
Insolence
Negative Connotation
Insolence always has a negative connotation implying disrespect that is often provocative.

His insolence towards the manager resulted in immediate dismissal.
Informal Situations
Insolence might be more tolerated among friends as banter, but it's still risky.

They laughed off his insolence as a quirky trait.
Not Playful
Unlike 'cheeky', insolence is not seen as playful or endearing.

What you see as fun, I see as insolence.
Compare with
ArrogantAudacityBrazenDisrespectImpudencePertinentRude
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