In a large bowl add the instant vanilla pudding, 2 cups of milk, and cream together until the pudding thickens which is about 2 minutes.

Set aside 6 Oreos. With the rest of the Oreos, break into bite-size pieces, then add it into the pudding.

Using the food processor or blender, blend until fine crumbs form and then place about 2 teaspoons of oreo crumbs into the small cups. Add the pudding, and the finish it off with more crushed oreo crumbs. Insert the small popsicle sticks and freeze overnight.