The goal of this longitudinal study was to investigate the relation of adolescents' Big Five factor (BFF) personality to the development of different patterns of mother–adolescent hostile, aggressive conflict (MHAC) from late adolescence to young adulthood. Furthermore, we examined the prediction of Antisocial Problems (AP) and Depressive Problems (DP) in emerging adulthood from BFF and MHAC trajectories. 385 adolescents participated in this study (age 15–16 at Time 1 and 21–22 at Time 4). Using latent growth curve analysis, Low stable (69.1%), Medium Increasing, (23.3%), and High decreasing (7.6%) trajectories were distinguished. Low adolescents' emotional stability was directly related to AP and indirectly related to DP, throughout the mediation of both Medium Increasing and High Decreasing trajectories. Agreeableness was directly negatively related to DP and indirectly throughout the mediation of High Decreasing trajectory. Low Conscientiousness was indirectly related to DP, throughout the mediation of Medium Increasing trajectory.385 adolescents participated in this study (age 15–16 at Time 1 and 21–22 at Time 4). Using latent growth curve analysis, Low stable (69.1%), Medium Increasing, (23.3%), and High decreasing (7.6%) trajectories were distinguished. Low adolescents' emotional stability was directly related to AP and indirectly related to DP, throughout the mediation of both Medium Increasing and High Decreasing trajectories. Agreeableness was directly negatively related to DP and indirectly throughout the mediation of High Decreasing trajectory. Low Conscientiousness was indirectly related to DP, throughout the mediation of Medium Increasing trajectory.