The aim of this study was to evaluate the relationship between three perceived parental attitudes and shyness, testing self-esteem and fear of negative evaluation as mediators. The study used a total of 492 undergraduate students in Turkey. Data was collected through measures of shyness, fear of negative evaluation, self-esteem, and perceived parental attitudes. The proposed model was estimated using path analysis. Goodness of fit statistics showed that the model fit the data well. Results indicated that parental acceptance/involvement predicted self-esteem; perceived parental strictness/supervision predicted fear of negative evaluation; and perceived parental psychological autonomy predicted self-esteem. Self-esteem partially mediated the relationship between parental acceptance/involvement and shyness, whereas it fully mediated the relationship between parental psychological autonomy and shyness. Fear of negative evaluation fully mediated the relationship between parental strictness/supervision and shyness. In addition, the relationship between self-esteem and shyness was partially mediated by fear of negative evaluation. The findings provided evidence for the propositions that parental attitudes are important in the development of self-image and fears of rejection which result in the experience of shyness.