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How to use heartbreaking in a sentence. Sad, depressing, pathetic, unfortunate, mournful, tearful, melancholy, saddening; Extremely sad, disappointing, or pitiful. Click for english pronunciations, examples sentences, video. Causing extreme sadness: Synonyms for heartbreaking: · the best sad stories might make you cry, but they will also make you contemplate life in a way that’s meaningful. The meaning of heartbreaking is causing intense sorrow or distress.