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
cheekily adverb
cheekiness noun

Examples of cheeky in a Sentence

a cheeky comment about something that was none of her business
Recent Examples on the Web
Examples are automatically compiled from online sources to show current usage. Read More Opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback.
But the music mogul switched up the lyrics to both honor his wife and seemingly send a cheeky message to his former collaborator. Mekishana Pierre, EW.com, 23 June 2025 Drake found himself on the negative side of discourse this weekend, despite not releasing a song or making any cheeky social media posts. Armon Sadler, VIBE.com, 23 June 2025 A couple of cheeky anecdotes aside, I’m left no wiser about what Gattuso brings to the party other than being the last man standing with both a FIFA PRO license and an Italian passport. James Horncastle, New York Times, 20 June 2025 Weatherly says to the camera with a cheeky smile during the informative yet nonsensical video. Bryan Alexander, USA Today, 18 June 2025 See All Example Sentences for cheeky

Word History

Etymology

see cheek entry 1

First Known Use

1838, in the meaning defined above

Time Traveler
The first known use of cheeky was in 1838

Browse Nearby Words

Cite this Entry

“Cheeky.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/cheeky. Accessed 28 Jun. 2025.

Kids Definition

cheeky

adjective
cheekier; cheekiest
informal : boldly rude or disrespectful in usually a playful way
cheekiness noun

More from Merriam-Webster on cheeky

Last Updated: - Updated example sentences
Love words? Need even more definitions?

Subscribe to America's largest dictionary and get thousands more definitions and advanced search—ad free!