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3 results for UGLIEST from Modern Era puzzles:

Date	Grid	Clue	Author
Tue Dec 4, 2012	39D	Least pulchritudinous	Elizabeth C. Gorski
Thu Jan 17, 2008	18A	Most monstrous	Matt Ginsberg
Sun Jul 6, 1997	67A	Like a prize-winning witch's costume	Robert H. Wolfe

7 results for UGLIEST from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Fri Jun 25, 1982	3D	Worst looking	Bert Rosenfield	Maleska
Thu May 24, 1979	57A	Most unsightly	Ann Jenkins	Maleska
Sun Dec 2, 1973	68A	Most like the duckling	Hume R. Craft	Weng
Sat Apr 22, 1961	8D	Most unsightly.	Unknown	Farrar
Sat Sep 24, 1960	43D	Least attractive.	Unknown	Farrar
Sun Sep 13, 1959	73A	Least lovely.	Jack Luzzatto	Farrar
Wed Oct 18, 1950	61A	Most gargoylish.	Unknown	Farrar

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