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
Last week, a lawyer representing the two-time reigning NBA MVP sent a cease-and-desist letter to sports prediction market and fantasy sports company Underdog that includes a demand for the destruction of all copies of the cheeky and extremely limited-edition game Unethical Hoops.
—Los Angeles Times, 29 May 2026
Or that Kroenke once sent LeBron a Nuggets jersey in a cheeky attempt to recruit him to Denver.
—Bennett Durando, Denver Post, 29 May 2026
Pre-fall features a few lace dresses, a fabric the two haven’t worked with much at Monse, which get a cheeky double-layered bodice that can be artfully worn with one strap falling down (a classically Monse touch).
—Madeline Hirsch, InStyle, 29 May 2026
Ally Financial is getting cheeky with its latest ad campaign, and throwing shade at traditional banking with sassy signage seen in uptown Charlotte, one of the country’s biggest banking centers.
—Charlotte Observer, 28 May 2026
See All Example Sentences for cheeky
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Los Angeles Times, 29 May 2026
Or that Kroenke once sent LeBron a Nuggets jersey in a cheeky attempt to recruit him to Denver.
—Bennett Durando, Denver Post, 29 May 2026
Pre-fall features a few lace dresses, a fabric the two haven’t worked with much at Monse, which get a cheeky double-layered bodice that can be artfully worn with one strap falling down (a classically Monse touch).
—Madeline Hirsch, InStyle, 29 May 2026
Ally Financial is getting cheeky with its latest ad campaign, and throwing shade at traditional banking with sassy signage seen in uptown Charlotte, one of the country’s biggest banking centers.
—Charlotte Observer, 28 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 3 Jun. 2026.
Copy CitationKids Definition
cheeky
adjective
cheekier; cheekiest
informal
: boldly rude or disrespectful in usually a playful way
cheekiness
noun
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