The importance of the studied problem is determined by the fact that the influence of the deviant environment on society, the spread of its morality, a psychological "exposure" of a less stable part of the population, that is teenagers and young adults, all this is--a reality of the contemporary social situation. The study of problems connected with the personality formation in teenage years and adolescence, the effect of social relations on the deviance manifestation acquires a great significance. Due to it, this article is directed towards the study of life situations in teenagers and young adults who are predisposed to deviant behavior for the purpose of verifying the hypothesis about the presence of specific features in a person who is predisposed to deviant behavior which was linked to life situations which the person's life goes through. In the framework of completing the goals set before the study the comparison of types and categories of life situations was conducted as well as the average time of retrospection and anticipation in young people who are predisposed or not to deviant behavior. The results of the comparative analysis of various sample groups of teenagers and young people are given in the conclusions among which the most significant item is the lesser time of anticipating events in young people who are susceptible to deviant behavior which is explained by a less clear life prospect and as a sequence by a lesser level of purposefulness of their own life activity. The leading approach to the study of this problem is holistic, systemic and dialectic approaches which provide integrity and comprehensiveness of the study based on a holistic personal development that takes into account the history of a personality. The materials of the article are of practical importance for psychologists, social workers and staff members of educational institutions that carry out work with teenagers and young adults who are prone to deviant behavior.