Mix together softened cream cheese and powdered sugar. In another bowl, mix milk and pudding then fold in whipped topping. Combine mixtures. Place ⅓ of the crushed cookies in the bottom of a pan. Add ½ of the pudding mixture. Top with ⅓ of cookies, then add the rest of the pudding. Top with the rest of the cookies. Refrigerate overnight. Add gummy worms if desired.