Meaning Unknown, possibly relates to the term in theatre "The Fourth Wall", which is the imaginary wall between the actors and audience in musical stage productions. Therefore, "Breaking the Fifth Wall" would refer to an Actor falling through the floor and needing to return to the stage via the orchestra pit. OR PERHAPS NOT! It was suggested by Courtney Love (during a speech about the heinous profiteering of the British East India Company) that "Breaking the Fifth Wall" actually refers to a strenuous personal hygiene routine of Captain Kidd.