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2 results for HEARTBREAK from Modern Era puzzles:

Date	Grid	Clue	Author	Editor
Thu Aug 13, 2015	46D	Lover's hurt	Jim Hilger	Shortz
Wed Aug 6, 2008	20A	1972 Charles Grodin film, with "The"	Caleb Madison	Shortz

3 results for HEARTBREAK from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Wed Oct 19, 1983	21A	Shaw's "___ House"	William Canine	Maleska
Sat Feb 14, 1976	43D	Sorrow	Tanaquil Le Clercq	Weng
Sat Dec 18, 1954	3D	Shaw "House."	Harold T. Bers	Farrar

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