This study focuses on the prediction of early adolescent involvement with antisocial peers from boys’ experiences in school, family, and behavior at age 10 yrs. 206 boys and their families were assessed at school, interviewed, observed in the home, and then followed up at age 12 yrs. Poor parental discipline and monitoring practices, peer rejection, and academic failure at age 10 yrs were prognostic of involvement with antisocial peers at age 12 yrs. Considerable continuity was also found between the boys’ antisocial behavior and contact with antisocial peers at age 10 yrs. After controlling for such continuity, only academic failure and peer rejection remained as significant predictors. These data indicate a need to study the ecological context of deviant peer networks in middle childhood.