The paper reports on our experience to in adapting emotional experiences of the software engineers in evolutionary design of software systems. The works here reported present development progress report in relation to the state-of art that need to create the multidisciplinary technologies, needed to establish best harmony engagement between human user the software application, based on human cognitive analysis. We approach the user best engagement from facial and voice analysis. And through it, we can measure (collectivized and quantified), and observe the user behavior, and accordingly enhance the engagement by generative interactive scenario. The approach has been experimented using famous literature person (Keni Miyazawa).