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3 results for MILKSOP from Modern Era puzzles:

Date	Grid	Clue	Author	Editor
Wed May 8, 2024	17A	Coward	Michael Schlossberg	Fagliano
Mon Dec 3, 2001	23A	Cream puff	Nancy Salomon and Harvey Estes	Shortz
Sat Jun 8, 1996	20A	Nebbish	M. Shenk	Shortz

1 result for MILKSOP from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Thu Aug 20, 1959	52A	Mollycoddle.	Louise Rabb	Farrar

Anagram:

19 ms