Prepare the Chocolate Layer: In a bowl, combine instant chocolate pudding with cold milk according to package instructions and whisk for about 2 minutes until thickened. Whip heavy cream until soft peaks form, then fold into the chocolate pudding.

Create the Dirt Layer: Crush Oreos in a medium bowl until resembling coarse dirt. Set aside.

Assemble the Shooters: Layer chocolate pudding in clear glasses, filling halfway. Add crushed Oreos, and continue layering until glasses are full, finishing with pudding.

Garnish with Fun Toppers: Top each shooter with candy eyes and gummy worms for a spooky presentation.

Chill Before Serving: Cover shooters with plastic wrap and refrigerate for at least 30 minutes.

Present with Flair: Arrange shooters on a themed platter with decorative elements to impress guests.