Eeyore, fictional character, a donkey in several popular children’s stories by A.A. Milne. Eeyore, whose tail is attached by a nail, is one of Christopher Robin’s many toy animals whose adventures are detailed in the stories in Winnie-the-Pooh (1926) and The House at Pooh Corner (1928). A melancholy misanthrope, Eeyore frequently makes bitter, self-deprecating comments that make him an excellent foil for Winnie-the-Pooh, the affectionate, bumbling Bear of Very Little Brain.