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Moby Thesaurus II by Grady Ward, 1.0 (moby-thesaurus)

140 Moby Thesaurus words for "painful":
Herculean, aching, achy, acute, affecting, afflictive, aggravating,
agonizing, algetic, annoying, arduous, assiduous, atrocious,
backbreaking, besetting, biting, bitter, bleak, bothersome,
burdensome, burning, careful, cheerless, comfortless,
conscientious, cramping, cruel, crushing, demanding, deplorable,
depressing, depressive, detailed, diligent, discomforting, dismal,
dismaying, disquieting, distasteful, distressful, distressing,
disturbing, dolorific, dolorogenic, dolorous, dreary, earnest,
effortful, exacting, exasperating, excruciating, forced, galling,
gnawing, grave, grievous, griping, grueling, harassing, hard,
hard-earned, hard-fought, harrowing, harsh, heavy, hefty, hurtful,
hurting, irksome, irritating, joyless, killing, labored, laborious,
lamentable, meticulous, mournful, moving, onerous, operose,
oppressive, painstaking, paroxysmal, pathetic, piercing, piteous,
pitiable, plaguey, poignant, pungent, punishing, racking, raw,
regrettable, rigorous, rueful, sad, saddening, scrupulous,
sedulous, sensitive, severe, sharp, shooting, smarting, sore,
sorrowful, spasmatic, spasmic, spasmodic, stabbing, stinging,
strained, strenuous, tender, thorough, thoroughgoing, throbbing,
toilsome, tormenting, torturous, touching, tough, troublesome,
troubling, trying, unappetizing, uncomfortable, unpalatable,
unpleasant, unsavory, uphill, vexatious, vexing, wearisome,
woebegone, woeful, worrisome, worrying, wretched