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Abstract: The study of offender trajectories has been a prolific area of criminological research. However, few studies have incorporated the influence of emerging adulthood, a recently identified stage of the life course, on offending trajectories. The present study addressed this shortcoming by introducing the “prolonged adolescent” offender, a low-level offender between the ages of 18 and 25 that has failed to successfully transition into adult social roles. A theoretical background based in prior research in life-course criminology and emerging adulthood is presented. Using data from the National Longitudinal Study of Adolescent Health analyses examined the relationship between indicators of traditional turning points and social bonds and low-level criminal offending and drug use. Several indicators including education, economic instability, and parental attachment were all predictive of offending and drug use. Keywords: Emerging Adulthood, prolonged adolescent offender, crime, drug use, and life-course criminology