The Junior Magazine website proclaims that most preschool boys will experiment with girls’ clothing at least once during their early years. Indeed, the website concedes that cross-dressing amongst toddlers is a natural part of a child’s curiosity to experiment and explore.
According to the Chidren, Youth and Women's Health Service website, children become aware of their gender at around the age of three. Nevertheless, the website concedes that a child’s awareness of the stasis of his gender is not developed until the age of six. Before this age, he is likely to believe his sex can be changed.
Elizabeth Hartley-Brewer, author of "Self-Esteem for Boys:100 Tips for Raising Happy and Confident Children" suggests in the Junior Magazine website that boys who wear girls’ clothes do so for the purpose of liberation. Indeed, the author concedes that “swirling about in a skirt can be just as enjoyable for boys as it is for girls.”
Cross-dressing among young boys tends to peter out by the time they start school. Nevertheless, child psychologist Dr. Richard Woolfson states in the Junior Magazine website that, if a boy continues to cross-dress after the age of nine, his behavior may have a different significance which might benefit from expert advice.