23 entries under painful topic. ×

11
lugubrious(adjective, sad, distressing, sorry)
9
sorry(adjective, sad, unhappy, miserable)
8
woeful(adjective, sad, unhappy, gloomy, miserable)
4
hurting(sad, unhappy, gloomy, miserable)
4
plaintive(adjective, sad, distressing, sorry)
3
rueful(adjective, sad, unhappy, gloomy, depressed)
2
afflicted(adjective, sad, gloomy, miserable, depressed)
2
distressing(sad, sorrowful, sorry, somber)
2
heavy-hearted(adjective, sad, distressing, sorry)
2
lamentable(sad, sorrowful, distressing, sorry)
2
sick at heart(expression, idiom, sad, bitter)
2
tearful(adjective, sad, distressing, sorry)
1
dolent(sad, sorrowful, distressing, sorry)
1
full of sorrow(expression, idiom, sad, sorrowful)
1
grievous(sad, sorrowful, distressing, sorry)
1
in mourning(expression, sad, sorrowful, sorry)
1
in sorrow(expression, sad, sorrowful, sorry)
0
affecting(sad, distressing, sorry, mournful)
0
heartrending(sad, distressing, sorry, mournful)
0
piteous(sad, distressing, sorry, mournful)
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APASmart Define. (2016). heartbroken thesaurus. Retrieved September 26, 2026, from https://smartdefine.org/heartbroken/thesaurus/synonyms
ChicagoSmart Define. 2016. "heartbroken thesaurus" https://smartdefine.org/heartbroken/thesaurus/synonyms (accessed September 26, 2026).
HarvardSmart Define 2016, heartbroken thesaurus, Smart Define, viewed 26 September, 2026, <https://smartdefine.org/heartbroken/thesaurus/synonyms>.
MLASmart Define. "heartbroken thesaurus" 26 February 2016. Web. 26 September 2026. <https://smartdefine.org/heartbroken/thesaurus/synonyms>