01 - Whisk together the instant chocolate pudding mix and cold milk in a large mixing bowl for 2 minutes until the mixture thickens considerably.
02 - Gently fold the whipped topping into the pudding mixture until fully incorporated and smooth, being careful not to deflate the mixture.
03 - Crush the chocolate sandwich cookies using a food processor or place them in a zip-top bag and roll with a rolling pin until fine crumbs resemble dirt texture.
04 - Spoon a layer of cookie crumbs into the bottom of 6 serving cups or jars. Add a layer of chocolate pudding mixture. Repeat layers, finishing with a generous topping of cookie crumbs to completely cover the pudding.
05 - Decorate each cup with 2 gummy worms, positioning them so they partially emerge from the cookie dirt to create a crawling effect.
06 - Refrigerate the assembled dirt pudding cups for at least 1 hour before serving to allow flavors to meld and achieve optimal texture.