Dictionary.com
Thesaurus.com

ruefully

American  
[roo-fuh-lee] / ˈru fə li /

adverb

  1. in a mournful or doleful way.

    I found myself sitting ruefully by the side of the road, near a little town in North Carolina, waiting for a tow truck.

  2. in a way that suggests repentance or regret.

    He is aware of his own flaws, at times ruefully so.


Other Word Forms

Derived Forms

Etymology

Origin of ruefully

rueful ( def. ) + -ly

Explanation

When you do something in a way that expresses regret, you’re doing it ruefully. If someone asks you about your Saturday night and you smile ruefully in response . . . well . . . you probably made some poor choices. The origin of the word ruefully is a Germanic word that means “repentance.” But over time the word has adopted a slightly humorous tone, so you can go ahead and shake your head ruefully at your friend who has just put his boot on the wrong foot — you feel a little bit sorry for him at the moment. You might grin ruefully when asked about how many pairs of shoes you bought on your trip.

Keep Reading on Vocabulary.com

Vocabulary lists containing ruefully

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.

"Everything I did wrong, he did right," Taylor says ruefully.

From BBC • Jun. 12, 2026

"Let's hope maybe next year will be a better year for me," Sabalenka said ruefully.

From Barron's • Jan. 31, 2026

At the same time, she can’t help laughing at the irony of a deity who arranges things in such a ruefully comic way.

From Los Angeles Times • Dec. 15, 2025

Those now nursing massive losses on Fiserv’s stock may ruefully agree, although the president presumably meant listeners to understand Bisignano as having fixed messes rather than having created them.

From MarketWatch • Oct. 29, 2025

“Still I am beating my wings against the walls of my cage,” I said ruefully, “for Elsinore sometimes seems a prison to me.”

From "Ophelia" by Lisa Klein

Vocabulary.com logo
by dictionary.com

Look it up. Learn it forever.

Remember "ruefully" for good with VocabTrainer. Expand your vocabulary effortlessly with personalized learning tools that adapt to your goals.

Take me to Vocabulary.com