1. (a.) Causing one to rue or lament; woeful; mournful; sorrowful.

2. (a.) Expressing sorrow.

addicted affecting afflictive aggrieved anguished ashamed bitter bleak careworn cheerless comfortless conscience-smitten conscience-stricken deplorable depressed depressing depressive despairing despondent discomforting dismal dismaying distressful distressing doleful dolorific dolorogenic dolorous dreary dumb with grief full of remorse grief-stricken griefful grieved grievous hopeless in grief joyless lamentable lugubrious miserable mournful moving oppressed painful pathetic piteous pitiable pitiful plaintive plangent plunged in grief poignant poor regretful regrettable remorseful repining ruthful sad saddening self-accusing self-condemning self-convicting self-debasing self-flagellating self-humiliating self-punishing self-reproaching shamefaced shamefast shameful sharp sore sorrowed sorrowful sorrowing sorry tearful touching uncomfortable unhappy about wistful woebegone woeful wretched