Cheekiest refers to behavior that is impudent or audacious. There are several synonyms for the word that convey a similar meaning. Brazen, bold, impertinent, saucy, insolent, impudent, and cocky are a few synonyms for cheeky. Brazen connotes a behavior that is bold and without shame or embarrassment. Impertinent is used to refer to a person who is rude or uncivil. On the other hand, insolent and impudent emphasize a lack of respect or decorum. Saucy and cocky both suggest a behavior that is overly self-confident and arrogant. These synonyms can be used interchangeably depending on the context to describe a person's impudent or audacious behavior.