| 2026-06-18 | Kid-lit character who says "It’s not much of a tail, but I'm sort of attached to it" |
| 2026-06-13 | Kid-lit character who often loses his tail |
| 2025-08-17 | Long-eared pal of Pooh |
| 2025-02-24 | Donkey friend of Roo and Pooh |
| 2024-06-02 | Friend of Winnie-the-Pooh |
| 2024-02-25 | Sorry ass? |
| 2023-12-26 | Long-eared pal of Pooh |
| 2022-08-14 | Sad ass |
| 2022-04-20 | Children's character who says "It's not much of a tail, but I'm sort of attached to it" |
| 2022-03-08 | Pooh's down-in-the-dumps friend |
| 2021-10-10 | Donkey with a pinned-on tail |
| 2021-03-17 | Pal of Roo in "Winnie-the-Pooh" |
| 2021-01-07 | "Thanks for noticing me" character of kid-lit |
| 2020-12-08 | Pooh's morose friend |
| 2020-06-24 | Literary character who lives in the Gloomy Place |
| 2020-04-12 | Pal of Pooh |
| 2020-01-20 | Pooh's pessimistic pal |
| 2019-06-30 | Kid-lit character with the catchphrase "Thanks for noticing me" |
| 2019-06-10 | Gloomy pal of Winnie-the-Pooh |
| 2017-08-29 | Pessimist in Pooh books |
| 2016-07-16 | Kid-lit character who says "The nicest thing about the rain is that it always stops. Eventually" |
| 2014-09-06 | Kid-lit character with a long face, in more ways than one |
| 2014-06-24 | Mopey donkey of children's literature |
| 2014-04-23 | Gloomy donkey of fiction |
| 2013-12-10 | Pal of Pooh |
| 2012-09-02 | "It's not much of a tail, but I'm sort of attached to it" speaker |
| 2012-08-27 | Donkey in "Winnie-the-Pooh" |
| 2009-09-27 | Gloomy Milne character |
| 2009-07-02 | Character in "Piglet's Big Movie," 2003 |
| 2008-11-16 | Roo's donkey friend |
| 2008-03-21 | Pessimist in a Disney cartoon |
| 2007-07-11 | Pooh's mopey pal |
| 2007-04-22 | Hundred Acre Wood donkey |
| 2006-05-21 | Fictional donkey |
| 2005-12-24 | Gloomy thistle-eater of children's lit |
| 2004-12-22 | Pal of Roo |
| 2003-09-03 | Pooh's gloomy pal |
| 2002-01-06 | Milne's pessimist |
| 2001-09-17 | "Winnie-the-Pooh" donkey |
| 2001-02-19 | Winnie-the-Pooh's donkey friend |
| 2001-02-07 | Pooh pal |
| 1999-05-18 | Pooh's pal |
| 1999-04-18 | Pooh's donkey pal |
| 1999-02-17 | Pooh's grumpy pal |
| 1996-10-07 | Winnie-the-Pooh companion |
| 1996-01-19 | Pal of Pooh |