01 - Whisk instant chocolate pudding mix and cold milk in a large mixing bowl for 2 minutes until mixture thickens completely.
02 - Gently fold whipped topping into pudding until fully incorporated and mixture is smooth and creamy.
03 - Crush chocolate sandwich cookies in a food processor or place in zip-top bag and crush with rolling pin until fine crumbs resemble soil texture.
04 - Spoon cookie crumbs into bottom of 6 serving cups. Add chocolate pudding mixture. Repeat layers, finishing with generous cookie crumb topping to completely cover pudding.
05 - Insert 2 gummy worms into each cup, positioning them partially buried in the cookie dirt so they appear to crawl out.
06 - Refrigerate assembled cups for at least 1 hour to set layers and achieve optimal serving texture.