The thesis presents an interdisciplinary research that combines the field of fine arts, digital technology, and phenomenology. The research was a multiple case study that investigated the experiential and artistic processes of six Slovenian artists of younger generation. In the foreground, I investigated their experiential dynamics within two-dimensional creation, where I was interested in the eminent role of the digital media in comparison with analog media. The research question that guided the investigation was: How do artists experience interaction with digital media (compared to analog)? What is the experiential role of digital media in artistic creation? In the process of detecting differences, I was interested in the points of experiential shifts, which was more thoroughly observed in the second investigation phase, where I combined experiential process with the artistic analysis. For the purpose of investigation, I used an experimental approach - a multi-layered methodology that matches new post-humanistic approaches within qualitative research. This consisted of a qualitative phenomenological method of research and artistic analysis. Gathering data was supported with the development of an application prototype, which was installed on the smart devices that artist used during the research. The results of the survey highlighted changes on the different level of experience in the agency and its related constituents; control, media benefits, awareness of the body, the presence and (semantic) use of the language. Parallel observation of the dynamics of the experience and the process of creation has brought a more comprehensive insight into (contemporary Slovenian) fine art practice and at the same time presents new ways of exploring the complex creative process. In conclusion, I offer suggestions and new strategies for further observation and development of artistic practices.