The present study examined the relationships between shyness, a number of personal and interpersonal variables (i.e. social skills, self-esteem, attachment style, advanced Theory of Mind skills and peer relations) in a sample of 243 Greek pre-adolescents. Participants completed self-reports of the variables. Results indicated that females scored higher than males in all social skills, as well as on shyness. Males, on the other hand, reported more peer relations. Securely attached children reported more peer relationships and achieved higher scores in theory of mind tasks, than those insecurely attached, whereas the latter had higher scores in shyness. Children who reported few peer relations were more likely to obtain higher scores in shyness. Shyness was predicted by gender (girl), poor peer relations and insecure attachment. Results are discussed in terms of their implications for practice.