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Step 1
Use a food processor (or a zip top bag and a rolling pin) to crush the Oreos into fine crumbs. Do not scrape out the centers.
Step 2
Into a medium bowl, pour in the cookie crumbs and melted butter. Stir until thoroughly mixed.
Step 3
Pour into a 9 x 13 baking dish and use a spatula (or the bottom of a measuring cup) to evenly press the crumbs across the dish.
Step 4
In the same medium bowl, add the cream cheese and beat with a hand mixer until fluffy. Add in the 2 Tablespoons of milk and sugar and mix well.
Step 5
Use a spatula to divide the Cool Whip in half and fold half into the cream cheese mixture.
Step 6
Spread the cream cheese mixture over the cookie crust and pop it into the fridge to set for about 10 minutes.
Step 7
While it's setting, to a large bowl, add the pudding mixes and 3 1/4 cups milk and beat on medium until it starts to thicken.
Step 8
Spread the pudding mixture over the cream cheese layer. Put back into the fridge to set for another 10 minutes.
Step 9
Once set, gently spread the remaining Cool Whip over the top and sprinkle with mini chocolate chips.
Step 10
Cover with plastic wrap and let chill for at least 4 hours in the fridge or 1 hour in the freezer before you slice.