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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com
cheeky grin
Grammar usage guide and real-world examplesUSAGE SUMMARY
"cheeky grin" is correct and usable in written English. You can use it to describe a playful or mischievous smile, often implying a sense of humor or lightheartedness. Example: She flashed a cheeky grin after telling her joke. Alternative expressions include "playful smile" and "impish grin."
✓ Grammatically correct
News & Media
Wiki
Formal & Business
Table of contents
Usage summary
Human-verified examples
Expert writing tips
Linguistic context
Ludwig's wrap-up
Alternative expressions
FAQs
Human-verified examples from authoritative sources
Exact Expressions
40 human-written examples
"I don't know," he said, flashing a cheeky grin.
News & Media
He is tough, clever and has a disarming cheeky grin.
News & Media
There he is again, sporting the same cheeky grin, divorcing his second wife, Jane.
News & Media
"He had the biggest, loveliest smile, big brown eyes, a cheeky grin".
News & Media
But, "His profile said, 'Willing to relocate,' " she noted with a cheeky grin.
News & Media
"I was shouting at them: 'I'll get you,'" Crolla says with a cheeky grin.
News & Media
Human-verified similar examples from authoritative sources
Similar Expressions
20 human-written examples
Two rows of children armed with tennis balls and cheeky grins are ready to fire.
Formal & Business
All the boys are here, and Lovett-Murray swaggers around happily in baggy tracksuit pants, baseball cap, Brotherboy T-shirt and that cheeky, impetuous grin.
News & Media
Adam would frequently catch you by surprise, blurting out the funniest things followed by his trademark cheeky fixed grin, as if to say: "Yes, I knew that was a good one.
News & Media
Toby Stephens's cheeky-boy grin has spread all over his face.
News & Media
Even his cheeky-boy grin, which had always seemed a little shifty when I saw it on television, and was strained and implausible at close quarters, was flawless and convincing when I saw it across a room.
News & Media
Expert writing Tips
Best practice
Place this phrase immediately after a verb of action to show the immediate reaction of a subject.
Common error
Do not use ""cheeky grin"" in strictly professional reports or scientific papers as it is too informal and subjective. Opt for more clinical descriptions like "playful expression" if you must describe a facial state in such settings.
Source & Trust
94%
Authority and reliability
4.9/5
Expert rating
Real-world application tested
Linguistic Context
The phrase ""cheeky grin"" functions as a noun phrase where the adjective "cheeky" serves as a modifier for the noun "grin". According to Ludwig AI, it is primarily used as a direct object or within a prepositional phrase to describe the subject's demeanor.
Frequent in
News & Media
85%
Wiki
10%
Formal & Business
5%
Less common in
Science
1%
Academia
1%
Reference
1%
Ludwig's WRAP-UP
The phrase ""cheeky grin"" is a versatile and evocative expression widely used in journalistic and creative writing. Ludwig AI identifies it as a highly reliable phrase for describing characters or public figures who possess a playful, slightly irreverent charm. While it is heavily favored by British publications like The Guardian and BBC, it has gained international traction as a standard way to denote a specific type of endearing mischief. Writers should feel confident using it in narratives and profiles, while opting for more neutral alternatives like "playful smile" in strictly formal or technical documentation. Overall, it remains a powerful tool for adding personality and visual detail to descriptions.
More alternative expressions(10)
Phrases that express similar concepts, ordered by semantic similarity:
impish grin
Suggests a more childlike or folklore-inspired level of mischief.
mischievous smile
A more common and less colloquial way to describe the same intent.
playful smile
More generic and less focused on the provocative aspect of being cheeky.
roguish grin
Implies a charismatic, rebellious and adventurous personality.
sly grin
Emphasizes a sense of cunning or having a secret advantage.
wicked smile
Adds a layer of intensity or slightly darker humor to the expression.
teasing grin
Focuses specifically on the act of mocking someone in a fun way.
knowing smile
Suggests that the person understands a hidden truth or shared secret.
sassy smile
Highlights a bold, lively and spirited attitude.
devilish grin
Suggests a high degree of mischief bordering on being troublesome.
FAQs
What is the meaning of "cheeky grin"?
It refers to a smile that is playful and slightly disrespectful but in a charming way. Similar expressions include an "impish grin" or a "mischievous smile".
When should I use "cheeky grin" instead of "smirk"?
Use ""cheeky grin"" when the intent is friendly or funny. If the person is being arrogant or mocking, a "smirk" is more appropriate.
Is "cheeky grin" a British expression?
While "cheeky" is a classic British colloquialism, the phrase is widely understood and used in global media. For a more American-neutral term, you might use "playful smile".
How can I describe a child smiling after a prank?
You could describe them as having a "knowing grin" or even a "wicked smile" if they are especially proud of their mischief.
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Table of contents
Usage summary
Human-verified examples
Expert writing tips
Linguistic context
Ludwig's wrap-up
Alternative expressions
FAQs
Source & Trust
94%
Authority and reliability
4.9/5
Expert rating
Real-world application tested