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Anime and Manga
- Shortly after joining The Shinsengumi in Peacemaker Kurogane, Tetsunosuke gets jealous at Yamazaki Susumu, who does his spying work crossdressed as a beautiful woman. Tetsunosuke grabs a spare kimono and borrows Susumu's makeup box, ending up looking more like a Kabuki clown than a lady, to the horror of innocent bystanders.
- Eureka in Eureka Seven goes through this to cover some recent scars. It does not go well. Talho helped straighten it out, then she's never seen with it again.
- Makie of Mahou Sensei Negima!, Genki Girl that she is, tends to put on make-up a tad too enthusiastically whenever she tries to on her own.
- A variant of this occurs in episode 28 of Pokémon, Team Rocket run a fake beauty salon for pokemon. Ash and Misty get into an argument about fashion that ends with Ash daring Misty to take her Psyduck to the salon to get a makeover. She tries, but Team Rocket end up thinking that she wants a makeover. So they put her in weird clothes, give her a new hairstyle, and paint her face with ridiculous clown-like makeup. She thinks it looks good, until Ash sees her and laughs his butt off at how stupid she looks.
- When Nodame of Nodame Cantabile tries to make herself pretty for Chiaki, this happens.
- Happens in Tenchi in Tokyo when Ryoko applies make-up to her face by the pound. Everyone is startled but then laughs hysterically when they see her face (especially Princess Ayeka, who's rolling on the floor laughing so hard she's crying at the sight!)
- Happens in Great Teacher Onizuka where Azusa, in order to impress the title character, decides to apply makeup. She overdoes it and she looked like a Ganguro girl. It got worse when in the next day, the day before they are going for the school vacation in Okinawa, her face is too white with makeup.
- Happens in the Cowboy Bebop manga in which someone, upon meeting Ed responds with "You're a girl, aren't you?! I'm going to make you pretty!" Not too long after, we see Ed's face covered in make-up who asks "Is Ed pretty?" It's . . . not pretty.
- A Detective Conan OVA has Ai Haibara waking up at Ayumi's house after a sleepover. Ayumi then gets the idea to wear some of her mother's make-up before going out to the store. Ai (being an adult in a child's body) puts on a decent amount, while Ayumi (being a little girl who has never worn make-up before) puts on so much that she ends up looking like a clown. Luckily, Ai offers to help her out afterwards.
- Happens in The Noozles when Sandy tries to put on her mother's makeup in an attempt to try and make herself look pretty. When her mom walks in on her and see her, she can't stop laughing, much to Sandy's embarrassment.
- Employed in the 1990 New Mutants Summer Special where Rahne is given a makeover by one of the residents of Megalopolis to seduce her over to Consumerism. The "mirror" shown to her is a glamor shot. Her actual makeup consists of childish scrawling and a badly fitted wig.
- Lil Lotta from the Richie Rich comic books tries on makeup to impress her boyfriend Gerard, but when her friend Lil Dot sees Lotta with the makeup on, she thinks that she's got a cold or came down with something.
- In the 1999 movie The Other Sister, Juliette Lewis (playing a mentally challenged girl) gets a cheap makeover in a mall. Unfortunately, she has to find out that it covers just half of her face.
- A non-visual example in Paper Moon. Addie puts on some of her dead mother's perfume in an attempt to seem more grown up, but having never used perfume before she practically bathes in it. She's pleased when Moses obviously notices the smell, but becomes less pleased when he cracks open the windscreen in the car to get rid of the smell.
- Georgia Nicolson, the Cute Clumsy Lovable Alpha Bitch protagonist of Louise Rennison's series (beginning with Angus, Thongs and Full-Frontal Snogging), is the queen of this trope... even though she does use make-up on a regular basis. Somehow, she always has to push things just a bit too far: she dyes a blonde streak in her hair only to have the hair snap off when her boyfriend runs his hands through it, she tries to make a pimple look like a beauty spot with the aid of a lip pencil (making it even more obvious) and shaves off her "orang-utan" eyebrows when she decides tweezing hurts too much. In another book, she dyes her legs bright orange in a self-tanning-lotion mishap.
- Tracy Beaker, of Jacqueline Wilson's The Story of Tracy Beaker, The Dare Game, and Starring Tracy Beaker has an example of this in the first book, with an on-the-money illustration by Nick Sharratt. However, she doesn't do it for a boy, but because an author is coming to her care home and she wants to make an impression. She does. The author, Cam Lawson, later becomes her foster mother. The worst part is that she doesn't even realize why people are laughing...
