Begin by taking about three-quarters of the Halloween Oreos and placing them into a food processor. Pulse them until they resemble fine crumbs, similar to the texture of sand. Transfer these crumbs into a medium bowl.
Add the remaining Oreos into the food processor. Pulse them gently until they break into smaller chunks, not as fine as the first batch. Combine these with the fine crumbs in the bowl and set aside.
In a separate bowl, whisk together the milk and the two packages of instant vanilla pudding. Whisk vigorously for around two minutes until the mixture becomes smooth and thick. Once mixed, place it in the refrigerator to chill for about five minutes.
While the pudding chills, bring out an electric mixer. In a large mixing bowl, combine the softened cream cheese, butter, and powdered sugar. Beat them together until the mixture turns smooth and creamy. This step is crucial as it forms the base of the pudding mixture.
After the pudding has chilled, add it to the cream cheese mixture. Beat everything together until fully combined, ensuring the textures blend perfectly.
Next, gently fold in the Cool Whip and orange food coloring. Be careful not to deflate the mixture; you want it to remain light and fluffy. Continue to fold until the color is evenly distributed throughout the mixture. If you desire a more vibrant orange, feel free to add more food coloring.
Now it’s time to layer the dessert! Start with one-third of the crushed Oreos at the bottom of a trifle bowl or a large glass dish. Spread them out evenly to create a solid base.
Using a ladle, pour half of the orange pudding mixture over the Oreos. Gently spread it to ensure even coverage. This layer should be smooth and inviting.
Repeat the process by adding another third of the crushed Oreos on top of the pudding layer, followed by the remaining orange pudding mixture. Spread it evenly, ensuring you reach all edges.
Finish the layers with the remaining crushed Oreos as the topping. Spread them generously to create a delightful crunch.
Finally, decorate your cake with Halloween sprinkles, candies, or any other desired toppings. If you're adding gummy candies, wait until just before serving to place them on top for the best texture.
For optimal flavor and texture, cover the dessert and chill it in the refrigerator for at least two hours, although it can be kept up to twenty-four hours if needed. When you’re ready to serve, enjoy the delighted faces as you unveil your Halloween Oreo Dirt Cake!