High school delinquency, adolescent behaviors ranging from repeated school misconduct to being arrested, is a critical concern in the United States. Though widely believed that reputation is related to adolescent behavior, few studies have addressed the relationship between adolescent reputation and delinquency. Using the National Educational Longitudinal Study: 88 (NELS), the current study examined adolescents’ individual characteristics, reputation enhancement, peer affiliation, parent involvement, and school delinquency. Results showed that peer affiliation and school bonding had strong indirect effects on high school delinquency through reputational constructs. Practice implications for school settings are included.