| Gloomy Milne character |
LA Times Daily |
22 Feb 2026 |
| Gloomy friend of Winnie-the-Pooh |
The Telegraph Cross Atlantic |
09 Nov 2025 |
| Pooh's pal |
Thomas Joseph |
20 Sep 2025 |
| He lost his tail in the Hundred Acre Wood |
The Telegraph Cross Atlantic |
12 Sep 2025 |
| Pal of Piglet |
Thomas Joseph |
23 Aug 2025 |
| Glum friend of Pooh |
Commuter |
21 Aug 2025 |
| Long-eared pal of Pooh |
New York Times |
17 Aug 2025 |
| Disney donkey who's often gray in animation and blue in merchandise |
USA Today |
03 Jul 2025 |
| Sad donkey is an eye doctor or eye opener (6) |
|
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| Winnie-the-Pooh's friend |
|
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| "Old grey donkey" of fiction |
Wall Street Journal |
10 May 2025 |
| "If it is a good morning, which I doubt" speaker |
|
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| Cartoon character with a nailed-on tail |
|
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| Pooh's friend takes every other remedy course (6) |
|
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| Old grey donkey in the \\Mnnie-the- Pooh stories (6) |
|
|
| Pooh's friend |
The Telegraph Quick |
02 Apr 2025 |
| AA Milne's sad donkey (6) |
|
|
| Pal of Pooh and Piglet |
Thomas Joseph |
12 Mar 2025 |
| Donkey friend of Winnie-the-Pooh |
|
|
| Donkey friend of Roo and Pooh |
New York Times |
24 Feb 2025 |
| Milne moper |
|
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| Gloomy donkey in the Winnie- the-Pooh books by English children's writer AA Milne (6) |
|
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| Pooh's gloomy friend |
USA Today |
26 Jan 2025 |
| Kid-lit pessimist |
Newsday |
18 Jan 2025 |
| "The House at Pooh Corner" character |
|
|
| Morose ass |
|
|
| Winnie-the-Pooh's friend |
|
|
| Lugubrious Hundred Acre Wood inhabitant (6) |
The Guardian Quick |
09 Jan 2025 |
| Donkey in the Winnie-the-Pooh books by A A Milne |
|
|
| Long-ago (age) |
|
|
| A A Milne's gloomy donkey (6) |
|
|
| Pal of Pooh and Piglet |
The Times Specialist Sunday |
13 Oct 2024 |
| Pessimistic donkey? |
The Telegraph Quick |
06 Oct 2024 |
| Pooh's mopey pal |
Eugene Sheffer |
19 Sep 2024 |
| Winnie-the-Pooh's friend |
|
|
| Dolorous donkey |
LA Times Daily |
30 Jul 2024 |
| Pooh's mopey pt |
|
|
| Pooh's mopey pal |
USA Today |
28 Jul 2024 |
| Pal of Pooh |
Thomas Joseph |
29 Jun 2024 |
| Donkey in stories by A A Milne |
Mirror Quiz |
28 Jun 2024 |
| Friend of Winnie-the-Pooh |
New York Times |
02 Jun 2024 |
| Confirmed pessimist who lives in the Hundred Acre Wood and is a friend of Winnie-the-Pooh (6) |
|
|
| Pal of Pooh |
Thomas Joseph |
09 May 2024 |
| Mopey friend of 39A |
|
|
| Gloomy donkey created by A. A. Milne (6) |
|
|
| Pooh's mopey pal |
Eugene Sheffer |
05 Apr 2024 |
| Donkey in stories by A A Milne |
Mirror Quiz |
02 Apr 2024 |
| Pooh's donkey casts eye over mineral source (6) |
|
|
| Sorry ass? |
New York Times |
25 Feb 2024 |
| Winnie-the-Pooh stories character |
|
|
| Pooh's gloomy pal |
Universal |
10 Feb 2024 |
| Pooh's miserable pal (6) |
|
|
| Ass of kid lit |
|
|
| Pooh's mopey friend |
USA Today |
24 Jan 2024 |
| Glum buddy of Pooh |
