16 entries under distressing topic. ×

11
lugubrious(adjective, sad, painful, sorry)
9
sorry(adjective, sad, unhappy, miserable, painful)
4
hurting(sad, unhappy, gloomy, miserable, painful)
4
plaintive(adjective, sad, painful, sorry)
2
heavy-hearted(adjective, sad, painful, sorry)
2
lamentable(sad, painful, sorrowful, sorry)
2
tearful(adjective, sad, painful, sorry)
1
dolent(sad, painful, sorrowful, sorry)
1
grievous(sad, painful, sorrowful, sorry)
1
painful(sad, sorry, mournful, grief-stricken)
0
affecting(sad, painful, sorry, mournful)
0
heartrending(sad, painful, sorry, mournful)
0
piteous(sad, painful, sorry, mournful)
0
ruthful(sad, gloomy, depressed, painful, wretched)
0
singing the blues(expression, sad, painful, sorry)
0
tear-jerking(sad, painful, sorry, mournful)
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APASmart Define. (2016). heartbroken thesaurus. Retrieved September 21, 2026, from https://smartdefine.org/heartbroken/thesaurus/synonyms
ChicagoSmart Define. 2016. "heartbroken thesaurus" https://smartdefine.org/heartbroken/thesaurus/synonyms (accessed September 21, 2026).
HarvardSmart Define 2016, heartbroken thesaurus, Smart Define, viewed 21 September, 2026, <https://smartdefine.org/heartbroken/thesaurus/synonyms>.
MLASmart Define. "heartbroken thesaurus" 26 February 2016. Web. 21 September 2026. <https://smartdefine.org/heartbroken/thesaurus/synonyms>