Start by writing “RIP” on each Milano Double Chocolate cookie using black frosting or an edible marker. Set the tombstones aside while you prepare the pudding layers.

In a mixing bowl, combine the chocolate instant pudding mix with 2 cups of cold milk. Whisk vigorously for 2-3 minutes until the mixture thickens.

Gently fold in 1 cup of Cool Whip until well blended to create the fluffy pudding base.

Crush about 15 Oreo cookies in a resealable plastic bag with a rolling pin into fine crumbs for the layered 'dirt'.

In clear cups, layer about a quarter of the crushed Oreo crumbs, then add a layer of the pudding mix, pressing in some edible googly eyes on the sides of the cups.

Continue layering with more Oreo crumbs, followed by more pudding mixture, aiming for 2-3 layers, keeping crushed Oreos for the final topping.

Top each cup with remaining crushed Oreo crumbs, insert a Milano cookie tombstone, and place a candy pumpkin on top. Add gummy worms if desired.

Cover with plastic wrap and refrigerate for at least 30 minutes before serving.

Serve the cups chilled at your Halloween gathering, and enjoy!