64 entries under painful topic. ×

7
tyrannical(adjective, hard, tough, evil, nasty)
6
inclement(adjective, unpleasant, cruel, vicious)
6
vengeful(adjective, mean, severe, evil, nasty)
5
demoniac(adjective, evil, nasty, harsh, violent)
5
flinty(adjective, evil, nasty, harsh, vicious)
5
hellish(adjective, evil, nasty, harsh, violent)
3
evil(adjective, nasty, harsh, corrupt, vicious)
2
austere(adjective, appearance, hard, severe, harsh)
2
bad(adjective, evil, unpleasant, corrupt, vicious)
2
bitter(adjective, evil, nasty, harsh, unpleasant)
2
depraved(adjective, evil, nasty, harsh, corrupt)
2
disagreeable(adjective, unpleasant, vicious, distressing)
2
distressing(adjective, tough, severe, rough, difficult)
2
hurtful(adjective, mean, severe, harsh, unpleasant)
2
offensive(adjective, unpleasant, vicious, wicked)
2
rancorous(adjective, mean, evil, nasty, harsh)
2
rigorous(adjective, hard, tough, difficult, harsh)
2
sinful(adjective, evil, nasty, harsh, corrupt)
2
virulent(adjective, evil, nasty, harsh, vicious)
1
afflictive(adjective, unpleasant, vicious, distressing)
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APASmart Define. (2016). merciless thesaurus. Retrieved October 1, 2026, from https://smartdefine.org/merciless/thesaurus/synonyms
ChicagoSmart Define. 2016. "merciless thesaurus" https://smartdefine.org/merciless/thesaurus/synonyms (accessed October 1, 2026).
HarvardSmart Define 2016, merciless thesaurus, Smart Define, viewed 1 October, 2026, <https://smartdefine.org/merciless/thesaurus/synonyms>.
MLASmart Define. "merciless thesaurus" 31 March 2016. Web. 1 October 2026. <https://smartdefine.org/merciless/thesaurus/synonyms>