01 - In a large mixing bowl, whisk together the instant chocolate pudding mix and cold milk for 2 minutes until the mixture has thickened considerably.
02 - Gently fold the thawed whipped topping into the pudding mixture until fully incorporated and the texture is smooth and uniform.
03 - Crush the chocolate sandwich cookies in a food processor until fine crumbs form, or place them in a zip-top bag and crush with a rolling pin until the texture resembles loose soil.
04 - Spoon a layer of cookie crumbs into the bottom of each serving cup. Add a layer of chocolate pudding mixture. Repeat the layering process, 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 crumb topping, positioning them so they appear to be crawling out of the dirt.
06 - Refrigerate the assembled cups for at least 1 hour to allow the flavors to meld and the texture to set before serving.