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2 results for SHORTEST from Modern Era puzzles:

Date	Grid	Clue	Author	Editor
Fri May 27, 2005	20A	Like the losing straw	Manny Nosowsky	Shortz
Sat Oct 18, 1997	1D	Losing straw in drawing straws	Rich Norris	Shortz

3 results for SHORTEST from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Thu Aug 31, 1989	47A	Least extensive	Louis Sabin	Maleska
Sat Dec 26, 1970	39A	Most brief	Unknown	Weng
Wed Mar 27, 1957	36D	Most concise.	Jules Arensberg	Farrar

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