Cheeky means bold, brash, and a bit rude, but also maybe a little playful and amusing. Cheeky is an adjective that is typically used to describe a person or their actions or comments. 'Cheeky' means showing a lack of respect or politeness in a way that is amusing or appealing, or slightly rude or showing no respect, but often in a funny way. The meaning of CHEEKY is boldly rude, impudent, or disrespectful in usually a playful or appealing way. How to use cheeky in a sentence. Discover the meaning of cheeky, its British roots, and how Millennials vs. Gen Z use it in slang. Learn tips, examples, and why it’s still trending today.