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 using a spatula until fully incorporated and smooth.
03 - Crush the chocolate sandwich cookies into fine crumbs using a food processor, or place them in a zip-top bag and crush with a rolling pin until the texture resembles dirt.
04 - Spoon a layer of cookie crumbs into the bottom of 6 serving cups or jars. Add a layer of chocolate pudding mixture. Repeat the layers, finishing with a generous topping of cookie crumbs to completely cover the pudding surface.
05 - Decorate each cup by pressing 2 gummy worms partially into the cookie crumb layer so they appear to be crawling out of the dirt.
06 - Refrigerate the assembled cups for at least 1 hour to allow the pudding to set and the flavors to meld before serving.