Why It’s Actually Not So Bad:

Dressing up and trying out new roles helps kids learn how to see things from other perspectives.  That’s a key part in developing empathy.  Today we encourage girls to try anything and everything.  Yet we impose strict limits on boys.  A boy who dons a dress is curious about females.  He may be showing his admiration for women he knows (mom, grandma, etc.).  Trying out new roles is natural, healthy play. 

Keep it Appropriate: If your son loves to wear a twirly dress that sparkles, try to find a safe place for him to do it.  You may decide it’s only for home, not for public places.  Sometimes one parent approves and another can’t stand it.  Set boundaries that fit your family.