This study investigated the contribution of social processes in boys’ adolescent relationships in three key domains, namely with same-sex friends, cross-sex romantic partners, and younger siblings, to continued association with delinquent peers in young adulthood and, therefore, to continuance of an antisocial style of life. It was hypothesized that levels of negative interaction and antisocial talk observed during problem-solving discussions would be associated across the three domains. The influences of negative interactions and antisocial talk in the adolescent relationships on young adult delinquent peer association were compared in two mediational models. It was posited that antisocial talk would be more predictive of continued association with delinquent peers than would negative interactions. Hypotheses were tested on an at-risk sample of young men (the Oregon Youth Study). Findings were generally in keeping with the hypotheses.