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    Mr. Benjamin "Benny" Krupp
The worst principal in the world.
Voiced in English by: Ed Helms (movie), Nat Faxon (animated series)
Voiced in Latin American Spanish by: Arturo Mercado Jr
Voiced in Japanese by: Yasunori Matsumoto

The cruel principal of Jerome Horwitz Elementary School and the antihero of the series (usually when no real dangers are happening). He is usually depicted as an overweight man with a toupee and a sour expression. Mr. Krupp has a deep hatred of children and also tries to protect Jerome Horwitz Elementary from George and Harold's antics.

  • Abusive Parents: He has this in the animated series in the form of his mother, Bernice. She calls him a “major disappointment”, had a hand in publicly humiliating him at his 4th-grade talent show, and even hung up pictures of the aforementioned public humiliation in her living room!
  • Actually Pretty Funny: In The Movie, he admits liking the comics.
  • Adaptational Heroism:
    • The Movie gives him some sympathetic qualities whereas he had virtually none in the original books, such as giving him a crush on Edith the lunch lady and suggesting that he's only a Jerkass because he's secretly lonely at heart. He also (secretly) likes George and Harold's comics, which was long speculated by fans (after all, how else would his hypnotized self know how to act as Captain Underpants, and about various comic plot points?).
    • His plan for getting back at George and Harold is less evil in the movie. In the first book, he blackmails them into essentially being his slaves, complete with forced personality alterations. In the movie, he makes a much more reasonable decision to try to put them in separate classes. That said, his ultimate hope is that putting them in separate classes will also cripple them emotionally due to how close the two are, thus breaking them into the miserable drones he tries to make of all his students.
  • Adults Are Useless: While competent as a principal, Mr. Krupp refused to punish Kipper and his friends in book 9 for bullying the kindergartners.
  • Alternate Identity Amnesia: Neither he nor Captain Underpants can remember the other.
  • Arch-Enemy: Nobody in the entire school is a bigger pain in his child-hating arse than the prank-playing duo of George and Harold.
  • Arc Villain: He arguably takes on this role in season 3 as a majority of the conflicts and suffering can be traced back to him.
  • Asshole Victim: Is a frequent target of George and Harold's pranks. More often than not, he deserves it.
  • Bad "Bad Acting": In episode 5 of season 2, he disguises himself as a kid to spy on George and Harold. It's thanks to his lack of fashion sense and his low-par acting that the boys are quick to figure him out.
  • Bald of Evil: Which he hides under a Dodgy Toupee. Subverted in that his baldness only comes out when he becomes Captain Underpants.
  • Big "NO!": A rare heartwarming example in the Season 1 finale of the animated series. After George and Harold give him back his rule book (after originally planning to give it to the Superintendent to get him fired before he can expel them), apologize and are willing to accept their fate, he lets out one of these as he has a minor Heel Realization that he can’t bring himself to expel them now.
  • Brooding Boy, Gentle Girl: The brooding boy to Edith's gentle girl.
  • The Bully: Him, along with the staff members of Jerome Horwitz, have tendencies to pick on the students. His favorite targets, however, are George and Harold.
  • Burning with Anger: You see him quite literally become “steaming mad” a few times in the books, and at least once in the movie.
  • By "No", I Mean "Yes": When asked by George and Harold if he has plans in the evening (that they set up, unbeknownst to Mr. Krupp), he tells them it's none of their business... except that he does.
  • Card-Carrying Villain: He takes great pleasure in crushing the hopes and dreams of his students. In the movie and animated series, his desk is decorated with a gold plaque that reads "Hope Dies Here."
  • Catchphrase: "Hey, bubs!"
    • In the animated series, he tends to say "Where are my pants?!" after he detransforms at the end of a fight/episode.
  • Child Hater: Stated in the first book, but it seems he hates George and Harold more than anybody else.
  • Companion Cube: In season 3, after being locked in a bathroom, he refers to his toupee as "Harry" and treats him like a best friend.
  • Dean Bitterman: He's an incredibly cruel and sadistic principal who hates his students.
  • Didn't Think This Through: In the movie, he seems to believe that having George and Harold put in separate classes will destroy their friendship, never taking into consideration the fact that they're neighbors, and can still see each other when they're not in class (he actually gets angry whenever he sees them together when they're outside of class).
  • Dirty Coward: In the books, he scares easily when faced with a given villain and has no issue with selling out George and Harold to save his own hide.
  • Dodgy Toupee: A dark one that utterly fails to hide that he's completely bald due to only covering the top of his head.
