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5 results for ILLEST from Modern Era puzzles:

Repeated clues show (number of Modern Era occurrences).

Date	Grid	Clue	Author
Wed Jan 22, 2014	31D	Most cool, in slang	Jared Banta
Sat Mar 6, 2010	54A	Least sound (2)	Barry Silk
Wed Jan 30, 2008	51A	Coolest, in rap slang	Peter A. Collins
Sat Dec 22, 2001	40D	Least sound (2)	Trip Payne
Sun Jun 18, 2000	119A	Least hale	Elizabeth C. Gorski

4 results for ILLEST from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Fri Feb 22, 1974	6D	Most unwell	Alice H. Kaufman	Weng
Sat Sep 20, 1969	43A	Most unsound.	Unknown	Weng
Sun May 26, 1968	85D	Most unlucky: Colloq.	Will Weng	Farrar
Thu Oct 28, 1965	47D	Worst, à la Webster III.	Unknown	Farrar

Anagrams:

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