Begin by preparing the chocolate pudding. Pour the milk into a mixing bowl and whisk in the pudding mix until smooth and slightly thickened, about 2 minutes.
Let the pudding sit for 5 minutes to fully set and thicken, giving it a creamy, glossy appearance.
Pour a layer of pudding into each individual cup, filling them about one-third full to create the base of your graveyard scene.
Sprinkle a generous layer of crushed cookies over the pudding, mimicking dirt or gravestone soil, and press gently to settle.
Repeat the process by adding another layer of pudding on top of the crushed cookies to create a second tier, then top with more cookie crumbs for texture.
Decorate the top of each cup with gummy worms, placing them to look as if they're emerging from the dirt, and add edible treats such as marshmallow skulls or candy stones for spooky accents.
Finish by sprinkling additional crushed cookies over the top for a finished, earthy appearance, and arrange your spooky decorations as desired.
Place the assembled pudding cups into the refrigerator for at least 10 minutes to chill and set completely before serving.
Once chilled, serve your spooky graveyard pudding cups and enjoy the contrast of creamy pudding, crunchy cookies, and playful candies.