What does cheeky mean?
"Cheeky" is an informal adjective describing someone who is impudently bold or disrespectful in a way that is amusing, playful, or even endearing rather than genuinely offensive. A child who talks back with a mischievous grin, or a friend who makes a sly joke at another's expense, might be called cheeky. The word implies pushing against the boundaries of politeness while stopping short of true insolence, and its tone depends heavily on delivery: spoken warmly, it signals affectionate teasing; spoken sternly, it becomes a mild rebuke for bad manners. Especially common in British English, where it frequently appears in phrases such as "cheeky grin" and "a bit cheeky," the word derives from "cheek" in its older sense of impudent talk or assurance. It remains a useful word for capturing that fine line between charming boldness and outright rudeness, making it a favourite in everyday conversation, comedy writing, and character description alike.
Playfully or amusingly impudent; boldly disrespectful in a way that is more endearing than offensive.
"He flashed a cheeky smile and asked if he could skip the queue."
Taking unwarranted liberties or presuming too much, often used with mild disapproval.
"It was rather cheeky of them to charge extra for water at a restaurant."
"Cheeky" turns rudeness into charm — it's the only word that lets you insult someone and make them smile about it.
Reviewed by Deb Chak, Editor. AI-assisted content curated by RJS Tech Solutions LLP.
Etymology of cheeky
"Cheeky" derives from "cheek," in the sense the noun had developed by the early nineteenth century of impudent speech or self-assurance — as in the older expressions "to have cheek" or "to give cheek." The adjective emerged shortly after this figurative use became established. The noun "cheek" itself goes back to Old English "cēace," meaning the side of the face, though its exact further origins are uncertain, which limits confident identification of true cognates.
Related word forms
How cheeky is actually used
Chiefly informal and especially common in British English, where "cheeky" often carries affectionate connotations rather than serious criticism. In the phrase "cheeky Nandos," a British slang usage, it means an unplanned treat or indulgence. Tone matters greatly: said with a smile it is teasing; said coldly it becomes a reprimand for disrespect.
Easily confused with cheeky
"Chic" means stylish and elegant, while "cheeky" means playfully impudent — the two share a similar sound in some accents but nothing else.