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Eeyore refers to a fictional character from the book series and cartoon Winnie the Pooh. He is a pessimistic, gloomy old donkey who happens to be a friend of Winnie the Pooh. He is hardly ever happy and when he is he's still sardonic and a bit cynical. His grumpiness might be attributed to the fact that his tail is affixed to his behind using a pushpin.

In merchandise by the The Walt Disney Company, Eeyore always has an uncharacteristic smile. Also, he is somewhat less caustic and sarcastic in the Disney version than in A.A. Milne's original stories.

Eeyore spells his name "eoR".

Eeyore is one of many depressive characters in literature, including Marvin the Paranoid Android and Jacques in Shakespeare's As You Like It.