01 - Whisk together the instant chocolate pudding mix and cold milk in a large mixing bowl for 2 minutes until mixture thickens considerably.
02 - Gently fold the whipped topping into the pudding mixture until fully incorporated and texture becomes smooth and creamy.
03 - Process chocolate sandwich cookies in a food processor until finely crushed to resemble dirt, or place cookies in a zip-top bag and crush with rolling pin.
04 - Spoon a layer of cookie crumbs into the bottom of 6 serving cups. Add a layer of chocolate pudding mixture. Repeat layers, ending with a generous topping of cookie crumbs to completely cover the pudding surface.
05 - Decorate each cup by pressing 2 gummy worms into the cookie crumb topping, positioning them so they appear to crawl out of the dirt.
06 - Refrigerate assembled desserts for at least 1 hour to allow flavors to meld and pudding to set properly before serving.