01 - Whisk together the instant chocolate pudding mix and cold milk in a large mixing bowl for 2 minutes until mixture thickens.
02 - Gently fold the whipped topping into the pudding mixture until fully incorporated and smooth.
03 - Crush chocolate sandwich cookies in a food processor or place in a zip-top bag and crush with rolling pin until fine crumbs resemble dirt texture.
04 - Spoon cookie crumbs into bottom of 6 serving cups. Add chocolate pudding mixture. Repeat layers, finishing with generous topping of cookie crumbs covering the pudding.
05 - Decorate each cup with 2 gummy worms, positioning them partially submerged in the "dirt" to create crawling effect.
06 - Refrigerate assembled dirt pudding for at least 1 hour before serving to achieve optimal texture.