- Letty Chubb in the Teenage Worrier book series had several of these. She has dyed her hair orange, ruined her mother's expensive ballgown by stepping on the hem while wearing heels, broken out in a rash because of her allergy to perfume, and more.
- The Robert A. Heinlein book Podkayne of Mars has Podkayne try to imitate garish makeup from a magazine cover. Fortunately an older woman shows her how it should be done.
- This is the unfortunate result when the transvestite protagonist of the YA novel Flipside attempts to apply makeup for the first time, almost discouraging him entirely from cross-dressing until his girlfriend (who finds him most attractive as a girl) teaches him the proper technique.
- In one book of The Babysitters Club, Mallory, while in California and away from her parents, basically blew all her money on make up and "Temporary" Blond Dye Job. The Catastrophe in this scenario is that that it's implied in her narration that she's wearing too much, and that the dye is not going to come out before she has to return home.
- In the short story Liar! by Isaac Asimov, the cold and harsh robopsychologist Susan Calvin is led to believe that a man she has a crush on feels the same way about her, so she begins wearing makeup to draw his attention; her inexpert efforts are less than subtle, and she doesn't get a positive reaction.
- In Hell's Faire, the thirteen year old Cally O'Neal attempts to make her self up like Britney Spears does, but the end result winds up as "raccoon eyes", and Papa O'Neal afraid that if she's seen by others like that he'd be accused of child abuse. Fortunately for Cally some of the visitors to the farm where she and Papa live are much better at applying makeup, and fix the problem.
- Jemima, Caractacus Pott's daughter, did this in a Noodle Incident in the original book Chitty Chitty Bang Bang. She got into her mother's lipstick and tried it for herself, making her look as if she had smeared raspberry all over her face! When her mother saw the result, she was angry at first but cracked up at the sight.
Live Action TV
- In an early episode of Boy Meets World, Cory tries to use a hair care product but fails to read the directions. After they manage to unstick the comb from his head, he tries and fails to slip through the whole day of school wearing a hat. At least he doesn't end up "bald as a cue ball", which is what Eric insists someone else who used the same product did.
- On The Suite Life of Zack and Cody, Cody decides to differentiate himself from his brother by lightening his hair. Result: pink hair. On the day of a scholarship interview. Naturally, a Twin Switch is the perfect answer. Not.
- There was an small early arc in Yo soy Betty, la fea where Betty tries a makeover by buying a new dress and trying a new hairdo and makeup. Unfortunately, she doesn't have fashion sense, and let herself in the hands of the saleswoman and the hairdresser, who are as clueless as she is. Predictably, it fails horribly, prompting the rest of the cast to say that she looked worse than her usual self. Later, (after the proper makeover) this experience becomes an inspiration, and she capitalize it into a program to create salesgirls with fashion knowledge, so they can act as consultants for the clients and they can get a better experience (and clothing that suit them).
- On Friends Ross used too much of a dental bleach agent, causing his teeth to glow in the dark under his black light and scaring off his date.
- In a different episode he manages to get two applications of fake tan on the front of his body and none on the back - after repeated attempts to rectify this he has eight applications on his front and still none on his back.
- In an early episode of Pretty Guardian Sailor Moon, Ami tries to bond with Usagi by engaging in girls' typical activities with her and her friends. One of these is a pajama party at Usagi's (for which Naru had come as well): at one point, they start showing off their make-up. Ami, not having much practice with it, messes hers up royally... And all three girls share a good laugh.
- An episode of Yeralash is about a little girl who's left alone with her mom's cosmetics. In the end, two robbers break into the flat... and run away in fear.
- In one episode of Dad's Army, the platoon are told that Home Guard members who are too old to fight will be drafted into ARP under new government rules. Preparing for an inspection which will decide who is too old to stay, the men go to increasingly desperate lengths to attempt to look younger - toupees, girdles, and even covering themselves in the makeup that Frazer uses when preparing corpses. Meanwhile, Hodges tries to disguise himself as an old man so he will not be sent to the Home Guard. Hilarity Ensues all around.
- An episode of Malcolm in the Middle has Lois getting a trashy makeover from a girl at work and she ends up being mistaken for a hooker. Hal loves it though.
- In Two of a Kind Ashley gets an ink stain on her cheek a few days before class pictures are being taken and Carrie attempts to cover it up with makeup. The result is a completely white face, over-rouged cheeks and clown lipstick.
