"Guappo" in Naples refers to a flashy, confident man often linked to street culture and sometimes to organized crime.

In Naples, the term "guappo" evolved to describe a certain kind of man known for his flashy clothes, confident attitude, and street smarts. This figure is often portrayed in movies and stories as a local tough guy who commands respect in his neighborhood. While not all "guappi" are criminals, the word became associated with the Neapolitan underworld and mafia culture, partly because these men often showed similar boldness and style.