| The most boring and funny looking, I arrested (9) |
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| Pass street entertaining hindmost, suggesting it's most drab and depressing |
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| Mottled red house, close to market, is most uninspiring (9) |
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| Desert air (anag) (9) |
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| Five must leave Barking Advertiser: most depressing |
The Times Quick Cryptic |
24 May 2024 |
| Gloomiest |
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| Desert air (anag)(9) |
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| Most drab (9) |
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| Barking Advertiser sacking five is most sad |
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| Criminal I arrested is most sad |
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| Stop holding back, saint is most dull |
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| Extremely dull criminal I arrested |
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| Most bleak |
Premier Sunday |
12 Apr 2020 |
| Most gloomy |
The Washington Post Sunday |
02 Jun 2019 |
| Maximally cheerless |
The Washington Post Sunday |
22 Jul 2018 |
| Most tiresome ducks crossing river close to boat |
The Times Cryptic |
07 Dec 2016 |
| Least rosy |
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| Dullest listener interrupts with fewest tears |
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| Most dismal |
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| Least pleasant, weatherwise |
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| Least cheerful. |
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