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 time, cunning, and no irony, the Shuberts slew the Syndicate Goliath and built a monopolistic empire of their own that Justice Department lawyers would decades later force into an antitrust settlement.—
Frank Rich,
Vulture,
8 Apr. 2025 -
The mean girl, as we’ve been taught to recognize her, is cunning and charismatic.—
Shelby Stewart,
Essence,
8 Apr. 2025
Adjective
-
Battering ram with deceptive speed (4.51), but struggles catching the ball.—
Rob Reischel,
Forbes.com,
14 Apr. 2025
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In addition to his first-term tariffs, Trump also filed a formal World Trade Organization case against China, alleging deceptive trade practices and intellectual property theft.—
David Faris,
MSNBC Newsweek,
11 Apr. 2025
Adjective
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Save on breezy skirts, cute jeans, and stretchy yoga pants that are ideal for travel.—
Isabel Garcia,
People.com,
26 Apr. 2025
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While there’s no doubt the videos feature cute little ones and are intended just for laughs, mental health professionals say what some parents view as harmless fun may actually be affecting children in unplanned ways.—
Melissa Willets,
Parents,
23 Apr. 2025
Adjective
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Affected individuals may be vulnerable to identity theft, fraudulent account openings and targeted phishing attempts.—
Kurt Knutsson,
FOXNews.com,
25 Apr. 2025
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Any email platform is exposed to this kind of attack, with scammers using fraudulent alerts and malicious links to entrap victims.—
Davey Winder,
Forbes.com,
25 Apr. 2025
Adjective
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Shannon Riley, founder and CEO of Building 180 – an art production and consulting agency that arranged the installation – told USA TODAY battery and funding reasons limit the subtle chest motions that mimic breathing to an hour a day, from 5-6 p.m.—
Jorge L. Ortiz,
USA Today,
18 Apr. 2025
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There have been subtle hints of Bayley turning on Valkyria to further their feud for the Intercontinental title.—
Joe Nguyen,
Denver Post,
18 Apr. 2025
Adjective
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The mood shifts from shady to straight-up scandalous.—
Shelby Stewart,
Essence,
21 Apr. 2025
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Instead, Fenix lost the biggest match of his young WWE career, albeit under shady circumstances, while Americano picked up a WrestleMania win.—
Blake Oestriecher,
Forbes.com,
20 Apr. 2025
Adjective
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Katt's other notable roles included that of teacher Harry Senate on the school drama Boston Public, crooked finance associate Greg Weinstein in Boiler Room, and detective Frank Duggar in Speakeasy.—
Kat Stinson,
EW.com,
14 Apr. 2025
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He’s been dropping tapes nonstop since 2022, as his method is really to flood the internet with his motivation music and unglamorous crime epics full of crooked cops, lookout boys, dealers, dope fiends, tricks, and urban decay.—
Alphonse Pierre,
Pitchfork,
11 Apr. 2025
Adjective
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The cruelty of his dishonest sham, founded on disdain for the autistic community and aimed at parents of autistic children, defies decency.—
Dan Vergano,
Scientific American,
23 Apr. 2025
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Blanketing our communities with descriptions that focus solely on crime is dishonest and hinders our efforts to achieve peace, especially those of us who have survived the unthinkable loss of a loved one to murder.—
Clementina Chery,
Boston Herald,
13 Apr. 2025
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Cite this Entry
“Guileful.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/guileful. Accessed 29 Apr. 2025.
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