Even though it sounds simple, but it is not an easy task to enter to the children’s psychological world at adolescence. It becomes even harder if there is a communication gap between parents and children. In many cases, we see that the communication that starts in infancy stops dead in its track at adolescence (Osterweil 1). This is when a teenager desperately shouts: “My parents don’t understand a word I’m saying (Osterweil 1)” This is a result of communication gap between parents and child. Readers see the same communication gap between Connie and her parents in Joyce Carol Oates short story “Where are you going, Where have you been?” Oates, in her story, gave the ultimate valuation of such a gap through Connie’s surrender to the devil Arnold Friend (Oates). Oates left readers to guess Connie’s fate in the hand of devil Arnold Friend. Joyce Carol Oates in a high and loud voice urged the community that the society cannot afford another child to repeat Connie’s fate. Parents and children together must vow to do everything in order to reduce the communication gap