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 thawed whipped topping into the pudding mixture until fully incorporated and the texture becomes smooth and creamy.
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 they resemble fine dirt-like crumbs.
04 - Assemble in 6 serving cups or jars by alternating layers: start with cookie crumbs on the bottom, followed by chocolate pudding mixture, then repeat layers ending with a generous topping of cookie crumbs.
05 - Place 2 gummy worms into each cup, pressing them partially into the crumb topping so they appear to be crawling out of the dirt.
06 - Refrigerate the assembled dirt cups for at least 1 hour to allow flavors to meld and achieve optimal texture.