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
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Antonyms & Near Antonyms
Example Sentences
Recent Examples of Synonyms for guileful
Adjective
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McLaren’s Piastri began in pole position and initially held off Verstappen before the Dutchman displayed all the brilliance, cunning and bravery that has propelled him to four world championships, holding off the brakes as long as possible and sliding around the outside on the first turn.—
Issy Ronald,
CNN Money,
18 May 2025 -
Unfortunately, Porsha isn’t cunning enough for this to work.—
Ile-Ife Okantah,
Vulture,
12 May 2025
Adjective
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California’s attorney general, Rob Bonta, filed a suit against ExxonMobil last year that, in part, accuses the oil giant of deceptive claims regarding chemical recycling, which the company disputes.—
Susanne Rust,
Los Angeles Times,
22 May 2025
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During the defense’s cross-examination of Kid Cudi, lawyers representing Combs portrayed Ventura as deceptive of both men.—
Conor Murray,
Forbes.com,
22 May 2025
Adjective
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She has been married twice, marrying director Chris Calkins in 2009. 08 of 09 Woody Harrelson as Woody Boyd Woody Harrelson's Woody Boyd joined Cheers in season 4 as a not-so-bright but very cute bartender.—
Kate Hogan,
People.com,
20 May 2025
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There are some funny bits including Kenan Thompson’s moment and joking about Sherman getting fired, but the most apt word to describe this monologue is cute.—
Rosa Escandon,
Forbes.com,
18 May 2025
Adjective
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In 2024, Nicolás Maduro won his reelection in a race contested as fraudulent by the opposition.—
Sergio Martínez-Beltrán,
NPR,
19 May 2025
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Real examples: Six people were charged with attempting to steal $80 million through fraudulent checks tied to COVID-19 relief funds.—
Kurt Knutsson,
FOXNews.com,
18 May 2025
Adjective
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With its strapless neckline, subtle side slit, and body-hugging silhouette, it was made for sipping cocktails under palm trees in Miami or dancing the night away in Barcelona.—
Rosie Marder,
Travel + Leisure,
13 May 2025
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For example, comparing transcripts side by side can reveal subtle shifts in a witness' narrative, prompting further scrutiny.—
Beth Worthy,
Forbes.com,
13 May 2025
Adjective
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Gates has three ecosystems on her quarter-acre: a sunny front yard, a shady back plot and a small wetland garden on one side.—
USA Today,
USA Today,
16 May 2025
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Join a group hike along a shady, 1.5-mile trail in Doris Leeper Spruce Creek Preserve.—
Joe Rassel,
The Orlando Sentinel,
14 May 2025
Adjective
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Among them is Tonic, which stars Blair (Sin City: A Dame to Kill For) as Sebastian Poe, a struggling jazz pianist who is given 24 hours to kill a dangerous drug dealer (Westwick) by a crooked cop (Jaso Coviello), and spirals into a moral and emotional tailspin.—
Jesse Whittock,
Deadline,
15 May 2025
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Cigarette smoke, dames to kill for, crooked cops — latex super suit?—
Ryan Coleman,
EW.com,
13 May 2025
Adjective
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There's also research showing that AI agents can easily be subversive, self-serving and dishonest in their actions.—
Lisa Loud,
Forbes.com,
12 May 2025
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That’s a fact, so saying otherwise is dishonest and can lead to confusion.—
Harriette Cole,
Mercury News,
5 May 2025
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Cite this Entry
“Guileful.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/guileful. Accessed 28 May. 2025.
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