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* The Greek mythical monster Medusa, who was so ugly that anyone who beheld her face was [[Taken for Granite|turned to stone]], was supposedly afflicted with this. In many versions of the myth, she was originally a beautiful girl, but her pride got the better of her and she eventually proclaimed that she was more beautiful than Athena. Athena responded to this badly.
* In ''[[Into the Woods]]'', {{spoiler|the ugly old witch was really a beautiful woman who had been victim of this}}.
* In ''[[Vampire: The Masquerade (Tabletop Game)|Vampire: The Masquerade]]'', the [[Looks Like Orlok|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 "[[The Beautiful Elite]]" a lesson in humility, while others like to do this [[For the Evulz|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 ''[[Freaks]]''.
** In ''[[Vampire: The Masquerade Bloodlines]]'', 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).
* In the ''[[Yu-Gi-Oh!]]'' manga and 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.
* Parodied in ''[[The Simpsons]]'', when Homer is taking an oath when he becomes a Stonecutter.
{{quote| '''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 --<br />
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* An episode of ''[[Sabrina the Teenage Witch]]'' had a variation: During a particularly vain phase, Sabrina meets a kindhearted and charitable ([[Informed Ability|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.
* Kavonn of ''[[Charby the Vampirate]]'' cursed a female character with a reactive version of this: She switches between beautiful and ugly depending on her actions.
* In ''[[SevenSe7en]]'', the villain cuts up the face of a beatiful but vain woman and makes her choose between suicide and life with an ugly face. {{spoiler|She decides for the former.}}
* Part of the ''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.
* In ''[[Metal Gear Solid]] 4'', Snake apparently thinks of his [[Rapid Aging]] as this.
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