Ashley: Oh my God, I look like Grandma.
- In a variation, on Salute Your Shorts, Dina is the resident girly-girl and is about to take part in a water balloon tag/capture the flag game. She knows a lot about makeup, but not much about camouflage. Attempting to apply her makeup skills to camouflage she ends up looking like a paramilitary clown and asks deadpan "Do you think I overdid it?"
- Happens when Lila attempts a makeover on her friend Enid in the Charles in Charge episode "A Date with Enid".
- This is the result when Kiki performs a makeover on Alexia and Claireparker while they are asleep in the Pixelface episode "Two Aethelwynnes".
- Lorenna in The Brothers Garcia dons a lot of make-up at the start of the new school year against Sonia's wishes. The catastrophe comes when she must rush home and clean it off before dinner - she discovers it's waterproof.
- In Sadie J, Sadie deliberately inflicts one on herself in order to submit a review trashing her father's fiancee's beauty salon.
- In Sabrina the Teenage Witch, a spell causes everyone's fear to multiply. Libby gets paranoid that she won't win the Spring Queen pageant so keeps applying more make-up. By the time Sabrina gets to the Forest of her Fears, Libby appears dressed as a clown.
- Also in the first episode, Sabrina inadvertently casts a spell that makes Libby unable to apply lipstick...to her lips. She keeps putting it on everywhere else.
- Delia Delfano is often a victim of this trope during the first season of I Didn't Do It, first when her mother forces her into beauty pageants in the episode "Fireman Freddy's Spaghetti Station." When Lindy and Jasmine see her turn around poorly made up, Lindy deliver's the perfect sympathetic response.
Lindy: Oh, honey... Boo-Boo.
- In Gunnerkrigg Court, Gadgeteer Genius Kat falls for a boy at her school, tries to paint her face in an effort to impress him, and messes it up. Best friend Annie salvages the situation by removing all the makeup. When Kat notes that she doesn't look different from normal, Annie tells her that she's beautiful as she is, making this one of the rare instances where that particular Aesop is specifically employed. She is then cut off when she starts to ask why Annie wears makeup.
- Hannelore of Questionable Content tries to apply makeup with the help of a robot whose cosmetic knowledge is derived from porn websites, with predictable results.
- The Perry Bible Fellowship points out one more inconvenient side◊ of the vampirism.
- In As Told by Ginger, the heroine and her two best friends try to make themselves look beautiful for the school photo, by stealing Lois' (Ginger's mother's) cosmetics. Then, when they're found out and forbidden from using makeup, they follow a magazine's instructions for making "fake-up" out of household materials. The results are predictably disastrous, especially since the foundation was made from gravy.
Miranda: Are they auditioning for clown school?Courtney: If they are, I think they're going to get in.
- Futurama has Leela attempting to do her own eyeshadow and lipstick when her one eye is temporarily blinded.
- When she gets a second prosthetic eye, she again has trouble with eyeshadow, although Amy is on hand to help her out.
- Jane suffers the hair-dying variety in the Daria episode "Dye! Dye! My Darling". It's a subversion considering that Jane basically expected, at least subconsciously, Daria to screw it up in order to pick a fight with her.
- Katara and Toph try out cosmetics after a day at the spa in one episode of Avatar: The Last Airbender. The makeup doesn't look that bad, but it's still off enough to attract the attention of a trio of snooty girls. Toph and Katara respond to the criticism by dropping them into a river and washing them downstream.
- This is, predictably, the effect of Homer Simpson's "makeup gun" as demonstrated on Marge.
Marge: Homer! You've got it set on "whore"!
- Bob's Burgers - Tina falls in with the new girl at school, who insists on makeovers. She puts a lot of makeup on the two of them in the girl's room - when they step outside, the two Pesto brothers see them and yell "AAAA! Bathroom clowns!"
- Happens in Pixel Pinkie when Pinkie (who is a genie) uses her powers to perform a makeover on Nina and Anni. They actually wanted a house makeover.
- Dogstar: Happens when Gran decides to help Gemma 'look pretty' for the opening of the Dogstar museum in the first episode of series 2. Gemma wastes no time in wiping off the make-up as soon as she is out of sight of Gran.
- Camp Lakebottom: Gretchen does this to herself when she tries to prove she is girly enough to enter Camp Sunnysmiles beauty pageant in "Ring Around the Gretchen". When she buries her face on her bed in sorrow, her face sticks to the blanket.