rueful

ROO-fuhl /ˈruːfʊl/
adjectiveC1GRESAT
LiteraryGeneral

Expressing sorrow or regret, often in a quiet, slightly humorous or gentle way.

Blends regret with quiet acceptance or slight self-deprecating humor.

The story behind the word. Rueful stems from Old English 'hreow', meaning grief or sorrow. Over centuries, 'rue' became associated both with grieving past mistakes and with the bitter herb called rue, reinforcing the idea of a bitter-tasting regret.

Word relationships

  • wry: Wry stresses dry, ironic humor, whereas rueful includes genuine underlying regret alongside the humor.
  • unrepentant: Unrepentant shows no regret or sorrow whatsoever.

Commonly confused with

  • woeful: Woeful implies deep misery or poor quality, whereas rueful mixes sorrow with quiet, reflective regret.

Word family

  • rue (verb): to bitterly regret an action
  • ruefully (adverb): in a sorrowful or regretful manner

Collocations

  • rueful smile
  • rueful expression
  • rueful laugh

Idioms & expressions

  • rue the day

Example sentences

  • "He gave a rueful laugh as he looked at the ruins of his burned toast." Reflective moment

Memory hook

When you RUE something, you feel full of regret: you are RUE-ful. Sorrowful regret mixed with a quiet smile.

When not to use

Do not use to describe fierce rage or deep, destructive despair.

Fun facts

  • Shakespeare famously played on the double meaning of 'rue' as both sorrow and the bitter medicinal herb in 'Hamlet'.

Related words

sheepish, guilt-ridden

Explore more words

wistful, rue, doleful, regret, wry, apologize

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