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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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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Located about 10 minutes from downtown, the winery has a tasting room and a cute patio for outdoor sipping.—
Amanda Ogle,
Travel + Leisure,
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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Arthritis in your fingers often starts with subtle changes.—
Brandi Jones,
Health,
25 May 2025
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The navy, white, and subtle red palette nods to the seaside and seamlessly blends into Printemps' signature French elegance.—
Roxanne Robinson,
Forbes.com,
25 May 2025
Adjective
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Patti LuPone had a shady reaction to questions about Audra McDonald in a new interview.—
Joey Nolfi Published,
EW.com,
27 May 2025
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Simple Deluxe 9-foot Patio Umbrella and 50-pound Base Add a shady spot to your sunny patio space with this nine-foot umbrella that comes with a base that can be filled with up to 50 pounds of sand or water.—
Olivia Young,
Travel + Leisure,
26 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 2 Jun. 2025.
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