The goal of this research lays in the encouragement and stimulation of a student’s expression of his own personality in the context of the Art subject. During the usual learning process, it occurs very often that the student’s ability to express his individuality gets lost. This research tries not only to find the reasons and factors that lead to such phenomenon, but also tries to find some solutions for the betterment of the learning process. The research has been conducted with an action method – through the construction of an installation the pupils research and reassess the relations of detail and wholeness, individual and societal. The realisation of the research was directed to answering the following questions: what prevents a student from expressing his personality during the learning process? To which extent do pupils understand and consciously think about social differences in society as a whole and between themselves? Are students interested in engaging in contemporary art praxis? With the better understanding of this questions. The answers these questions may provide an insight on how to improve the schooling process, so that students may project their real personality towards their artwork. This research also aims to stimulate expression through contemporary art practice and to raise perception and social awareness in children for the improvement of society and human connection. This study has found some of the possible causes of “loss of personality”. It has also determined to what extent pupils are interested in engaging in contemporary art and building awareness and empathy towards social differences. The results show that pupils display great interest for experimenting with contemporary art practices, the reason of which can be found in the nature of those practices – they are directed towards current events, themes and problems that are well known to the student. With the engagement of contemporary art practice in the learning/teaching process, students are bound to be personal in their creativity, therefore expressing their personality to the fullest.