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What's the Japanese equivalent of saying "It breaks my heart"?

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Naturally it depends on context.

For specifically romantic heartbreak, there is 失恋{しつれん}(する):

失恋から立ち直れない。
I can't recover from my heartbreak.

For more general heartbreak (such as the arrest or death of a friend or family member), there is the expression 悲嘆{ひたん}に暮れる{くれる}:

お父さんの死で悲嘆に暮れました。
He was heartbroken after his father's death.

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