Prepare the Chocolate Pudding: In a mixing bowl, whisk together the chocolate pudding mix and milk until smooth. Refrigerate the pudding mixture for about 5 minutes to allow it to thicken slightly.
Prepare the Cookie Crumbs: While the pudding is chilling, crush the chocolate cookies into fine crumbs. You can do this by placing the cookies in a food processor or by placing them in a Ziploc bag and crushing them with a rolling pin.
Prepare the Pudding Mixture: Once the pudding has thickened, fold in the whipped cream or cream cheese until well combined. This will create a creamy and delicious base for your Dirt Cake.
Layer the Dirt Cake: In a large serving dish or bowl, start by creating a layer of the chocolate pudding mixture. Then, add a layer of the crushed cookies on top of the pudding mixture. Continue layering the pudding mixture and cookies until you've used up all of the ingredients, finishing with a layer of cookies on top.
Decorate with Gummy Worms: If desired, decorate the top of the Dirt Cake with gummy worms to give it a fun and playful appearance.
Chill in the Refrigerator: Cover the Dirt Cake with plastic wrap or aluminum foil and refrigerate it for at least 2-3 hours, or until the pudding has set and the flavors have melded together.
Serve and Enjoy: Once chilled, serve the Dirt Cake and enjoy the delicious combination of creamy pudding and chocolatey cookie crumbs.