A beautiful character is punished by being turned ugly, which is a FateWorseThanDeath. Usually a punishment for vanity, but not necessarily. See also BeautyToBeast, which is the general trope of a beautiful person turning ugly for whatever reason, including plain old-fashioned aging.

Related to BeautyEqualsGoodness and KarmicTransformation.


[[folder:Anime & Manga]]
* In the ''Manga/YuGiOh'' manga and [[Anime/YuGiOhFirstAnimeSeries first series anime]], a beautiful, but sadistic teacher is challenged to a shadow game by the main character. Her punishment for losing is having her face shattered, revealing her inner ugliness.

[[folder:Comic Books]]
* Inverted for one story arc of ''ComicBook/{{Deadpool}}'': The normally hideous merc is cursed... into looking like [[NoCelebritiesWereHarmed Thom Cruz]]. Otherwise played exactly straight, as it was an effective punishment[[note]] He explains that he has no problem with looking ''pretty'', and he even ''wants'' to look pretty, but he wants to look pretty ''himself''. He doesn't want someone else's face[[/note]].
* In ''ComicBook/GenerationX'', Monet St. Croix was turned into the freakish Penance by her evil big brother as a punishment for her vanity.
* In the first issue of ''ComicBook/SevenSoldiers of Victory: Frankenstein'', teenage outcast Uglyhead forges an alliance with the Sheeda to get revenge on his classmates. To this end, one of the girls who made fun of him is forced to accept a Sheeda spine-rider, who forces her to eat herself into obesity.
* In the first arc of ''ComicBook/XStatix'', the team deals with a disfigured teenage RealityWarper who has used his powers to make almost everyone else in his hometown hideous in revenge for a bunch of kids beating him so badly that he had to be hospitalized.
* The Morlock Masque from ''ComicBook/XMen'' comics does this to victims with his (her?) mutant powers; because Masque can't use his/her powers to make his/her own ugly face handsome, he/she takes it out on others by making them ugly.

* In the film ''Film/{{Penelope}}'', the title character is "cursed" to have a pig nose. People tend to respond to her looks extremely negatively.
* In ''Film/{{Se7en}}'', the Pride kill has John Doe cutting up the face of a beautiful but vain woman and making her choose between suicide and life with an ugly face. [[spoiler:She chooses suicide.]]
* ''Film/{{Freaks}}'', where it's also a KarmicTransformation.
* ''Film/{{Spaceballs}}'': After kidnapping Princess Vespa, the villains give an ultimatum to her father, threatening to undo her nose job if he doesn't reveal the air dome's combination. Although Vespa herself pleads with him not to, he eventually caves, averting this trope.

* ''Literature/BeautyAndTheBeast'' is the most obvious, with the Beast having been transformed into a grotesque monster in punishment for failing the OldBeggarTest.
* The book ''Literature/{{Beastly}}'' matches this, as it is a modern version of "Literature/BeautyAndTheBeast". Protagonist Kyle is a rich jerk who embarrasses Kendra, an unpopular girl who turns out to be a witch. He gets cursed by turning into a hideous beast, until he receives True Love's Kiss.
** In the book, at least. In [[AdaptationalAttractiveness the movie]], he just gets cursed into looking like a member of the Jim Rose Circus.
* In ''Literature/DyingEarth'', the witch Javanne cursed her lover by making him hideously ugly; at the end of that story, she's forced to bring him before a god of justice, who decides a little LaserGuidedKarma is in order.
* In ''[[Literature/HomecomingDrizzt Homecoming]]'' [[spoiler: Braelin Janquay]] is turned in to a drider by the priestesses of House Melarn. What makes this worse, is, that driders are outcasts of drow society, not only ugly but ''reviled'' by the populance. And the process of turning into one is so incredibly painful that all driders start out with memories of their torment and former lives wiped, because they coudln't stand living otherwise.
* In the final book of ''Literature/TheWheelOfTime'', [[spoiler:Graendal]], formerly one of the world's greatest beauties, is punished for her [[VillainBall counterproductive]] ChronicBackstabbingDisorder by being killed and reincarnated as a hideous, deformed old crone. [[spoiler:As a PsychoPsychiatrist with horrific MindControl powers, she promptly starts forcing her victims to see her new form as the highest ideal of beauty.]]

[[folder:Live-Action TV]]
* An episode of ''Series/SabrinaTheTeenageWitch'' had a variation: During a particularly vain phase, Sabrina meets a kindhearted and charitable ([[InformedAbility according to Hilda and Zelda]]) yet ugly relative (her skin is spotted green) whom Sabrina treats with apprehension. Said relative decides to teach her a lesson...by gradually turning Sabrina's ''boyfriend'' Harvey into a werewolf-esque creature (so much for kindhearted). She changes Harvey back only when Sabrina accepts him despite his looks.
* In "The Masks", a fifth-season episode of ''Series/TheTwilightZone1959'', a wealthy dying man summons his family to his New Orleans home for Mardi Gras. Since they're all grasping creeps waiting for him to die so that they'll inherit, he makes it a condition of his will that they wear grotesque masks matching their personalities until midnight. He dies at midnight and they take off their masks to find that their faces have been permanently molded into those shapes.

