cheekier; cheekiest
informal
: boldly rude, impudent, or disrespectful in usually a playful or appealing way
a cheeky grin
… old-timers who still look like they could deck you if you get too cheeky.—
Shaun Assael
Shaun AssaelExamples of cheeky in a Sentence
a cheeky comment about something that was none of her business
Recent Examples on the Web
Complete with a neat writing desk overlooking the dense flora, there is no better place to start or finish that long-gestating novel—or simply fire off a cheeky vacation email.
—Condé Nast, Condé Nast Traveler, 6 May 2026
Plus there’s a bar, Larry’s Bar, a cheeky nod to the Venetian classic on the Grand Canal, Harry’s Bar.
—Nate Freeman, Vanity Fair, 5 May 2026
Princess Charlotte got cheeky at her parents' charity sailing race in August 2019, sticking her tongue out at her grandfather Michael Middleton (and the entire crowd in the process)!
—Stephanie Petit, PEOPLE, 2 May 2026
Spirit Airlines, the scrappy discounter that once rattled the industry with cheeky ads and rock-bottom fares, took its final flight after 34 years of upending the business of flying.
—Bernard Condon, Chicago Tribune, 2 May 2026
See All Example Sentences for cheeky
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Condé Nast, Condé Nast Traveler, 6 May 2026
Plus there’s a bar, Larry’s Bar, a cheeky nod to the Venetian classic on the Grand Canal, Harry’s Bar.
—Nate Freeman, Vanity Fair, 5 May 2026
Princess Charlotte got cheeky at her parents' charity sailing race in August 2019, sticking her tongue out at her grandfather Michael Middleton (and the entire crowd in the process)!
—Stephanie Petit, PEOPLE, 2 May 2026
Spirit Airlines, the scrappy discounter that once rattled the industry with cheeky ads and rock-bottom fares, took its final flight after 34 years of upending the business of flying.
—Bernard Condon, Chicago Tribune, 2 May 2026
See All Example Sentences for cheeky
Cite this Entry
“Cheeky.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/cheeky. Accessed 12 May. 2026.
Copy CitationKids Definition
cheeky
adjective
cheekier; cheekiest
informal
: boldly rude or disrespectful in usually a playful way
cheekiness
noun
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