls the boys out on their inane conversations and arguments.
Justin
"Played" by: Justin Bieber
The former head bully of the middle school, who used to torment Ben.
- The Bully: He was Ben's.
- Soft-Spoken Sadist: Unlike the Large Ham villains who make up most of the cast, he speaks in a cool, soft voice. He's no less mean.
Ghandi
Benjamin
Napoleon