|
|
| Winnie-the-Pooh's friend |
|
|
| Long-eared pal of Pooh |
New York Times |
26 Dec 2023 |
| Gloomy pal of Pooh and Piglet |
|
|
| AA Milne donkey character (6) |
|
|
| Gloomy "Winnie the Pooh" character |
USA Today |
21 Oct 2023 |
| Donkey's extremely enjoyable time long past |
The Times Quick Cryptic |
26 Sep 2023 |
| Disney gloomy toon |
Newsday |
22 Sep 2023 |
| Pal of Pooh |
Universal |
20 Sep 2023 |
| Pal of Pooh |
Newsday |
03 Sep 2023 |
| Milne character with a "Gloomy Place" |
LA Times Daily |
17 Aug 2023 |
| Kid-lit character who says, "It's not much of a tail, but I'm sort of attached to it" |
LA Times Daily |
18 Jun 2023 |
| Pooh's pal |
Thomas Joseph |
10 May 2023 |
| Rabbit's friend finally gave the okay to enter home |
The Guardian Cryptic |
09 May 2023 |
| Pooh's mopey pal |
Eugene Sheffer |
06 Apr 2023 |
| Pal of Pooh |
Thomas Joseph |
29 Mar 2023 |
| Friend of 33 Across |
Newsday |
17 Feb 2023 |
| Friend of Piglet and Pooh |
Wall Street Journal |
31 Oct 2022 |
| Pessimistic donkey |
The Telegraph Quick |
06 Oct 2022 |
| Pooh's mopey friend |
USA Today |
16 Sep 2022 |
| Sad ass |
New York Times |
14 Aug 2022 |
| Fictional donkey |
LA Times Daily |
20 Jul 2022 |
| Essentially deem ancient times a misery! |
|
|
| Essentially deem ancient times a misery! |
The Guardian Cryptic |
08 Jul 2022 |
| Pooh finds his missing tail |
Wall Street Journal |
29 Jun 2022 |
| Pooh’s pessimistic pal |
Wall Street Journal |
01 Jun 2022 |
| Gray epitome of glumness |
Newsday |
21 May 2022 |
| Gray story character who’s blue |
Wall Street Journal |
07 May 2022 |
| Donkey from A.A. Milne's "Winnie-the-Pooh" |
|
|
| Fictional character prone to losing his tail |
Wall Street Journal |
10 Mar 2022 |
| Pooh's down-in-the-dumps friend |
New York Times |
08 Mar 2022 |
| Pooh's pal |
Thomas Joseph |
03 Dec 2021 |
| Donkey with a pinned-on tail |
New York Times |
10 Oct 2021 |
| Kid-lit equine |
Newsday |
08 Oct 2021 |
| Pooh's gloomy pal |
USA Today |
20 Sep 2021 |
| Pal of Pooh |
Thomas Joseph |
04 Sep 2021 |
| Pooh's mopey pal |
Eugene Sheffer |
02 Sep 2021 |
| Pooh's gloomy 23-Across |
USA Today |
26 Aug 2021 |
| Pal of Pooh |
Newsday |
04 Jul 2021 |
| Gloomy donkey in kid lit |
Universal |
04 Jul 2021 |
| Pooh pal whose tail often comes off |
Universal |
18 Jun 2021 |
| Pooh's mopey pal |
Eugene Sheffer |
08 May 2021 |
| Disney gloomy gray toon |
Newsday |
17 Apr 2021 |
| Pal of Roo in 'Winnie-the-Pooh' |
New York Times |
17 Mar 2021 |
| Finally The Observer covers men being plagued by pessimism |
|
|
| 'Thanks for noticing me' character of kid-lit |
New York Times |
07 Jan 2021 |
| Pooh's morose friend |
New York Times |
08 Dec 2020 |
| Milne's mopey donkey |
|
|
| Pal of Pooh |
Premier Sunday |
06 Dec 2020 |
| Friend to bear errors excepted long ago |
|
|
| Pooh's mopey pal |
Premier Sunday |
30 Aug 2020 |
| Pooh's gloomy companion |
USA Today |
09 Jul 2020 |
| Pal of Pooh |
Thomas Joseph |
24 Jun 2020 |
| Literary character who lives in the Gloomy Place |
New York Times |
24 Jun 2020 |
| Pal of Pooh |
New York Times |
12 Apr 2020 |
| Pooh's donkey friend |
Newsday |
08 Apr 2020 |
| Dreary Milne character |
|
|
