Process the vanilla sandwich cookies through a food processor to make fine crumbs. Slowly pour the melted butter through the opening in the top of the food processor while it is operating to combine the melted butter with the cookie crumbs.

Transfer the cookie crumb mixture into a 13 by 9-inch baking pan. Press to flatten with the bottom of a drinking glass or jar; place in the refrigerator.

In the bowl of a standing mixer (or large mixing bowl with handheld mixer) mix the cream cheese and ½ cup softened butter together. Slowly add the confectioner’s sugar on low speed, increasing the speed as the sugar is absorbed until it is fully incorporated.

Add the strawberries and mix just until incorporated. Fold in 1 ½ cups whipped topping by hand and spread evenly over the prepared dessert crust. Place in the refrigerator to set for 10 minutes.

Combine the pudding mix and strawberry milk; whisk vigorously for two minutes to totally dissolve the pudding and to allow thickening to begin. Spoon onto the cream cheese layer and smooth to make a uniform layer. Chill in the refrigerator until the layer is set (15-20 minutes)

Cover the top layer with the remaining 1 ½ cups of whipped topping and serve.