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4 results for WOEFUL from Modern Era puzzles:

Date	Grid	Clue	Author	Editor
Mon Oct 5, 2020	34A	In a sorry state	Evan Mahnken	Shortz
Thu Feb 9, 2006	46D	Pathetic	Ethan Cooper	Shortz
Tue Oct 11, 2005	36A	Wretched	Mike Torch	Shortz
Sun Jan 25, 2004	87D	Very sorry	Harvey Estes and Nancy Salomon	Shortz

6 results for WOEFUL from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Sun Apr 22, 1990	16D	Sad	Maura B. Jacobson	Maleska
Sat Apr 16, 1977	4D	Deplorable	Samuel H. Barkan	Maleska
Wed Feb 24, 1965	8D	Sad.	Unknown	Farrar
Sun Nov 8, 1959	51D	Wretched.	Sidney Lambert	Farrar
Thu May 15, 1958	32A	Sad.	Geraldine W. King	Farrar
Sun Apr 24, 1955	34A	Lugubrious.	Jack Luzzatto	Farrar

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