This investigation examined potential moderators of the longitudinal relation between negative affectivity and drinking. Specifically tested was the degree to which alcohol expectancies and coping styles moderate the relation between negative affectivity in early adolescence and drinking in middle and late adolescence. Four hundred ninety nine early adolescents completed inventories of negative affectivity, coping style, and tension reduction expectancies, and were followed up with inventories of drinking in middle and late adolescence. Constructive coping moderated the relation between negative affectivity and drinking in middle adolescence, such that only those with poor coping skills exhibited this positive relation. Although early negative affectivity was directly related to drinking in late adolescence, no interactions between negative affectivity and expectancies or coping were detected for drinking at that age. This absence of consistent moderating effects indicates significant limitations in the ability of the traditionally-conceived affect regulation model to reliably predict adolescent drinking.