Long-eared pal of Pooh

EEYORE

This gloomy donkey in the Hundred Acre Wood often loses his tail.

This clue refers to Eeyore, the gloomy but lovable donkey from Winnie the Pooh. The "long-eared" part hints at his most noticeable feature—his droopy ears—while "pal of Pooh" confirms he’s one of Pooh’s closest friends in A.A. Milne’s stories. The name is spelled phonetically as "EEYORE" to match how it’s pronounced in the books and adaptations.