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* Wobbly-Headed Bob, a character created by [[Jhonen Vasquez]] fits into this trope in a fairly extreme way. The character himself is something of an [[Insufferable Genius]] and/or [[Nietzsche Wannabe]] who lives in a world where dumb but [[Tastes Like Diabetes|cutesy]] creatures live in blissful ignorance. Bob himself condemns others for their ignorant nature and tries to expose others to the supposed horrors of reality, upon which they are usually [[Driven to Suicide]]. He does get called out for this, with a pig once telling him that it's ridiculous to tell happy people they're supposed to be miserable. The pig is eventually talked into killing himself.
* ''[[Scott Pilgrim]]'': Kim Pine in is this early on in the storyline; she later becomes far more agreeable.
{{quote|
'''Kim''': What way?
'''Hollie''': Like, a totally hateful bitch. }}
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* [[The Eeyore|Eeyore]] of ''[[Winnie the Pooh]]'' is the second-most iconic Grumpy Bear. Surrounded by beautiful nature, blessed with happy friends and a loving human playmate/owner, Eeyore insists on seeing the world glass all-empty.
** Also proven in the comic.
{{quote|
Pooh: Oh, nowhere.
Eeyore: (Looks back at sign on tree behind him, which reads "Eeyore's Gloomy Place") You've arrived. }}
** And:
{{quote|
Eeyore: (Smiles)
Eeyore: Now I'll probably get laugh wrinkles. }}
** And you can't forget:
{{quote|
Eeyore: YIPPEE!!
Eeyore: I forgot to take my gloom pill this morning. }}
** Eeyore is so pessimistic it goes all the way out the other side and circles back around to narcissism. He once assumed that a party was for him, because he couldn't think of a reason why someone might invite him to a party in the first place unless he was the guest of honor.
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** Fanny Price of ''[[Mansfield Park]]'', due to eight years of [[Abusive Parents|emotional abuse]], can never feel happy without feeling guilty as well.
* ''[[The Hitchhiker's Guide to the Galaxy]]'' has Marvin the Paranoid Android.
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* Maybeck in the ''[[Kingdom Keepers]]'' books is a cynical [[Deadpan Snarker]]...in a [[Disney]] series where [[Clap Your Hands If You Believe]] is in full effect.
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