[[folder:Mythology & Religion]]
* The [[Myth/GreekMythology Greek mythical]] monster Medusa, who was so ugly that anyone who beheld her face was [[TakenForGranite turned to stone]], was supposedly afflicted with this. In many versions of the myth, she was originally a beautiful girl, but [[DoubleStandardRapeDivineOnMortal made the mistake of being raped by Poseidon]] in Athena's temple. Athena really didn't take it too well.

[[folder:Newspaper Comics]]
* In one ''ComicStrip/{{Peanuts}}'' strip, Peppermint Patty supposed that her ugliness was a punishment for something she had done in a previous life.

[[folder:Tabletop Games]]
* In ''TabletopGame/VampireTheMasquerade'', the [[LooksLikeOrlok Nosferatu Clan]] often Embraces vain, beautiful people, cursing them into looking like them. Depending on the individual vampire's tastes, this is done for two reasons: Some do this to teach "TheBeautifulElite" a lesson in humility, while others like to do this [[ForTheEvulz just so they can watch models and actors writhe in agony]]. Unfortunate victims of this kind of 'lesson' are dubbed "Cleopatras", allegedly after the character in ''Film/{{Freaks}}''.
** It's likewise believed that the Clan's founder, Absimiliard, was one of the most beautiful (and vain) of all the antediluvians, conspiring to murder his second-generation sire because she'd slightly marred his perfect looks during the Embrace. When he went through with it, Caine made things much, ''much'' worse.
** In ''TabletopGame/VampireTheMasqueradeBloodlines'', at least two members of the LA brood are (or were) Cleopatras: A supermodel named Imalia (who hasn't gotten over it), and a former silent movie star and their current primogen "Gorgeous" Gary Golden (who has gotten over it, considering he is Imalia's Sire).
** The Tzimisce do it on occasion as well, given that they've got [[BodyHorror Vicissitude]]. There's a NPC in the Mexico City book who made the mistake of pissing off Sascha Vykos; Vykos sealed up all his orifices, then Embraced him. The man has to ''chisel'' his eyes and mouth out on a nightly basis.
* Part of the ''TabeltopGame/{{Dragonlance}}'' backstory has the Irda, a beautiful, powerful race of blue-skinned humanoids who were the first sentients created on Krynn who enslaved first the elves, than men when they proved more useful as laborers. After growing too arrogant, all but one clan (who were friendly to humans) were cursed by the gods and become the hideous green-skinned monsters known as Ogres.
* One very harsh example in ''TabletopGame/RocketAge''. Although this might have been a side effect of the viral and nuclear bombardment of Io by the Europans, the Iotes went from being described as the most beautiful species in the solar system to looking like disease ridden, mutated dog men. Knowing the Europan's [[DisproportionateRetribution track record]], they probably didn't even do anything to deserve it.

* In ''Theatre/IntoTheWoods'', [[spoiler:the ugly old witch was really a beautiful woman who had been victim of this]].

[[folder:Video Games]]
* In ''VideoGame/MetalGearSolid4'', Snake apparently thinks of his RapidAging as this.
* Inverted in ''VideoGameKingsQuestIV'' where the ugly, but good hearted [[TheIgor Igor-like]] Edgar is turned into a PrinceCharming by the fairy Genesta for his part in helping the Heroine. Though a later {{Retcon}} made it so that was his original form.
* In ''VideoGame/VampireTheMasqueradeBloodlines'', as in [[TabletopGame/VampireTheMasquerade the tabletop game]], the Nosferatu sometimes inflict their LooksLikeOrlok variety of undeath on vain beauties to take them down a notch. One Nosferatu, Imalia, is a former [[FashionModel top supermodel]]... who will pay handsomely to have her UnknownRival successor's life ruined, suggesting that the lesson in humility didn't stick.

[[folder:Web Comics]]
* Kavonn of ''Webcomic/CharbyTheVampirate'' cursed a female character with a reactive version of this: She switches between beautiful and ugly depending on her actions.

[[folder:Web Original]]
* Taako of ''Podcast/TheAdventureZone'' sacrifices his elven beauty during the Suffering Game arc. Downplayed slightly in that he only becomes average looking, and [[LoopholeAbuse immediately casts Disguise Self to make himself look like his past self.]]

[[folder:Western Animation]]
* Parodied in ''WesternAnimation/TheSimpsons'', when Homer is taking an oath when he becomes a Stonecutter.
-->'''Homer:''' And by the sacred parchment, I swear that if I reveal the secrets of the Stonecutters, may my stomach become bloated and my head be plucked of all but three hairs --\\
'''Moe:''' Um, I think he should have to take a different oath.
* In ''WesternAnimation/TheSmurfs'' episode "The Tear Of A Smurf", Chlorhydris' daughter Priscilla was a young woman punished by her mother by being turned into an old hag, and she seeks the tears of a Smurf for her formula to restore her youth.