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Step 1
Cream together butter, cream cheese, and powdered sugar in a large bowl until just blended. Do not over mix.
Step 2
In a separate large bowl whisk together pudding mix, milk, and Cool Whip.
Step 3
Add pudding mixture to the cream cheese mixture and mix until uniform.
Step 4
Crush Oreos into fine crumbs using a food processor or blender (affiliate link).
Step 5
Use a ladle to scoop about 1-1 1/4 cups pudding mix into the center of a trifle dish. Push to the edges with the back of a spoon.
Step 6
Use a large spoon to cover pudding with about 1/4 inch of OREO crumbs.
Step 7
Repeat layers until done, about 4 layers of each. Tap final OREO layer into the top of the dirt cake with the back of a spoon.
Step 8
For best results, chill at least two hours before serving.