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
Relevance
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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In state media comedy shows, jokes about Putin are told from time to time, but they are used to bolster his image as a powerful, cunning leader, and hold up Russia as a great country.—
Neringa Klumbytė,
The Conversation,
4 Mar. 2026 -
These ambitious, cunning, and often amoral Cold War operatives were usually marginal or even inconsequential figures at home.—
Alfred McCoy,
Literary Hub,
26 Feb. 2026
Adjective
-
Also, offering free samples is deceptive marketing, due to evidence that 7-OH is addictive.—
Jack Harvel,
Kansas City Star,
31 Mar. 2026
-
Set in the heart of Midtown Manhattan, the grandiosity of MoMA is deceptive.—
Condé Nast,
Condé Nast Traveler,
30 Mar. 2026
Adjective
-
Best Amazon Shoes and Accessories Deals Round out your spring wardrobe with supportive shoes, cute bags, and fun accessories from brands like Brooks, Kate Spade, and Kendra Scott.—
Isabel Garcia,
PEOPLE,
4 Apr. 2026
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In the middle of the garden is a seating area with simple but cute second-hand furniture and a three-tier stone fountain from Backyard X-Scapes on Sorrento Valley Road.—
Caron Golden,
San Diego Union-Tribune,
4 Apr. 2026
Adjective
-
In another case, Nita Almuete Paddit Palma, 76, and her husband, Adolfo Catbagan, 68, are accused of operating three fraudulent hospice care facilities, including one that was operating while Palma was free on bond in another hospice fraud case.—
Richard Winton,
Los Angeles Times,
2 Apr. 2026
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Medicare paid the Gills more than $4 million on the fraudulent claims.—
Chelsea Hylton,
CBS News,
2 Apr. 2026
Adjective
-
Low isn’t the first to do a curry-chicken potpie, but his version is rich and warm, with airy, shattery pastry reminiscent of roti, flaky and slick with butter.—
Helen Rosner,
New Yorker,
5 Apr. 2026
-
On his goal, Thomas swooped into the middle lane to dust McTavish and receive a slick feed from Broberg that sent him toward a vulnerable Dostál with speed for a rising shot.—
Andrew Knoll,
Oc Register,
4 Apr. 2026
Adjective
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In addition to serving as a showrunner, Levy stars as Nicky, an openly gay pastor who gets wrapped up in a shady underworld plot with his flailing sister Morgan (Taylor Ortega).—
Randall Colburn,
Entertainment Weekly,
1 Apr. 2026
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They get captured by Hungarian gangsters and have to fight (and kill) their way out of an inn run by a shady former dance prodigy (Uma Thurman).—
Brian Truitt,
USA Today,
31 Mar. 2026
Adjective
-
Another camera, an eye tuned to the subtle strangeness of an otherwise ordinary day—someone or something, somewhere, must have caught a glimmer of the truth.—
Vinson Cunningham,
New Yorker,
1 Apr. 2026
-
Vice President Vance, who is considered an isolationist, expressed private skepticism ahead of the attacks, and his relative silence during the first weeks of the war was perceived as a subtle way of distancing himself from the conflict.—
Jonathan Lemire,
The Atlantic,
1 Apr. 2026
Adjective
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Debuting them in a brief, awkward first flight, like a firework that shoots crooked after being in storage too long.—
María Ospina,
The Dial,
31 Mar. 2026
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Tolkan also played Napoleon and his look-alike in Woody Allen’s Love and Death (1975) and was the crooked accountant known as Numbers who works for Big Boy Caprice (Al Pacino) in Warren Beatty’s Dick Tracy (1990).—
Mike Barnes,
HollywoodReporter,
27 Mar. 2026
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Cite this Entry
“Guileful.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/guileful. Accessed 6 Apr. 2026.
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