Drawing from a risk and resilience perspective, this dissertation tested a model of youths' perceived discrimination, the moderation of mothers', fathers', and youths' cultural orientations (i.e., involvement in Mexican and Anglo cultures) and values (i.e., familism), and indicators of youth adjustment among 246 Mexican-origin families. A multilevel modeling (MLM) strategy with data from four family members (i.e., mothers, fathers, and adolescent sibling pairs) was used in the analyses to test the conceptual model. At the bivariate level, perceptions of discrimination were positively related to depressive symptoms, risky behaviors, and deviant peer affiliations and negatively related to school performance and parent-adolescent warmth and acceptance, as expected. Furthermore, the main effects of perceived discrimination to the indicators of adjustment were also found in expected directions, except for the main effect to school performance in which no main effect was found. Cultural factors and adolescent gender were found to significantly moderate the relations between perceived discrimination and some indicators of adjustment. Further, adolescent gender also was found to moderate the interaction between perceived discrimination and cultural orientations/values in predicting youth adjustment. For example, mothers' Anglo orientations and familism values were found to be important moderators in the relations for girls. Taken together, these findings extend existing work by examining experiences with discrimination among an ethnic-homogenous sample and the links to multiple dimensions of youth adjustment and by considering parents' and youths' cultural factors and adolescent gender as important moderators.