Abstract This research is a study that examines Cleopatra's figure refers to comparative literary analysis. This paper examines Cleopatra's figure from a literary work in the form of a drama composed by Bernard Shaw by tittle "Cleopatra and Ceasar" and Taufik Al-Hakim's short story by tittle "كليوباترة وماك" with a history that will be a hypogram of both their works. The research was using this descriptive analytical method aims to examine the influence of history in the description of Cleopatra's figure from two writers who have different backgrounds by bringing up the facts in the form of quotes contained in the two literary works. The conclusion that can be drawn from this research based on comparative literary analysis is the representation of Cleopatra's figure depicted by Bernard Shaw and Taufik al-Hakim in their literary work refers to the history of Cleopatra's life. Not only that, the depiction of Cleopatra's figure by both can not be separated from the creativity that was built by the background of the authors. Keywords: Drama, Short stories, Cleopatra