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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Federico Marchetti, the Italian fashion entrepreneur, is a master of sprezzatura—the courtier’s art of cloaking ambition and cunning in an air of guileless nonchalance.—
John Seabrook,
New Yorker,
29 Sep. 2025 -
But Israeli cunning, buoyed by remarkable intelligence capabilities and precision targeting, has damaged the group.—
Sean Durns,
The Washington Examiner,
26 Sep. 2025
Noun
-
Everything can be used as a tool for good and to build, or for bad and destruction and deception.—
Marc Malkin,
Variety,
14 Oct. 2025
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The question now is whether our ability to detect deception can evolve as fast as the tools that create it.—
Big Think,
Big Think,
13 Oct. 2025
Noun
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Interestingly enough, the luminous pearl glides freely through the rail, allowing for subtlety that moves with you.—
Stacia Datskovska,
Footwear News,
13 Oct. 2025
-
The actress manages to pull this off with subtlety and grace in a movie that could have easily gone straight for the emotional jugular.—
Bilge Ebiri,
Vulture,
10 Oct. 2025
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
Noun
-
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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As investigators dig deeper, more disturbing secrets emerge, including financial fraud, addiction, mysterious deaths and corruption.—
Samantha Stutsman,
PEOPLE,
18 Oct. 2025
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Western Alliance also is alleging fraud in its bad loans.—
Kevin Stankiewicz,Matthew J. Belvedere,
CNBC,
17 Oct. 2025
Noun
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And with that comes deceit and manipulation.—
Lori A Bashian,
FOXNews.com,
12 Oct. 2025
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The 2022 push for Measure B, which enabled this year’s approval of new city trash policies, was built on deceit about how much the fees would be.—
U T Editorial Board,
San Diego Union-Tribune,
11 Oct. 2025
Noun
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Both had a bad drinking habit by then, and when Martha confronted Willie about his cheating, a fight broke out.—
Arkansas Online,
Arkansas Online,
11 Oct. 2025
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In addition to delivering high-quality search results, this method hinders search-engine cheating; artificially boosting your web page by putting up a thousand pages linking to it won’t accomplish much if those pages have low status.—
Jack Murtagh,
Scientific American,
11 Oct. 2025
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Cite this Entry
“Guilefulness.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/guilefulness. Accessed 19 Oct. 2025.
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