Attempted to identify factors related to association with deviant peers during preadolescence and adolescence, using a sample of 210 families that included 74 4th-grade, 78 7th-grade, and 58 10th-grade boys. Data suggest that poor parental monitoring and discipline, inadequate child social skills, and the child’s antisocial attitudes were related to associating with deviant peers. Data support the notion that the family, both directly via monitoring and indirectly via training social skills, plays an important role in peer selection during preadolescence and adolescence.