Wearing a wig instead of your natural hair, or lack thereof, is a sign of deceit and vanity, and therefore evil — better suited to the Deadly Decadent Court or Vice City than any more wholesome place. A mostly Forgotten Trope nowadays, but one that had long standing, similar to Make-Up Is Evil. Delinquent Hair is related; indeed, a wig might prove the danger of that trope, because the character had resorted to a wig once dye caused the natural hair to fall out, a circumstance that was once somewhat Truth in Television. Hairstyle Malfunction is comic because it shows up the character's vanity. It is particularly funny for women because it shows she is a Bald Woman (who, really, can't win until modern times, when she could have suffered cancer). Compare Bald of Evil.
- In Shrek Forever After, Rumpelstilskin, when he was ruler of Far Far Away, had a wig for every occasion, no matter how mundane, as a sign of his vanity.
- In the first and second Superman films, Lex Luthor wore a wig to hide his bald head (Bald of Evil), only taking off the wig when he got really nasty.
- Gladiator: the Smug Snake announcer is seen lowering a wig on his head just as he denies the instructor's request.
- The Hunger Games in the film as a part of isolating themselves from the districts citizens of the Capitol use fashion as a weapon. One of the aspects of this seems to be the use of styled wigs in lots of crazy colors.
- In G. K. Chesterton's "The Sword of Wood", the stranger is known to come from the corrupt city by this (and does turn to be, if not quite villainous, hardly a good guy).
'His face is painted,' said Griffin. 'That is the sort of thing they do in London. And he wears a pile of false hair out of a barber's; and walks about in it, like the house of a Jack-in-the Green.
- Roald Dahl's The Witches. The titular witches are all bald, and wear wigs to masquerade as ordinary women.
- Judge Dee: in The Chinese Gold Murders, the judge's Badass Beard is outmatched by one character's absolutely massive three-pointed gray beard. At the climax, it's revealed to be a fake (like the owner).
- In the Captain Underpants series of books, the (quite evil) principal Mr. Krupt, wears a wig. When he hears someone snap their fingers, he turns into the heroic title character (and loses the wig).
- Early in Dorothy L. Sayers's Lord Peter Wimsey mystery Have His Carcase, the hiker Perkins objects to Harriet's talking to a camper, noting the fellow had been rude to him earlier and saying "I'm sure he was wearing a wig!" Harriet is unconvinced by this and notes that "the poor man" might simply be bald. Turns out the fellow was up to no good after all, since he was in disguise as part of a plot to murder his mother's fiance.
- Harry Potter and the Half-Blood Prince has minor character Hepzibah Smith, who, while not overtly evil, appears particularly vain, shows great disdain of her aged house elf and is positively smitten with young Lord Voldemort. If anything, she's easy to mock.
- WKRP in Cincinnati: When Les has a date with Jennifer to go to an awards banquet he buys a toupee from an advertiser on the radio station. Jennifer convinces him he should go with his natural look.
- Lois and Clark: Perry gets a toupee (which makes him look like Dan Rather). It's part of his Mid Life Crisis, but Jimmy thinks that Perry is going to kill himself due to a bad doctor's checkup. He's just turning 50.
- Bella on Supernatural is introduced this way. In "Bad Day at Black Rock," she is posing as a waitress. All seems normal as she waits on the boys, later appearing to be flirting when she "accidentally" spills a drink on Sam. Instead we learn she has pickpocketed a "good luck charm" (actually a cursed object) from Sam, because she goes outside the restaurant and dramatically removes and discards her wig, shaking her real hair triumphantly as she looks at the loot and walks away. The wigs become a symbol of Bella's deceptive nature as later in the series the boys know they have found Bella's hotel room when they find wigs left behind in a dresser drawer.
- In Arrested Development, Stan Sitwell, while not necessarily 'evil', is head of the company that rivals the Bluths. He has alopecia, and not only wears a wig, but false eyebrows as well.
- Pierce's father on Community is the most bigoted, racist, homophobic, sexist character on the whole show, and he wears- well, not a wig, but an ivory hairpice: wig hair is taken from the "godless orientals".
- In the Ace Attorney series, the first villain, Frank Sahwit, wears a wig that he tosses at people when he gets mad. Taken to a more ridiculous level of evil in Gyakuten Kenji 2, though, with the villain Bansai Ichiyanagi, who wears not just a wig, but a fake beard too.
- Shakespeare's Sonnet 68
Before these bastard signs of fair were born,Or durst inhabit on a living brow;Before the golden tresses of the dead,The right of sepulchres, were shorn away,To live a second life on second head;
- In Gilbert and Sullivan's Utopia Limited, a song in praise of "a bright and beautiful English girl" mentions that her hair is her own.
Down comes her hair, but what does she care?
It's all her own and it's worth the showing!
- Played literally in a Treehouse of Horror episode of The Simpsons where Homer gets a toupee made of an executed criminal's hair, which turns Homer into the executed criminal.
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