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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Bening will costar on the series as Beulah Jackson, who's described as the powerful, cunning, and charming head of a major ranch in Texas.—
Randall Colburn,
Entertainment Weekly,
7 Sep. 2025 -
Joan Silber is a contemporary genius at creating artful stories of a multitude of characters who ricochet in cunning ways, crossing generations and continents.—
Jane Ciabattari
September 2,
Literary Hub,
2 Sep. 2025
Adjective
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There will be a temptation because of his height to draw parallels with Moyes’ use of Marouane Fellaini and Soucek, two key pillars of his Everton and West Ham sides, but where Rohl is concerned, his size can be deceptive.—
Patrick Boyland,
New York Times,
4 Sep. 2025
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In 2024, CarShield paid $10 million to settle allegations by the Federal Trade Commission that its ads were deceptive and that customers discovered many repairs were not covered.—
Brian Sloan,
CNBC,
4 Sep. 2025
Adjective
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Ofeefan Long-Sleeve A-Line Ribbed-Knit Mini Dress This mini sweater dress would look cute with a cropped leather jacket and coordinating knee-high boots.—
Emily Weaver,
PEOPLE,
7 Sep. 2025
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Ouligay Period Bag My teen and her friends always make sure to keep their period stashes organized in one cute pouch like this black one.—
Jacquelyn Smith,
Parents,
6 Sep. 2025
Adjective
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Websites with unusually long browser names or a lack of searchable company representatives or contact information could be fraudulent.—
Tamia Fowlkes,
jsonline.com,
4 Sep. 2025
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Blount deposited money into the account until April 2022, when the bank shut it down and reversed over $70,000 worth of the fraudulent deposits, prosecutors said.—
Olivia Lloyd,
Miami Herald,
3 Sep. 2025
Adjective
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This planet is electric, unpredictable and genius with its approach, but its transits are anything but subtle.—
Valerie Mesa,
PEOPLE,
6 Sep. 2025
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Even subtle light or noise can disrupt sleep cycles, preventing you from reaching the deeper, most restorative stages of sleep necessary for physical and mental recovery.—
Bryan Robinson,
Forbes.com,
6 Sep. 2025
Adjective
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Maybe not something drastic like a world war, slavery or the Holocaust, but there’s always shady s–t going on.—
Carl Lamarre,
Billboard,
3 Sep. 2025
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Meursault also starts hanging out with his shady and brutish French neighbor, Raymond (Pierre Lottin), whose abusive relationship with an Algerian girl (Hajar Bouzaouit) eventually leads to the murder.—
Jordan Mintzer,
HollywoodReporter,
2 Sep. 2025
Adjective
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The dust of Ogunleye, the crooked end of the street, the large canal by my uncle’s shop, the small stream of water that flowed behind our house into the large canal at the other end of the street, the foul smell that overcame the street the first time, the getting used to, the boys.—
Literary Hub,
Literary Hub,
3 Sep. 2025
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For a Chicago Cubs lineup that has struggled lately to consistently score runs, let alone put up a crooked number, Friday’s opener against the Colorado Rockies provided the ideal bounce-back environment coming off the sweep in San Francisco.—
Meghan Montemurro,
Chicago Tribune,
30 Aug. 2025
Adjective
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Industry groups insist that they are committed to weeding out dishonest companies that make false claims or sell dangerous products.—
Suzy Khimm,
NBC news,
26 Aug. 2025
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No, it was done to protect dishonest businesses.—
U T Editorial Board,
San Diego Union-Tribune,
22 Aug. 2025
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Cite this Entry
“Guileful.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/guileful. Accessed 8 Sep. 2025.
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