In a blender, mix together the ice cream, pudding, milk, and caramel. Add the cinnamon/sugar mixture (leaving a little left over). Blend until combined. Top with a dollop of cream cheese icing, sprinkle with a little cinnamon/sugar over the whole shake. Garnish with a cinnamon stick.
Cinnamon and Sugar
Combine both ingredients in a small bowl.
Cream Cheese Icing:
Beat together ingredients with an electric mixer until smooth and incorporated.