Add cream cheese, peanut butter and 1 cup of powdered sugar to a bowl and beat until smooth. Fold in half the cool whip and and mix well. Spread over Oreo crust.
Sprinkle chopped peanut butter cups over this layer.
Add milk, pudding mix and remaining powdered sugar to another bowl and whisk together. Fold in last of the Cool Whip and Spread over the Reese’s.
Crush the last 5 cookies and sprinkle it over the top. Chill for 2-3 hours before serving.