Many cultural activities of human beings are originated from spiel, most outstandingly represented in drama, developed from rituals in the development of human civilization and remaining an essential part of Dasein. The playwright encodes his/her intentions in linguistic markers and representational strategies in the dramatic text composed mainly of dialogues; whereas in a performance, such intentions are carried out through the interactions between the director, the actor and the audience. In interpretative activities such as reading and watching, activities that decide the final meanings of a literary text, the reader/audience inevitably intervenes into the(re-)construction of meaning with his/her Vorurteil, constituting Mit-Dasein by way of mitspielen, thus leading to multiple interpretations. The three-act play, Oleanna, by American playwright David Mamet offers such spaces for spiel, with regards to the speech act of the characters, the multiple interpretations of the dramatic text and the interactions with the audience during the performance, thus creating a tension between intention and meaning.