Prior research has found links between family environment and criminal outcomes, but research is lacking on why these factors often occur together within families. Parental criminality, family size, and family disruption have been analyzed as risk factors for juvenile delinquency, but their relationships with each other have gone largely unexplored. This thesis explores the relationship between parental criminality, having children, number of children, and patterns of residence with children. Data from the National Longitudinal Survey of Youth '97 are used to associate likelihood of having children, likelihood of having any children out of residence, percent of children in residence, and number of children with arrest prevalence and self-reported offending. Results were generally supportive. Moderate effect sizes were found for likelihood of having children, with large effects on likelihood of having any children out of residence. Moderate effects were found for percentage of children in residence, and large effects were found for number of children.