yes cheeky is usually disrespectful but playful at the same time similar to teasing |I usually associated it with being playful/prankish but other English language parts of the world may associate it with negativity.|I don't know about others but I often use the word (cheeky) to describe something being playful and or silly (in a sarcastic way)
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Cheeky - Definition, Meaning & Synonyms
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PDF) Nembe Dictionary Roger Blench
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What is the definition of 'cheeky'? - Quora
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Cheeky - Definition, Meaning & Synonyms