Abstract: The subject of the research is the destructiveness of choice and conditions for transforming it from the catregory of possible to the category of regular. The purpose of the research is to analyze the relationship between chronotope and psychological borders of personality in terms of their dispositions towards making life choices in uncertain situations. According to the authors, grounds for life choices made by individuals is the chronotope matrix in which psychological borders function as the coordinate grid. The chronotope matrix ensures self-determination in interaction and co-changes of space-related and time-related dimensions of life choice and their conceptual context. Research objectives are achieved by appealing to ideas and concepts of system-anthropological and interdisciplinary approaches. The novelty of the research is caused by the fact that the authors prove the dispositional role of deformations and dysfunctions of chronotope and psychological borders of one's personality in the process of destructiveness of life choice from the category of possible to the category of regular. The main conclusions are the following. The authors describe the process of chronotope formation in situations of choice and system bifurcation as deconstruction and reconstruction of chronotope and borders: loss, revaluation and rethinking of parts of constructs present, appearance of new emergent qualities and reconstruction of matrix. The process of chronotope formation is influenced by internal (personality variables and 'memory of the system') and external (situation and fluctuation) factors.