Wedgie Woman kidnaps the boys and uses her super-powered intelligence to build robot copies of the two boys, Robo-George and The Harold 2000. George thinks the Extra Strength Super Power Juice must have soaked into her brain. The robots are equipped with Spray Starch to take away Captain Underpants's powers. Something has changed about Mr. Krupp though because he drank the super-power juice, so now whenever he becomes Captain Underpants, he can fly and use other superpowers, thus making it harder for George and Harold to keep tabs on him Because of their particular anatomy, and as a consequence of the type of swimwear women frequently wear, the risk of water being forced inside their body is greater than it is for men."

She experienced immediate and severe pain internally, and as she stood up, blood began rushing from between her legs." Alan Wagner, the attorney who filed the suit on September 27, wrote that not all the "risks" of the Slide were disclosed to park guests or Ms McGuinness. A commercial for Klondike Bars features a man willing to let two of his co-workers give him a wedgie from both sides for one. One of the commercials advertising Spider-Man: Friend or Foe has Spider-Man giving Sandman a wedgie to convince him to fight for good. The Undertaker's last ride is distinguished by from a regular power bomb by giving the other wrestler a Melvin before dropping them. He does not have to grab underwear per se, but most professional wrestlers wear some variant of Underwear of Power.Benjamin covers his bald head with a messy, spider-like toupee. He wears an office shirt, a tie, and a pair of trousers. He, Captain Underpants, George, and Harold are the only characters to appear in every episode of The Epic Tales of Captain Underpants. In 1975, the Midwestern Journal of Language and Folklore published a piece mentioning that "A boy sneaks behind another boy and tugs his underwear." In New England, this is "giving someone a wedgie." The term wedgie is unknown in Minnesota where the identical act is a "snuggie" describing an actual phenomenon which existed amongst school aged children.

Key of Awesome: In their "Hello" parody, Adele gives her now ex-boyfriend a wedgie for only ever cooking spaghetti for their meals.Robin: In the Robins miniseries, when the group are facing against imitations of Gotham Rogues, the fakes utilise data stolen from Batman to give themselves an advantage against anything Batman might expect/have taught the Robins, so they resort to using tactics and moves they've learnt from "literally anyone but him". Stephanie Brown chooses to give the Poison Ivy imitator a huge wedgie (calling it a "minerva"), citing she learnt it from receiving them herself from school bullies. Ms. Ribble is an English teacher and homeroom teacher at Jerome Horwitz Elementary School and is George and Harold's teacher. As George and Harold are being taken away by the cops, the cops stop by Mr. Krupp's house where he is seen taking out the trash after cleaning the house from the wet soggy toilet paper. The cops rush and handcuff a confused Mr. Krupp. After their court date, George, Harold, and Mr. Krupp aka Captain Underpants were arrested and were sent to jail. George and Harold are sent to the Juvenile Hall while Mr. Krupp was sent to the Piqua State Penitentiary. The 3 were actually framed and mistaken for Evil George Beard, Evil Harold Hutchins, and Captain Blunderpants's evil antics causing chaos in the town of Piqua.

J-WITCH Series: Uriah and his friends give Martin one while robbing him of his money in "Return of the Queen". Jade (who's on the verge of becoming the Queen of the Shadowkhan again) wishes that someone would give the bullies a taste of their own medicine, and sure enough, the Shadowkhan appear to give them wedgies. A commercial for the Maria Casino has a woman giving another woman a thong wedgie while she's bending over to play pool. Prison School: In episode 8, "Diary of Andre", while using the top of a door frame to do pull-ups, Meiko falls off and gets her thong caught on the doorknob.Batgirl (Rebirth): In the Escape from the Phantom Zone crossover, Supergirl accidentally gives Batgirl a wedgie by grabbing her by her pants when she's about to fall. Shinobi Life: In Chapter 1, shortly after meeting Present!Beni, Kagetora, mistaking her for her ancestor, Princess Beni, stretches both sides of her thong in an attempt to rip it off; claiming that it was inappropriate wear for a princess. He does this again in Chapter 2, only this time, he succeeds in ripping Beni's thong off. One fine day, Ms. Ribble walks into George and Harold's classroom and announces she is planning on retiring at the end of the school year. She forces everyone to make happy retirement cards for her. The boys make a Captain Underpants versus Wedgie Woman comic book instead. In the comic book, Captain Underpants is stopped by spray starch, which makes his underwear stiff and uncomfortable, and so he loses his powers until he gets some fabric softener from some passing kids. When Ms. Ribble finds the comic George and Harold made, she becomes furious and sends them to the principal's office. George protests that all they did was use their imaginations, but Ms. Ribble reminds them that using their imagination is no longer allowed in this school. In the intro comic, Captain Underpants states, "Diapers, and Toilets, and Poop? Oh My!". This is a parody of the "Lions, and Tigers, and Bears, Oh My!" quote from "The Wizard of Oz".

Non Sequitur: In one strip, Lucy looks through a pamphlet meant for her Danae's father that contained a photo of her giving a student, Jeffrey, an atomic wedgie; which Danae claims to be photoshopped, despite bragging about it on Facebook and posting a video of it on YouTube. An ad made for Revista Oficial Nintendo to advertise Mario Kart: Super Circuit depicts an old man giving another one a wedgie while they're playing the game. The book first starts off with a rant about how grown-ups (such as your parents) encourage something initially when you are very young and discourage it greatly as you grow older. Then it goes to the staff of Jerome Horwitz Elementary School who are anything but trustworthy are extremely cruel to children. However, George and Harold manage to outsmart them frequently since they aren't very bright. The lawyer says that the risks that Disney rides carry "are considered unreasonable expectations for consumers to anticipate." Wagner continues to say in the complaint that: "The Slide was unsafe and unreasonably dangerous to Ms McGuinness and other patrons because it failed to meet the expectations of a reasonable consumer, including Ms. McGuinness." In other words - people expect bumps and bruises, not the type of injuries experienced by McGuinness. Because of a woman's anatomy, the risk of a painful 'wedgie' is more common and more serious than it is for a man.

In " The Soggy Salvation of the Swirling Sweatnami," it is revealed his childhood was terrible, although it was hinted in "The Vexing Vile of The Villany Vimpire". His mother, Bernice Krupp, verbally abused him and only saw him as a disappointment. When Mr. Krupp entered the school talent show and tried to perform as a rapper, Bernice humiliated him and encouraged his peers to do the same. This incident led Benjamin to become the spiteful principal he is today.