38
soul-crushing
12
heartrending(adjective, moving, sad, wretched, sympathy)
10
distressing(adjective, mean, moving, poor, low)
10
grievous(adjective, mean, poor, low, sad)
8
sad(adjective, mean, low, tender, miserable)
6
deplorable(adjective, mean, low, sad, awful)
6
pathetic(adjective, mean, low, sad, tender)
6
depressing
6
tragic(adjective, bad, sad, unhappy, wretched)
6
unfortunate(adjective, sad, unhappy, awful, terrible)
5
dire(adjective, unpleasant, awful, terrible, miserable)
5
harrowing(adjective, sad, awful, grim, shocking)
5
heart touching
5
lamentable(adjective, mean, low, sad, miserable)
5
pitiful(adjective, mean, poor, low, sad)
5
woeful(adjective, mean, moving, poor, low)
4
calamitous(adjective, sad, unhappy, unpleasant, awful)
4
affecting(verb, adjective, mean, moving, low)
4
afflictive(adjective, unpleasant, awful, terrible, miserable)
4
agonizing(adjective, moving, emotional, shocking, touching)
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APASmart Define. (2015). heartbreaking thesaurus. Retrieved September 20, 2026, from https://smartdefine.org/heartbreaking/thesaurus/synonyms
ChicagoSmart Define. 2015. "heartbreaking thesaurus" https://smartdefine.org/heartbreaking/thesaurus/synonyms (accessed September 20, 2026).
HarvardSmart Define 2015, heartbreaking thesaurus, Smart Define, viewed 20 September, 2026, <https://smartdefine.org/heartbreaking/thesaurus/synonyms>.
MLASmart Define. "heartbreaking thesaurus" 20 July 2015. Web. 20 September 2026. <https://smartdefine.org/heartbreaking/thesaurus/synonyms>