We examined family expressiveness as reported by mothers and fathers with respect to children's report of social anxiety symptoms. Participants consisted of a clinical sample of 178 youth (8-16 years) and their parents. The sample was largely homogenous (163 Caucasians, 6 African American, 4 Hispanic, 5 Asian/Native American; 118 boys, 60 girls), and for analytic purposes, divided into two age groups: young children between 8 and 10 years and preadolescents and adolescents between 11 and 16 years. Youth completed the Social Anxiety subscale of the Multidimensional Anxiety Scale for Children and parents completed the Expressiveness subscale of the Family Environment Scale. The Expressiveness subscale measures the extent to which family members openly and directly express their emotions. We hypothesized that low levels of family expressiveness, as reported by mothers and fathers, would be associated with heightened symptoms of social anxiety for both age groups of the youth. Contrary to predictions, no significant associations were observed between young children's social anxiety and expressiveness. For older children, however, maternal reports of family expressiveness were negatively related to social anxiety symptoms (as predicted) whereas paternal reports of family expressiveness were positively related to youth's social anxiety symptoms (counter to predictions). This later finding suggests that the more expressive the father perceived the family to be, the higher the symptoms of social anxiety reported by the older youth. Findings are discussed in terms of differential perceptions of family expressiveness and socialization by mothers and fathers and gender role stereotypes.