How to Make It
Whisk together cream cheese and whipped topping in a large bowl.
Prepare pudding using two cups of milk. Fold pudding and powdered sugar into cream cheese mixture.
Press three cups of crushed cookies into a lightly greased 13- x 9-inch baking dish; set aside remaining cookies.
Spoon pudding mixture over cookies. Sprinkle reserved cookies over pudding. Cover and chill until firm, about 3 hours.
NOTE: We tested with Cool Whip Original Whipped Topping and Oreo Chocolate Sandwich Cookies.
Country Music's Greatest Eats, presented by CMT: Showstopping Recipes & Riffs from Country's Biggest Stars (2014; Time Home Entertainment Inc.)