31 entries under painful topic. ×

10
distressing(adjective, mean, moving, poor, low)
10
grievous(adjective, mean, poor, low, sad)
5
dire(adjective, unpleasant, awful, terrible, miserable)
5
woeful(adjective, mean, moving, poor, low)
4
calamitous(adjective, sad, unhappy, unpleasant, awful)
4
afflictive(adjective, unpleasant, awful, terrible, miserable)
4
bitter(adjective, moving, unpleasant, vicious, emotional)
4
poignant(adjective, moving, sad, tender, unpleasant)
2
provoking(adjective, moving, unpleasant, vicious)
1
bad(adjective, sad, unhappy, unpleasant, terrible)
0
annoying(adjective, unpleasant, vicious, distressing)
0
brutal(adjective, unpleasant, vicious, distressing)
0
disagreeable(adjective, unpleasant, vicious, distressing)
0
displeasing(adjective, unpleasant, vicious, distressing)
0
distasteful(adjective, unpleasant, vicious, distressing)
0
disturbing(adjective, moving, unpleasant, vicious, emotional)
0
galling(adjective, unpleasant, vicious, distressing)
0
hard(adjective, unpleasant, vicious, distressing)
0
hurtful(adjective, unpleasant, vicious, distressing)
0
inclement(adjective, unpleasant, vicious, distressing)
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APASmart Define. (2015). heartbreaking thesaurus. Retrieved September 30, 2026, from https://smartdefine.org/heartbreaking/thesaurus/synonyms
ChicagoSmart Define. 2015. "heartbreaking thesaurus" https://smartdefine.org/heartbreaking/thesaurus/synonyms (accessed September 30, 2026).
HarvardSmart Define 2015, heartbreaking thesaurus, Smart Define, viewed 30 September, 2026, <https://smartdefine.org/heartbreaking/thesaurus/synonyms>.
MLASmart Define. "heartbreaking thesaurus" 20 July 2015. Web. 30 September 2026. <https://smartdefine.org/heartbreaking/thesaurus/synonyms>