  • Embarrassing First Name: Benny, as revealed in Book 4.
  • Even Evil Has Loved Ones: He may hate kids, but there is no denying that he does care about his nephew Kipper, to the point that he won’t even punish him or his friends for bullying the kindergarteners.
  • Everyone Has Standards: Yes, he asked Melvin to find a way to keep the other kids afraid of Bo Hweemuth in the Claylossus episode, but even he thought Melvin turning Bo into an actual monster was going a bit too far. He only wanted to ruin Bo’s reputation, not make him destroy the city.
    Mr. Krupp: When I said “make him a monster”, I didn’t mean make him a monster!
  • Fangs Are Evil: In the books, he's frequently and randomly drawn with sharp teeth when he gets mad.
  • Farm Boy: In the animated series, it’s revealed that he grew up on a cattle farm, which was owned by his mom.
  • Fat Bastard: Overweight and cruel.
  • Fat Idiot: As cruel as he is, he's also shown to be unbelievably idiotic in the animated series. The boys are aware of this and often use his stupidity to their advantage.
  • Freudian Excuse:
    • In the movie, it's shown that he lives alone, and has no-one who cares about him, which is implied to be the reason for his bad attitude.
    • The animated series adds a bit more to this. He has a less-than-supportive mother, who had a hand in publicly humiliating him after he did poorly at his 4th-grade talent show.
  • Fun-Hating Confiscating Adult: In the movie, he has a drawer full of things he confiscated from George and Harold, including several of their comics. He gives the comics back at the end of the movie after admitting that they were Actually Pretty Funny.
  • Hair-Trigger Temper: Mr. Krupp is shown to get angry a lot in the books, usually at George and Harold. Apparently, it's also in the movie.
  • Helpless Good Side: Inverted. Mr. Krupp is a complete Jerkass while Captain Underpants is a good guy.
  • Hey, You!: He calls George and Harold "bubs". In the animated series, he refers to their friends by their archetypes and appearances. (Ex. Gooch as "kid with the glasses" and Jessica as "the mean girl with the hair").
  • Hidden Depths: In Season 2 of the cartoon, he used to have an interest in ventriloquy and would practice with a disturbingly creepy dummy modeled after himself.
  • Humiliation Conga: In the animated series, after Melvinborg takes over the school in Season 2, Krupp ends up becoming the new vice principal and is subjected to a series of difficult and humiliating chores to keep his job. This ranges from trivial things like mowing the lawn despite his allergies to messed up territory like performing on stage while dressed as a rabbit in front of his former peers to be laughed at.
  • Hypno Fool: How he gained the Captain Underpants persona in the first place. He reverts every time he hears someone snapping their fingers, due to George and Harold improperly undoing the hypnosis.
  • Informed Judaism: Judging from the fifth book where he nearly gets married and there is a rabbi at the almost-wedding, Mr. Krupp is Jewish. Of course, this might just have been an excuse to have Harold tell the rabbi "Silly rabbi, tricks are for kids!"
  • In Touch with His Feminine Side: In the animated series, it’s shown that he has a love of ballet and has willingly worn a dress more than once. Most notably it’s shown in a flashback in the fourth season that he not only wore a dress to the prom but wanted to be voted Prom Queen.
  • Ironic Birthday: April Fools' Day (April 1), and he hates pranks, jokes, and mischief.
  • Jekyll & Hyde: Zigzagged. His regular personality is a jerk, while the Captain is sunny and cheerful.
  • Jerkass: He's unreasonable, disagreeable, and mean in every way.
  • Jerkass Has a Point: While Mr. Krupp is a major jerkass and Child Hater, he has every right to be angry at George and Harold for pulling pointless (and even dangerous) pranks on staff members and their fellow students. For example, merely having the boys pack their own lunch to school and eat in his office for influencing the lunch ladies to resign in book 3 comes off as a lenient punishment (considering how there would have been no lunch ladies to prepare school lunch for the students on the day after the lunch ladies resigned, and also because it would be difficult to find a replacement on such short notice).
    • He also justifiably banned George & Harold from participating in the Invention Convention competition in Book 2. This is due to their prank from the previous year: they invented a type of glue that was activated by warmth & applied it on the chairs, getting the whole student body and staff members stuck on them when they sat down. He was also later justified in giving George & Harold permanent detention for the rest of that school year due to them sabotaging everybody else's inventions and ruining the Invention Convention competition.
  • Jerkass to One: Mr. Krupp hates all the kids at Jerome Horwitz Elementary school, but he seems to hate George and Harold the most.
  • Jerk with a Heart of Gold: He becomes this at the end of the movie.
