A highlight of the parody Not Another Teen Movie is when two guys make a bet on how they can make “the ugliest girl in school” the most popular. They look around, skipping the conjoined twins, the albino, the hunchback and someone who looks like the Wicked Witch of the West to settle on… Chyler Leigh, who’s wearing glasses and frumpy clothing and yet somehow that makes her the least attractive person around. It’s an obvious shot on how the movie She’s All That presented Rachael Leigh Cook as some sort of leper. It works because it hits how Hollywood has long had a very different definition of “plain” or even “ugly” than the rest of the world.
It’s been that way for years, slews of adaptations of works that decide to cast a character described as not that attractive with a gorgeous actress and try to sell it as logical. Some movies have fun with it; the plot of Shallow Hal is Jack Black hypnotized into seeing his obese girlfriend as Gwyneth Paltrow while The Other Guys has Will Ferrell not seeming to grasp his “battleaxe” wife is played by Eva Mendes. It plays into movies of a character looking frumpy before a big makeover (Anne Hathaway in The Princess Diaries). Now and then, they do try to ugly her up with makeup and sometimes succeed (Tilda Swinton in Snowpiercer) but a lot of the time, you keep hearing them described as unattractive when it’s simply not the case. Here are 10 most notable cases of this odd phenomenon, 10 roles of ugly or at least unattractive characters played by the most gorgeous ladies imaginable and how laughable it is to have filmmakers think we'll buy it.
10 Emma Stone - The Help
9 Zooey Deschanel - Failure To Launch
8 Mae Whitman - The Duff
7 The Character Of Medusa
6 Christina Ricci - Penelope
5 Audrey Hepburn - Sabrina
4 Amanda Seyfried - Jennifer’s Body
3 The Character Of Jane Eyre
2 Kate Winslet - Little Children
1 Charlize Theron - Monster
This is an interesting case as you can certainly agree that Aileen Wuornos was hardly a beauty. Executed for several murders, the woman was very unattractive and thus the casting of Charlize Theron in the role raised eyebrows. However, Theron blew away doubters by gaining 40 pounds, shaving her eyebrows and undergoing a makeup job that made her nearly unrecognizable to play the role. It won her massive critical acclaim and the Oscar and it’s a sensational performance to watch. However, the fact remains it’s still one of the most incredibly sexy women alive in the role and no matter the makeup or her weight, that innate aura of hotness can’t be beaten, no matter what. Which makes it all the more impressive that she could pull off this incredible part so well.
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