| Pooh's pessimistic pal |
|
|
| Pooh's pessimistic pal |
New York Times |
20 Jan 2020 |
| Pessimistic ass |
|
|
| Pooh's dour friend |
|
|
| Pooh's dour friend |
LA Times Daily |
04 Dec 2019 |
| Friend of Piglet |
Newsday |
27 Oct 2019 |
| Pooh's gloomy pal |
USA Today |
11 Oct 2019 |
| Pooh's sad pal |
Universal |
25 Sep 2019 |
| Kid-lit character with the catchphrase 'Thanks for noticing me' |
New York Times |
30 Jun 2019 |
| Pooh's mopey friend |
USA Today |
12 Jun 2019 |
| Gloomy pal of Winnie-the-Pooh |
New York Times |
10 Jun 2019 |
| Winnie-the-Pooh character whose favourite food is thistles |
The Times Specialist Sunday |
07 Apr 2019 |
| Miserable donkey |
The Telegraph Quick |
23 Mar 2019 |
| Literary donkey |
|
|
| Pooh's mopey friend |
|
|
| Kid-lit character with the catchphrase "Thanks for noticing me" |
|
|
| Gloomy pal of Winnie-the-Pooh |
|
|
| Pooh's gloomy pal |
|
|
| Pooh's sad pal |
|
|
| 'Good morning, Pooh Bear. If it is a good morning. Which I doubt.' speaker |
Wall Street Journal |
06 Dec 2018 |
| Pooh's melancholy friend |
USA Today |
26 Oct 2018 |
| Pooh's pessimistic pal |
Wall Street Journal |
06 Oct 2018 |
| A.A. Milne pessimist |
|
|
| Pessimistic pal of Winnie-the-Pooh |
Wall Street Journal |
23 Apr 2018 |
| Pooh's pessimistic pal |
|
|
| Pessimistic pal of Winnie-the-Pooh |
|
|
| "Good morning, Pooh Bear. If it is a good morning. Which I doubt." speaker |
|
|
| Pooh's melancholy friend |
|
|
| Bear's friend in bygone days with body of deer |
|
|
| Pooh's pal |
Thomas Joseph |
14 Oct 2017 |
| Pessimist in Pooh books |
New York Times |
29 Aug 2017 |
| Pooh's mopey pal |
|
|
| Pooh's mopey pal |
LA Times Daily |
16 Apr 2017 |
| Friend of Pooh and Roo |
|
|
| Friend of Pooh and Roo |
LA Times Daily |
08 Mar 2017 |
| Extremes of endurance long ago for a friend to bear |
The Times Cryptic |
16 Feb 2017 |
| Kiddie-lit character with a pinned-on tail |
|
|
| Roo's pal |
|
|
| Pessimist in Pooh books |
|
|
| Pooh's mopey pal |
|
|
| Friend of Pooh and Roo |
|
|
| Pooh's pessimistic pal |
USA Today |
12 Dec 2016 |
| Donkey with a pinned-on tail |
|
|
| Pooh's gloomy pal |
|
|
| Friend of mine's product overseen by evil eye |
|
|
| Christopher Robin's dismal donkey |
The Telegraph Quick |
10 Oct 2016 |
| Pooh's gloomy pal |
LA Times Daily |
28 Jul 2016 |
| Kid-lit character who says 'The nicest thing about the rain is that it always stops. Eventually' |
New York Times |
16 Jul 2016 |
| Pal of Pooh |
Newsday |
15 Jun 2016 |
| Pooh's pessimistic pal |
|
|
| Pooh's gloomy pal |
|
|
| Kid-lit character who says "The nicest thing about the rain is that it always stops. Eventually" |
|
|
| ''House at Pooh Corner'' character |
Newsday |
11 Dec 2015 |
| Pooh pal |
LA Times Daily |
02 Sep 2015 |
| Pooh's pessimistic companion |
The Telegraph Quick |
04 Jun 2015 |
| From Early English long ago, a donkey's name |
|
|
| One of Christopher Robin's companions in 'Winnie-the-Pooh' |
|
|
| "House at Pooh Corner" character |
|
|
| Hundred Acre Wood grump |
|
|
| Mopey Pooh pal |
|
|
| Pooh's donkey pal |
|
|
| Pooh pal |
|
|
| Friend to bear every journey with constant interruptions |
|
|
| Cartoon character that could use some Prozac |
