1
as in cunning
skill in achieving one's ends through indirect, subtle, or underhanded means
he had an inherent guilefulness that made him a formidable power broker in Washington
Synonyms & Similar Words
Relevance
2
as in deception
the inclination or practice of misleading others through lies or trickery
it was guilefulness and not goodness that got the gold digger her millions
Synonyms & Similar Words
Antonyms & Near Antonyms
Example Sentences
Recent Examples of Synonyms for guilefulness
Noun
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For everyone else, including this freelance journalist without an expense account, the approach is more like a military-level obstacle course designed to test your cunning and will.—
Jada Yuan,
HollywoodReporter,
22 May 2026 -
The quality that drew Kurosawa to Yonezawa’s novel in the first place is not valor or cunning but something considerably less heroic.—
Naman Ramachandran,
Variety,
19 May 2026
Noun
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According to research from Charlemagne Labs, an AI-security startup, AI models already widely available can now sustain believable, multi-turn deception—conversations that span many back-and-forth exchanges rather than a single message—which is the hardest part of real-world scams.—
Beatrice Nolan,
Fortune,
9 June 2026
-
That was a deliberate lie, deception and/or omission.—
Don Stacom,
Hartford Courant,
9 June 2026
Noun
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Because the costumes are designed by a master, there are hints, cues, little ways that each young lady is able to make her inner self visible, even when it must be done subtlety to avoid the negative attention and terrifying punishments that Gilead’s leadership revels in.—
Rachel Elspeth Gross,
Forbes.com,
27 May 2026
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The astrologer adds that just like a Virgo, this style doesn't seek attention but perfection, as shown by the fact that everything has its place, every element serves a purpose, and the beauty lies in the subtlety and care behind the design.—
Maria Sabella,
Better Homes & Gardens,
23 May 2026
Noun
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Of course, the retort is that this would be irritating and exasperating to be continually deluged with alerts about AI deceptiveness.—
Lance Eliot,
Forbes.com,
24 Aug. 2025
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Beyond the deceptiveness of the narrow material view, spiritual light and hope are always present to be found and felt.—
Sue Brightman,
Christian Science Monitor,
3 Jan. 2025
Noun
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Mike Bowman, designer, furniture industry expert, and director of marketing for Harmonia Living, says this trend relies on furnishings to bring artfulness to a space—rather than just functionality.—
Patricia Shannon,
Better Homes & Gardens,
10 Jan. 2026
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There is a real seriousness to the score — the scheming bad-guy music has the artfulness of Prokofiev, and even the sneaking-around cues have musical integrity and structure.—
Tim Greiving,
Vulture,
3 Sep. 2025
Noun
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Americans for Prosperity sponsored a striking display in the DECC’s Pioneer Hall, demonstrating the scale of the state’s fraud losses with faux $100 bills stacked in volumes that would total $2 billion.—
Jay Gabler,
Twin Cities,
30 May 2026
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The authors then matched high-fraud ZIP codes to areas with fast-appreciating home prices.—
Tristan Bove,
Fortune,
29 May 2026
Noun
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Today’s modern woman wants to be able to move with ease and feel comfortable throughout her busy day, and her closets and drawers have breathable, easy-to-wear clothing and intimates.—
Fort Worth Star-Telegram,
Fort Worth Star-Telegram,
4 June 2026
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This sense of ease and spontaneity is precisely why nightgown dressing is so alluring.—
Diana Tsui,
Footwear News,
4 June 2026
Noun
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The shows tackle stories about murder, deceit, grief, familial estrangement, presidential assassinations, and complex mental health diagnoses — and all have found captive audiences on the streamer over the last year.—
Katie Campione,
Deadline,
28 May 2026
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In each new place, Charlie pretends to be Layla, hoping to ensnare an unsuspecting Stanley into his web of deceit.—
Nicole Briese,
PEOPLE,
28 May 2026
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Cite this Entry
“Guilefulness.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/guilefulness. Accessed 10 Jun. 2026.
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