Begin by crushing16 cookies in a blender or food processor until they form fine crumbs. In a medium microwavable bowl, melt the butter, and then add in the cookie crumbs. Thoroughly mix the melted butter and crumbs until well combined. Next, firmly press the mixture into a baking dish, ensuring an even layer. Place the dish into the freezer and allow it to set for a minimum of 30 minutes.
In a separate mixing bowl, combine milk and instant pudding mix. Whisk until thickened. pour it over the prepared cookie crust, ensuring an even distribution. Place the dish in the refrigerator, allowing the pudding layer to set while you move on to creating the peanut butter layer.
Using a large hand mixer, beat the softened cream cheese, peanut butter, powdered sugar, and vanilla extract together until they are thoroughly combined. Once blended, add one cup of Cool Whip (or homemade stabilized whipped cream) to the bowl, and gently mix until well incorporated. Take dollops of the peanut butter mixture and place them over the chilled chocolate pudding layer in the baking dish. Spread evenly.
Take the remaining Cool Whip (or stabilized whipped cream) and generously spread it over the peanut butter layer. Place the baking dish in the refrigerator and allow it to chill for a minimum of 4 hours, or until it becomes firm and set.
n a Ziploc bag break 4-5 cookies into small pieces and sprinkle with chocolate chips and peanut butter chips when ready to serve.