101 entries under painful topic. ×

5
uncomfortable(adjective, dull, unhappy, dark, gloomy)
5
unpleasant(adjective, sad, offensive, sorrow, depression)
4
agonizing(adjective, strange, horrible, horror)
3
annoying(adjective, offensive, unpleasant, disgusting, vicious)
3
hard(adjective, sad, unhappy, unpleasant, vicious)
3
oppressive(adjective, dull, unhappy, dark, gloomy)
3
troublesome(adjective, adverse)
2
aggravating
2
bothersome(adjective, offensive, unpleasant, disgusting)
2
brutal(adjective, unpleasant, vicious, distressing)
2
burdensome(adjective, adverse)
2
disturbing(adjective, evil, unpleasant, vicious)
2
excruciating
2
hurtful(adjective, evil, nasty, unpleasant, vicious)
2
inflaming
2
irksome
2
irritating
2
severe
1
aching
1
acute
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APASmart Define. (2015). woeful thesaurus. Retrieved October 1, 2026, from https://smartdefine.org/woeful/thesaurus/synonyms
ChicagoSmart Define. 2015. "woeful thesaurus" https://smartdefine.org/woeful/thesaurus/synonyms (accessed October 1, 2026).
HarvardSmart Define 2015, woeful thesaurus, Smart Define, viewed 1 October, 2026, <https://smartdefine.org/woeful/thesaurus/synonyms>.
MLASmart Define. "woeful thesaurus" 10 April 2015. Web. 1 October 2026. <https://smartdefine.org/woeful/thesaurus/synonyms>