1
as in sad
causing unhappiness
a heartbreaking story of a family torn asunder by war
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2
as in tragic
of a kind to cause great distress
the heartbreaking state of Main Street now that most of the businesses have closed
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3
as in pathetic
deserving of one's pity
a heartbreaking attempt to escape that ends in disaster
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Merriam-Webster unabridged
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