  • Karma Houdini: By Book 12, he receives no karmic punishment for his horrible behavior throughout the book series.
    • In the season 3 finale, the boys pardon him for all the horrible, messed up things he did to them during the summer under the justification that he gave them a fun and memorable summer with his antics.
  • Kick the Dog: He loves to pull this trope whenever he's administering his general cruelty. But the worst example has to be in Book 11 where he publicly celebrates the fact that George and Harold will end up in separate grade levels because of their absence during Test Day.
  • Large Ham: Especially in the movie, courtesy of Ed Helms.
  • Love Redeems: Movie only. When George and Harold snoop around in his house, they find out that he lives alone and correctly deduce that he's so bitter all the time because he's lonely. At the end of the movie, they set him up on a date with Edith the lunch lady to make him happier. And it works—he's in such a good mood that he gives them back their confiscated comics and admits that they were Actually Pretty Funny. Awww.
  • Made of Iron: As a result of him drinking Super Power Juice as Captain Underpants, Mr. Krupp has displayed, particularly in the later books, superhuman endurance, such as being able to fall from a large tree without injury.
    • In the movie, he's capable of taking a beating, such as getting hit by a car, getting bounced around by a giant purple gorilla balloon, and falling at least three to five stories without taking a scratch (and that's before getting powers!)
  • Manchurian Agent: His encounter with the Hypno-Ring (and then getting splashed with water) has left him like this.
  • Meaningless Villain Victory: In the movie, he succeeds in separating George and Harold just like he wanted. But his expression and body language afterward state that it's not as satisfying as he'd imagined it to be.
  • Never My Fault: He gets in on this in book 5, by blaming George & Harold for tricking them into (almost) getting married. While George & Harold did play a role in this, neither he nor Ms. Ribble speak up & say that they did not want to marry each other.
  • Not So Different: In the flashback in the ninth book, he shows enough technical know-how about a prank pulled on his nephew Kipper, to imply that he just might have been as much of a prankster as George and Harold when he was young.
  • OOC Is Serious Business: When he smiles at George and Harold in the first book, the boys are immediately unnerved, having never seen him do so and realizing he's on to them. In the film, the sight of him smiling actually freaks them out and gives them chills. Then in Book 11, he happily greets George and Harold the day after they take an important test, and even hugs them. They immediately know something’s up.
  • Opposites Attract: In the movie, he becomes the love interest of Edith.
  • Perpetual Frowner: In sharp contrast to his Captain Underpants form, who is a Perpetual Smiler. If he does smile, it's usually a smug smile or a Slasher Smile.
  • Pet the Dog: Mostly in the movie. After being set up for a date with Edith the Lunch lady, Krupp bumps into George and Harold who remark about his good mood. Krupp then decides to return their comics and admits that he finds them pretty funny.
  • Prematurely Bald: In the animated series. If what Captain Underpants says in episode 4 is true, Krupp started going bald in his teens.
  • Punny Name: His real name— Benny Krupp— is a pun on the word "bankrupt." Additionally, if you say his last name slowly, it sounds a lot like "corrupt".
  • Red Oni, Blue Oni: The Blue to Captain Underpants’s Red (even though they’re technically the same person).
  • Sadist Teacher: A sadist principal, rather.
  • Scary Teeth: Tends to spawn fangs on occasion.
  • Screw This, I'm Outta Here!: After getting caught in a rainstorm during the battle in Book 8.
  • Significant Double Casting: In the movie, Ed Helms voices both him and Captain Underpants, his superhero alter-ego. He separates the two characters by giving Mr. Krupp a deeper, more gravelly voice while Captain Underpants is higher pitched and smoother.
  • Slouch of Villainy: A subtle one in the movie, to differentiate his body language from Captain Underpants, who stands up tall and straight with a confident posture.
  • Social Services Does Not Exist: Apparently not in the CU universe since Mr. Krupp has been able to get away with harming the children he's charged with. From yelling at them, insulting them, setting them up for public humiliation, using them for child labor, abandoning them in deserted locations without sufficient provision, etc. Long story short, this guy would have been doing serious jail time if he did any of this in the real world.
  • Sour Outside, Sad Inside: He may be a mean, bullying principal, but the movie reveals that he lives by himself in a lonely house, with nobody who cares about him. George and Harold fix his problem by hooking him up with Edith the lunch lady.
  • Stout Strength: Despite his chubby frame, he's surprisingly strong. In the second book, he kicked open a door so hard, he ripped it right off its hinges. And this was before Captain Underpants got superpowers!
