In a large bowl, whisk together the vanilla pudding mix and the milk. Set in the fridge for 5 - 10 minutes.
Use a food processor or blender to crush the Oreo cookies into fine pieces. Alternatively, if you do not want to use a blender, smash the Oreo cookies in a large zipper bag.
Remove vanilla pudding from the fridge and stir in the crushed Oreo cookies. Fold in the whipped cream and then stir in the chocolate pudding powder mix. The result should be a grey pudding.
Place bowl back in the fridge and allow the grey stuff to chill for at least 1 hour before serving.
Source: The Disney Diner