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Synonyms

rueful

American  
[roo-fuhl] / ˈru fəl /

adjective

  1. causing sorrow or pity; pitiable; deplorable.

    a rueful plight.

  2. feeling, showing, or expressing sorrow, repentance, or regret.

    the rueful look on her face.


rueful British  
/ ˈruːfʊl /

adjective

  1. feeling or expressing sorrow or repentance

    a rueful face

  2. inspiring sorrow or pity

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

  • half-rueful adjective
  • ruefully adverb
  • ruefulness noun
  • unrueful adjective
  • unruefulness noun

Etymology

Origin of rueful

First recorded in 1175–1225, rueful is from the Middle English word reowful; see rue 1, -ful

Explanation

If your elaborate magic trick goes awry, and instead of pulling a rabbit out of an audience member's shoe, you set the shoe on fire, you might give a rueful smile. Rueful means "apologetic" or "remorseful." The adjective rueful sincerely expresses regret, but it manages to do it with a hint of humor. Rueful shows up a lot in descriptions of remorseful grins or apologetic smiles. If you're sorry about something you've done but you can still laugh at yourself a little bit, you feel rueful. The word itself comes from the verb to rue, which means "to regret."

Keep Reading on Vocabulary.com

Vocabulary lists containing rueful

Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

"In one day," he says, with a rueful smile.

From BBC • Feb. 3, 2026

Their catch-up turns into a rueful airing out of long-simmering resentments in a way that shakes Jay to his core, confirming some of his own worst suspicions about himself.

From Los Angeles Times • Nov. 14, 2025

The remark carries a delicate wisp of rueful irony.

From The Wall Street Journal • Oct. 2, 2025

While he enjoys the craftmanship, he admits with a rueful smile that he has still not learned to play the piano himself.

From BBC • Aug. 25, 2025

Well, thought Mother with a rueful smile, at least Amadeus looked like his old self then.

From "The Ear, the Eye, and the Arm" by Nancy Farmer