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2 results for OPPRESS from Modern Era puzzles:

Date	Grid	Clue	Author
Tue Aug 8, 2006	69A	Tyrannize	Ed Early
Sat Mar 29, 1997	7D	Give a hard time	Fran and Lou Sabin

8 results for OPPRESS from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Fri Jan 26, 1990	48A	Tyrannize	Patterson Pepple	Maleska
Tue Jun 16, 1981	39A	Burden	Maloney	Maleska
Sat Feb 6, 1965	39D	Lie heavily upon.	Unknown	Farrar
Fri May 15, 1964	1A	Burden.	Unknown	Farrar
Sun Aug 19, 1962	7A	Rule crushingly.	Jack Luzzatto	Farrar
Wed Nov 4, 1953	33D	Tyrannize over.	Unknown	Farrar
Sun Oct 28, 1951	109D	Weigh down.	Ralph Anderson	Farrar
Sun Oct 2, 1949	55D	Weight down.	George W. Root	Farrar

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