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6 results for LONGEST from Modern Era puzzles:

Date	Grid	Clue	Author
Wed Sep 30, 2020	2D	Like "Cleopatra," among all Best Picture nominees	Erik Agard and Andy Kravis
Fri Jun 24, 2016	51A	Like the papacy of Pius IX, after St. Peter	Patrick Berry
Thu Jun 12, 2014	24A	Guinness superlative	Mark Feldman
Sun Aug 28, 2011	89D	Like the day of the summer solstice	Patrick Berry
Wed May 26, 2004	24D	Adjective for 17-Across	David J. Kahn
Mon May 20, 1996	52A	Most extended	G. E. Paul

6 results for LONGEST from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Thu Jun 25, 1992	8D	Most extensive	Bryant White	Maleska
Fri Mar 30, 1984	41D	Most time-consuming	Clavan	Maleska
Sat May 14, 1977	37D	Of greatest duration	Anthony B. Canning	Maleska
Tue Aug 13, 1974	24D	Most protracted	Bert Beaman	Weng
Sun May 29, 1960	38A	Most extended.	Herbert Ettenson	Farrar
Mon Jun 4, 1951	12D	What "antidisestablishmentarianism" is.	Unknown	Farrar

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