41 entries under painful topic. ×

1
easier said than done(expression, tough, severe, problematic)
1
galling(adjective, tough, severe, offensive)
1
gargantuan(tough, severe, problematic, trying)
1
hard-won(tough, severe, problematic, trying)
1
heavy(adjective, tough, severe, difficult, awkward)
1
herculean(adjective, tough, severe, difficult, awkward)
1
immense(tough, severe, problematic, trying)
1
intricate(adjective, tough, severe, difficult, awkward)
1
irritating(tough, severe, problematic, trying)
1
labored(adjective, great, tough, severe, difficult)
1
no picnic(expression, tough, severe, problematic)
1
not easy(expression, tough, severe, problematic)
1
operose(adjective, tough, severe, difficult, awkward)
1
problem(tough, severe, problematic, trying)
1
problematic(tough, severe, tricky, trying)
1
prohibitive(tough, severe, problematic, trying)
1
rigid(tough, severe, thorough, demanding)
1
troublesome(adjective, hard, tough, severe, difficult)
1
uphill(adjective, great, tough, severe, difficult)
1
upstream(tough, severe, problematic, trying)
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APASmart Define. (2016). challenging thesaurus. Retrieved September 27, 2026, from https://smartdefine.org/challenging/thesaurus/synonyms
ChicagoSmart Define. 2016. "challenging thesaurus" https://smartdefine.org/challenging/thesaurus/synonyms (accessed September 27, 2026).
HarvardSmart Define 2016, challenging thesaurus, Smart Define, viewed 27 September, 2026, <https://smartdefine.org/challenging/thesaurus/synonyms>.
MLASmart Define. "challenging thesaurus" 2 March 2016. Web. 27 September 2026. <https://smartdefine.org/challenging/thesaurus/synonyms>