Crossword Clues for SADDEST

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Clue Source Date
Maximally upsetting news ultimately set dad off The Times Cryptic 16 Aug 2025
Describing total mess essentially, good person is most sorry The Telegraph Toughie 05 Jun 2025
Most down in the dumps Commuter 02 Jun 2025
Most low diamonds singer keeps with spades out at last The Telegraph Toughie 23 May 2025
Most tragic
Mopiest
Most tragic part of Mossad destruction (7)
Most miserable, unhappiest
Most unhappy dad's set to change (7)
Most doleful
Most upsetting (7)
Dead drunk in South Street and in the worst of spirits (7)
Most sorrowful
Dad's set out to be most unhappy (7)
Most blue LA Times Daily 30 Jul 2023
Dad sets out to be bluest The Telegraph Cryptic 02 Mar 2023
Most pathetic Wall Street Journal 27 Oct 2022
Most forlorn Universal 25 Jan 2022
Maximally low The Washington Post Sunday 12 Dec 2021
Farthest down? New York Times 31 Oct 2021
To say more in French is, after a touch of Spanish, most regrettable
Most regrettable The Washington Post Sunday 18 Apr 2021
Unhappiest The Telegraph Quick 15 Oct 2019
Most melancholy Newsday 08 Feb 2019
Singular art including most blue
Most unfortunate Newsday 02 Dec 2018
Most morose Newsday 15 Apr 2018
Most blue films, in the end, set dad off
Most mournful The Washington Post 05 Dec 2017
Most mournful LA Times Daily 05 Dec 2017
As low as can be Newsday 21 Oct 2017
Most blue West End seats not left first
Most unhappy when daughters break new seats
Most mournful
Most downcast The Washington Post 07 Jul 2016
Superlatively sorrowful
Most morose
Least happy
Most pathetic
Furthest down in the dumps
Most blue
Most pitiful
Most mournful
Most woeful
Bummed to the max
"The ___ are these, 'It might have been'" (Whittier)
Most down
"... the ___ are these: 'It might have been!'": Whittier
Most forlorn
Least cheerful
Lower than the rest
Most unhappy
Most long-faced
Most pathetic
Least happy
Least light-hearted
Most deplorable
Most downcast
Most dolorous
Most morose
Word for "It might have been!"
Most miserable
Most pathetic.
Most deplorable.
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