1
as in cunning
clever at attaining one's ends by indirect and often deceptive means
tried to fix the game with a guileful plot to sabotage the other team's bats, but the umpire caught them
Synonyms & Similar Words
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Antonyms & Near Antonyms
2
as in deceptive
given to or marked by cheating and deception
received a guileful answer when I asked the dealer if the used car had ever been in a collision
Synonyms & Similar Words
Antonyms & Near Antonyms
Example Sentences
Recent Examples of Synonyms for guileful
Adjective
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With wit and cunning, the protagonists navigate the ever-present systems of oppression that encircle them and their relationships.—
Literary Hub,
Literary Hub,
27 June 2025 -
President Trump does not exhibit Bismarck’s cunning, inscrutability, or proclivity for complicated diplomacy.—
Charles C. W. Cooke,
National Review,
24 June 2025
Adjective
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In the suit, filed Friday, Newsom says that Fox News had used deceptive edits to claim that the governor had lied in saying that Trump had not called him about deploying National Guard troops during the L.A. protests.—
Caitlin Huston,
HollywoodReporter,
27 June 2025
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Florida is leading the way in what can become a national movement to crack down on hospitals’ deceptive and unfair billing practices.—
Cynthia A. Fisher,
Sun Sentinel,
26 June 2025
Adjective
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Amazon is stocked with tons of cute coin purses that capture the kawaii aesthetic of Japanese street style.—
Amelia McBride,
Travel + Leisure,
25 June 2025
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Pair this long-line padded sports bra crop tank with a pair of leggings for a cute athletic look.—
Nora Colomer
may earn a commission if you buy through our referral links. This content was created by a team that works independently from the Fox newsroom.,
FOXNews.com,
24 June 2025
Adjective
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Why Amazon Prime Day scammers are winning and how to stay ahead While Amazon hasn't released a formal statement yet, the company maintains ongoing efforts to detect and remove fraudulent listings and suspicious domains.—
Kurt Knutsson,
FOXNews.com,
5 July 2025
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Republished on July 4 with further police and federal agency warnings that fraudulent callers are now targeting smartphone users in the U.S. This is not the FBI.—
Zak Doffman,
Forbes.com,
4 July 2025
Adjective
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The boxy shape and subtle back snaps add airflow and style, and the whole outfit can be rinsed in a hotel sink and re-worn with no stress.—
Alesandra Dubin,
Travel + Leisure,
30 June 2025
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The new species was identified by its DNA, size, body proportions, texture, coloring and other subtle physical features, the study said.—
Aspen Pflughoeft,
Miami Herald,
30 June 2025
Adjective
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One of them is Martin Krebs (Rupert Friend), a shady pharmaceuticals bigwig who wants to develop the world’s most effective heart medication using dinosaur blood samples.—
Tom Gliatto,
People.com,
30 June 2025
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Old-school bedding impatiens will bloom continuously in a shady spot.—
Brandee Gruener,
Southern Living,
29 June 2025
Adjective
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What Pete Rose did was selfish, illicit, shameful, crooked.—
John Nogowski,
Hartford Courant,
14 May 2025
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Meanwhile, a crooked wayfarer named St. Christophe (Jackson) is hot on Broadway’s trail, catching up with the young man and revealing that his dead dad wasn’t, in fact, a stand-up guy.—
Jordan Mintzer,
HollywoodReporter,
11 June 2025
Adjective
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According to Orly Mazur, a tax specialist and associate professor at SMU Dedman School of Law, more people are likely willing to risk being dishonest when filing taxes.—
Marley Malenfant,
Austin American Statesman,
2 July 2025
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And worse yet, someone might be dishonest with you.—
Georgia Nicols,
Denver Post,
23 June 2025
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Cite this Entry
“Guileful.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/guileful. Accessed 9 Jul. 2025.
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