|
|
| Friend of Pooh and Piglet |
|
|
| Gloomy donkey of fiction |
|
|
| Kid-lit character with a long face, in more ways than one |
|
|
| Mopey donkey of children's literature |
|
|
| Roo's donkey pal |
|
|
| Resident of the House at Pooh Corner |
|
|
| Character found "in a thistly corner of the forest" |
|
|
| Milne's donkey |
|
|
| Kiddie lit character with a detachable tail |
|
|
| Pal of Pooh |
|
|
| Pal of Pooh |
|
|
| Pooh's donkey pal |
|
|
| Donkey in "Winnie-the-Pooh" |
|
|
| Donkey of kiddie lit |
|
|
| Fictional donkey |
|
|
| Fictional donkey |
|
|
| Poohsticks player |
|
|
| "It's not much of a tail, but I'm sort of attached to it" speaker |
|
|
| Mopey Hundred Acre Wood resident |
|
|
| Donkey of kiddie lit |
|
|
| Kid-lit donkey |
|
|
| Friend of Roo and Pooh |
|
|
| Gloomy Milne character |
|
|
| Milne pessimist |
|
|
| "Piglet's Big Movie" character |
|
|
| Milne's donkey |
|
|
| Hundred Acre Wood pessimist |
|
|
| Gloomy resident of the Hundred Acre Wood |
|
|
| Piglet pal |
|
|
| Piglet pal |
|
|
| Sawdust-filled kid-lit character |
|
|
| Pooh pal |
|
|
| Pooh's pal |
|
|
| Milne donkey |
|
|
| Gloomy Milne character |
|
|
| Pooh's mopey pal |
|
|
| Pessimist of kiddie lit |
|
|
| Pal of Pooh |
|
|
| Character in "Piglet's Big Movie," 2003 |
|
|
| Pessimist in a Disney cartoon |
|
|
| Pal of Pooh and Roo |
|
|
| Fictional donkey |
|
|
| Pal of Pooh |
|
|
| Gloomy Milne character |
|
|
| Gloomy Pooh pal |
|
|
| Pooh pal |
|
|
| Roo's donkey friend |
|
|
| Gloomy Pooh pal |
|
|
| Friend of Pooh |
|
|
| Milne creature that frequently loses his tail |
|
|
| Milne's "old grey donkey" |
|
|
| Frequent winner in the game of Poohsticks |
|
|
| "Piglet's Big Movie" character |
|
|
| Pal of Pooh |
|
|
| Milne's "old grey donkey" |
|
|
| Thistle eater of kiddie lit |
|
|
| Hundred Acre Wood donkey |
|
|
| Pooh's mopey pal |
|
|
| Frequent winner in the game of Poohsticks |
|
|
| Milne pessimist |
|
|
| Milne pessimist |
|
|
| Pessimistic Pooh pal |
|
|
| Fictional donkey |
|
|
| Pooh's gloomy friend |
|
|
| Pessimistic Pooh pal |
|
|
| Pal of Piglet |
|
|
| Milne pessimist |
|
|
| Pal of Pooh |
|
|
| Hundred Acre Wood character |
|
|
| Pooh pal |
|
|
| Gloomy thistle-eater of children's lit |
|
|
| Pooh pal |
|
|
| Pooh's pal |
|
|
| Milne's donkey |
|
|
| Gloomy Pooh pal |
|
|
| Pal of Roo |
|
|
| Roo's donkey friend |
|
|
| Pooh's pessimistic pal |
|
|
| Roo's donkey friend |
|
|
| Friend of Piglet |
|
|
| Blue donkey |
|
|
| Gloomy Milne character |
|
|
| Donkey with a pinned-on tail |
|
|
| Pooh's gloomy pal |
|
|
| Fictional donkey |
|
|
| Pooh's pal |
|
|
| Milne's pessimist |
|
|
| Friend of Pooh and Roo |
|
|
| Pooh's donkey pal |
|
|
| Winnie-the-Pooh's donkey friend |
|
|
| Pooh pal |
|
|
| Pooh's friend |
|
|
| "Winnie-the-Pooh" donkey |
|
|
| Pal of Piglet |
|
|
| Tigger and Roo's friend |
|
|
| Pooh's bashful friend |
|
|
| Pooh's pal |
|
|
| Milne character |
|
|
| Pooh's grumpy pal |
|
|
| Pooh's pal |
|
|
| Pooh's donkey pal |
|
|
| Winnie's friend |
|
|
| Winnie-the-Pooh companion |
|
|
| Milne creature that lost a tail |
|
|
| Milne's donkey |
|
|
| Friend of Pooh |
|
|
| Pooh's donkey friend |
|
|