A comparison between 192 male delinquent adolescents and 121 controls from Northern Russia using the Temperament and Character Inventory (TCI) and Own Memories of Parental Rearing (EMBU) questionnaire on perceived parental rearing showed significant differences. The delinquent group had a higher level of Novelty Seeking, Harm Avoidance, and Self-transcendence, and also scored lower on Self-directedness. Delinquents who committed nonviolent crimes (thefts) appeared to have a higher level of Harm Avoidance compared with those who committed violent crimes (hooliganism, robbery, rape, and murder). As concerns perceived parental rearing practices, delinquents experienced more parental rejection and overprotection. Most of the personality dimensions were found to be highly correlated with the level of parental emotional warmth. Furthermore, both temperament traits and maternal rearing practices predicted the development of character dimensions. Findings are discussed in light of the interactive nature of parent-child relationships and of character development.