  • Token Evil Teammate: Of the few times he has been forced to team up with George and Harold.
  • Took a Level in Kindness: At the end of the movie, when he returns the comics he confiscated from George and Harold. And while he lightly criticizes the comics at first, he then remarks that he found them Actually Pretty Funny. It's not much, but it's a start.
  • Trademark Favorite Food: Episode 6 of the animated series gave him a rather... bizarre one; guacamole.
  • Used to Be a Sweet Kid: It’s implied that he was this in the animated series, but that changed due to having a mother like Bernice.
  • Villain Protagonist: He's the evil civilian alter-ego of The Hero.
  • Villain Team-Up: He often joins forces with Melvin to either take revenge on George and Harold or to fulfill their own wicked agendas.
  • We Want Our Jerk Back: Downplayed. It's not that George and Harold like (or even miss) having him around — it's just that Captain Underpants is too dumb to be useful, and often causes more problems than he solves. Lampshaded in the movie, where the boys comments that the Captain is a bigger problem than Krupp ever was. At the end of the books, the boys always turn the Captain back into Krupp once the Captain's done his thing.
  • When He Smiles: At the end of the movie, when he gets hooked up with Edith the Lunch Lady (no thanks to George & Harold), he's shown to be smiling and genuinely happy.
  • Why Did It Have to Be Snakes?: In season 3, he has a huge fear of possums after being mauled by one when he was a boy. The boys would hire their own possum to scare Krupp into allowing them to be together for the summer.

    Captain Underpants
The Waistband Warrior himself.
Voiced in English by: Ed Helms (movie), Nat Faxon (animated series)
Voiced in Latin American Spanish by: Arturo Mercado Jr
Voiced in Japanese by: Yasunori Matsumoto

The alter ego of Mr. Krupp when he is hypnotized to think he is "Captain Underpants," a character created by George and Harold. He only wears white briefs and a red cape with black polka-dots. Whenever Mr. Krupp hears the sound of fingers snapping, he turns into Captain Underpants, and he turns back into Mr. Krupp when he is soaked with water. Captain Underpants is considered to be the "light side" of Mr. Krupp himself, as he is nice and kind to everyone, especially children.

  • Brainwashed and Crazy: In the season 2 finale, the captain's brain and body get hijacked by Melvin's nanobots who intend to use him for their world domination scheme.
  • Brought Down to Normal: In Book 12, Sir Stinks-A-Lot drains the Super-Power Juice out of his DNA and wipes the brainwashing that turns him into Captain Underpants, causing him to revert to Mr. Krupp for good.
  • Captain Superhero: Has The Captain in his title.
  • Catchphrase: "Tra-la-laaaaaaaa!"
    • To a lesser extent in the movie: "Now it is time to FLY AGAIN!"
  • The Charmer: He shows shades of this in the movie if the scene where he flirts with Edith the Lunch Lady is any indication.
  • Clap Your Hands If You Believe: Captain Underpants loses his powers by putting on clothes because that's how he believes his powers work.
  • Does Not Like Shoes: As he clearly did not wear any form of shoes when he is just in his cape and underpants.
  • Failure Is the Only Option: As lampshaded by Harold in the animated series, Captain Underpants always loses when it comes to the "O-Rama" portions of the episodic battles due to Rule of Funny.
  • Flying Brick: In the third book, he gains flight and super strength after drinking Super-Power Juice. It seems it only applies to the Captain Underpants identity since Mr. Krupp never demonstrates superpowers outside of superhuman durability.
  • Friend to All Children: In comparison to Mr. Krupp the Child Hater. In The Movie, he goes as far as opening a carnival for the whole school.
  • Friend to All Living Things: In the animated show, he's more inclined to befriend the monster/villain he's fighting or at the very least show common courtesy.
  • Fun Personified: Especially in the movie. He is almost always in a good mood.
  • Glowing Eyes of Doom: The boys can determine that the nanobots have made him their new host in the season 2 finale by the fact that his eyes were glowing green.
    George: Yeah. Even though you can't see the nanobots, you can tell because his eyes are glowing green!
    Narrator: A helpful cheap visual cue, ka-ching!\\

  • Godzilla Threshold: Several books have George and Harold bring out Captain Underpants as a last resort, preferring to deal with the threat themselves before having to change him.
  • Good Is Dumb: Mr. Krupp isn't too bright but at least some degree of common sense. Captain Underpants on the other hand is a full-blown moron but has a heart of gold.
  • The Hero: The main hero of the books, though he gets sidelined a bit in Book 7 and 8.
