Deadpan Snarker sense; they are defined entirely by their complete inability to be happy for more than a few seconds at a time, an emotional state that usually arises from their only-occasionally-justified suspicion that they are the Butt Monkey of the entire universe. They are the walking Anthropomorphic Personification of clinical depression. However, the few moments that they are happy can be a Heartwarming Moment. Sometimes overlaps with Sour Supporter, but not often; they are generally too unhappy to be effective or active. When upset, the Eeyore may as well become Cute and Psycho. Being an Eeyore could easily be interchangeable with Emo when their angst comes from over-sensitivity and introspection. A stereotypical Goth will adopt such behaviour out of a more cerebral, nihilistic view of humanity. An Eeyore with artistic talent will use it to express his overwhelming angst. If written a certain way, The Eeyore can easily become a Woobie. In a Four-Temperament Ensemble, this character is almost always Melancholic. Compare Grumpy Bear. The Pollyanna is the polar opposite of this trope.
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- There's a color dedicated to this trope in Neo Pets, and it's gray. The Gray Faerie usually is portrayed with a cloud over her head, and never, ever says anything cheerful. Fandom has determined that both the faerie, pets and items are just all emo, as there's no reason to do so in such utopic setting.
- Ted's mom from Sally Forth: She's always worrying and complaining even if nothing's wrong; Sally implies that her mother-in-law enjoys complaining:
- Ted's Mom: Was the flight dreadful?
Ted: Actually it was pretty smooth.
Ted's Mom: Yeah, air travel is always a nightmare.
Hilary: So I guess we're going to make a lot of mistakes then, huh?
- Ted's tween daughter Hilary was like this when she met her boyfriend Jon. To be fair, her knowledge of relationships comes from "bad [[SitCom television]]":
Jon: Or we'll have a great time together.
Hilary: Oh. Right. I like your way of thinking much better.
- Marvin the Paranoid Android from The Hitchhiker's Guide to the Galaxy. According to the biography of Douglas Adams written by Neil Gaiman, Marvin was originally based on a friend of his, a manic-depressive named Marshall who could only ever be cheered up by his long-suffering wife; he changed the name from "Marshall" to "Marvin" out of kindness. However, after talking about this in an interview, Adams was called by his mother, who claimed that he was totally wrong - Marvin was Eeyore. Adams went to look at some older copies of Winnie the Pooh, "...and blow me down, so he was!" Adams also said that the story he based Marvin on Andrew Marshall was one he'd told so often he no longer remembered if it was true or not. Marshall, he claimed, really was like that, but this proved nothing because all comedy writers are Eeyores.
- Andrew Marshall co-wrote The Burkiss Way, the big radio rival to h2g2. His persona as "Marvin" was part of a running rivalry between the two hit shows, although people who met him in pubs could confirm he really was a gloomy pessimist hovering on the brink of depression. He responded by writing an impenetrably boring genius called Different Adams into his radio show. He went on to write 2point4Children and the TV series, later movie, about WW 3, Whoops Apocalypse
- The Happy Postman, played by Mel Blanc on The George Burns and Gracie Allen Show. His catchphrase, always done in a sobbing voice of deep despair: "Well, good-bye, Mrs. Burns. And remember: Keep smiling!"
- George Washington in 1776. He never actually appears on stage, but his dispatches from the field (read to the Congress) are gloomy to the point of despair. As delegate Thomas McKean puts it, "Och! The man would depress a hyena!"
- In MARDEK, Miserable Old Martin, one of Legion's four souls, constantly grumbles about everything.
- Strong Sad from Homestar Runner; notable in so far as he really is the Butt Monkey of the entire universe... or at least his brothers' most readily available Chew Toy. His 1936 counterpart, Sickly Sam, is like this trope times two. Or more.
- Aradia of Homestuck is okay with a lot of things, including the Trolls' unavoidable failure and the destruction of their universe. Which she likes to remind the others of constantly. The sheer depressing nature of her conversations is probably one of the reasons why she's not very popular in the fandom at large.
- Until she resurrected into the God Tiers and lost the Eeyore-ness.