Step 1

Using an 8 cup food processor, pulse Oreo cookies in batches. Pour crumbs into a medium size bowl and set aside.

Step 2

Using an electric hand mixer whip together pudding mix and milk on medium speed until beginning to thicken.

Step 3

Fold in whipped topping using a large spoon or rubber spatula by hand until fully combined. Add 1/2 cup chocolate syrup, fold through. (It's fine if it looks a little uneven)

Step 4

To assemble: Arrange ( 9-ounce cups or containers on a large sheet pan or tray. Add 2 tablespoons cookie crumbs to the bottom of each cup.

Step 5

Add a scant ¼ cup of whipped pudding mix over crumbs. Repeat with 2 tablespoons of cookie crumbs and the remaining pudding.

Step 6

Top each cup with 1 tablespoon cookie crumbs. To the reserved crumbs left in the mixing bowl, mix 1/2 cup of remaining chocolate syrup. Stir until moistened. Set moistened crumbs aside and cups into the refrigerator while you decorate the Milano cookies. (this will be the dirt on top)

Step 7

Use tubes of black cookie icing to decorate the Milano cookies to say “RIP” or "Game Over" or any fun sayings you want. Let dry, then add one to 9 of the cups. (Tip: Use the tip of a toothpick to help shape the letters for the writing.)

Step 8

Add peep ghosts to the other 9 cups. pressing them gently into the pudding. Take the moistened cookie crumbs and sprinkle on top of each cup to resemble fresh uneven Earth.

Step 9

Add the mini pumpkin candies and sprinkle with colorful Halloween nonpareils.

Step 10

Chill for 2 hours until serving or serve immediately.