  • Heroic Build / Temporary Bulk Change: In the film, when he gains superpowers, he briefly gains the body of Superman before reverting to his normal, rotund physique.
  • Horrible Judge of Character: In the film. While posing as Mr. Krupp, he hires Professor Poopypants as a science teacher, having a good feeling about him even as the Professor makes no effort to hide being evil.
  • Human Alien: Only in the origin issue that George and Harold wrote for his backstory, where he was born on the planet Underpantyworld and raised on Earth as a human. Biologically, he is 100% human, due to being the alter-ego of the human Mr. Krupp.
  • Idiot Hero: He is a sweet-natured and determined hero but has a mind the size of a pebble.
  • Image Song: In the movie portrays his heroic and goofy personality in song form as The Captain Underpants Theme, which is appropriately sung and written by Weird Al himself!.
  • Intergenerational Friendship: With George & Harold.
  • Interspecies Adoption: In the movie, his adoptive parents are a pair of anthropomorphic dolphins.
  • Large Ham: You can be sure that Ed Helms was enjoying himself a lot while voicing him.
  • Last of His Kind: In the comics, he was the last surviving member of his home planet Underpanty World after it was blown up. No surprise, considering he's partially inspired by Comic Book/Superman himself.
  • Magic Feather: Thanks to the Placebo Effect, he believes he loses his powers when attacked with extra-strength spray starch. George and Harold retcon his backstory so that by saying "I summon the power of Underpantyworld," spray starch does not affect him.
  • Manchild: He's a grown man, running around in his underwear, and acts very childish and immature. This is turned Up to Eleven in the movie, as George and Harold have to constantly keep an eye on him as if he is a child.
  • Muggle Foster Parents: In his backstory written by George and Harold, he was raised by a human couple after being sent away from Underpantyworld by his parents shortly before it was destroyed. His movie backstory is almost identical, except for the fact that his foster parents are now dolphins. For some reason (presumably, because Harold likes dolphins and George saw no reason to tell him no since, hey, it's hilarious).
  • Nice Guy: He likes to help out others and is protective of George and Harold.
  • Non Sequitur, *Thud*: When he (temporarily) loses all of his superpowers and falls three stories in Book 7.
    Mommy, my train has been swimming in the piano.
  • Noodle Incident: At some point in the animated series, CU tried to paint all of Piqua red and was shortly arrested for it.
  • Papa Wolf: If George and Harold are in danger, he will do everything he can to get them out safely. Highlighted in the movie; his superpowers don't kick in until he swallows some of the radioactive cafeteria leftovers after hearing George and Harold crying for help.
  • Red Is Heroic: His red cape.
  • Red Oni, Blue Oni: The Red to Mr. Krupp’s Blue (even though they’re technically the same person).
  • Rubber Man: In one episode of the animated series. In the alternate timeline in episode 11, he gets these powers after getting thrown into a vat of radioactive molten plastic.
  • Screw This, I'm Outta Here!: In season 3, he tries to leave the fight after realizing that his opponent is not only a ghost but a ghost dentist.
  • Secret Identity: As noted in the first book, "His true identity is so secret, even HE doesn't know who he is!" In The Movie however, George and Harold convince him to take the identity of Mr. Krupp.
  • Significant Double Casting: In the movie, Ed Helms voices both him and Mr. Krupp, his civilian alter-ego.
  • Skewed Priorities:
    • He'll absolutely refuse to go fight crime without a cape; to the point where he ran out on George and Harold to go buy a cape once.
    • He also very much values his look; he's reluctant to put clothes on at all.
    • He was also extremely hesitant to give up his cape in book 6 even though it meant saving the life of Ms. Anthrope.
  • Superhero Sobriquets: The Waistband Warrior.
  • Superpowered Evil Side: Inverted. The alter ego is actually good, as opposed to the civilian personality which is evil.
  • Super Not-Drowning Skills: In the movie, he survives being submerged in liquid radioactive cafeteria leftovers for an extended length of time with no ill effects.
  • Took a Level in Badass: From the Halloween Special onwards, the Captain is shown to get better at defeating a designated monster or villain.
  • Underwear of Power: Takes it a step further being it all that he wears.
  • Walking Shirtless Scene: The only thing he wears is a cape and his underwear.
  • Weaksauce Weakness: Believes that he loses his powers when in contact with starch until George and Harold retcon his origin story in book 5 to make him immune to it. His true weakness however is getting splashed in the face with water, which makes him revert to Mr. Krupp. Yes, this does mean that his only weakness is a substance that covers roughly seventy percent of the Earth's Surface.

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