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6 results for SILLIEST from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Thu Jun 17, 1976	37D	Most inane	DeWitt Anderson	Weng
Sun Mar 19, 1961	108D	Most absurd.	Harold T. Bers	Farrar
Sun Oct 17, 1954	64D	Most absurd.	Harold T. Bers	Farrar
Thu Jan 14, 1954	39D	Most foolish.	Louise Rabb	Farrar
Sun Oct 19, 1947	11D	Most foolish.	Alice Cook	Farrar
Sun Oct 21, 1945	93A	Most ridiculous.	Charles Cross	Farrar

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