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
The future princess is said to have posted a sign on her bedroom door reading ‘Chief Chick,’ a cheeky nod to her landlady status.
—Bailey Bujnosek, InStyle, 23 Feb. 2026
For decades, cheeky daddy figures from Jack Paar and Johnny Carson to Jimmys Fallon and Kimmel sat atop the Hollywood food chain.
—Joy Press, Vanity Fair, 19 Feb. 2026
Badlands might be a simple movie on the surface, but it's filled with little details, bits of lore, and cheeky winks many moviegoers appreciated.
—Fran Ruiz, Space.com, 17 Feb. 2026
The cheeky wink that Isabella gives Nelly, however, was a spur-of-the-moment idea that came to Fennell during filming.
—Emlyn Travis, Entertainment Weekly, 16 Feb. 2026
See All Example Sentences for cheeky
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Bailey Bujnosek, InStyle, 23 Feb. 2026
For decades, cheeky daddy figures from Jack Paar and Johnny Carson to Jimmys Fallon and Kimmel sat atop the Hollywood food chain.
—Joy Press, Vanity Fair, 19 Feb. 2026
Badlands might be a simple movie on the surface, but it's filled with little details, bits of lore, and cheeky winks many moviegoers appreciated.
—Fran Ruiz, Space.com, 17 Feb. 2026
The cheeky wink that Isabella gives Nelly, however, was a spur-of-the-moment idea that came to Fennell during filming.
—Emlyn Travis, Entertainment Weekly, 16 Feb. 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 28 Feb. 2026.
Copy CitationKids Definition
cheeky
adjective
cheekier; cheekiest
informal
: boldly rude or disrespectful in usually a playful way
cheekiness
noun
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