Purpledaffodil's post sums up my feelings well, that boys and girls dress up as part of growing up.
My main issue with the whole story is the way in which it ended up given such publicity, with so many photographs of this very attractive little boy in his glorious frocks. I agree with others, that it sounds as though his mother is behind the publicity. Any parent who chooses to seek publicity through their children, in this kind of way worries me. It's all a bit excessive isn't it, 100 frocks is potty. I'm all for children having a collection of dressing up clothes, and for children exploring clothes or identities of the opposite gender. It's the publicity, together with the number of frocks, that makes me feel for this little boy and his sisters.