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2 results for GLOOMIER from Modern Era puzzles:

Date	Grid	Clue	Author	Editor
Thu May 18, 2023	5D	Like Eeyore vis-à-vis his storybook companions	Kiran Pandey	Shortz
Fri Nov 21, 2008	32D	Not as bright	Patrick Berry	Shortz

1 result for GLOOMIER from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Tue May 17, 1988	6D	More despondent	Frances Hansen	Maleska

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