Halloween candy decorations - I used gummi worms, candy corn pumpkins, and candy eyes
In a bowl, beat cream cheese until smooth. Mix in vanilla.
8 oz cream cheese, 1 teaspoon pure vanilla extract
Add powdered sugar, followed by cocoa powder, until smooth.
1 cup powdered sugar, ½ cup unsweetened cocoa powder
Fold in whipped topping, or if using heavy cream, beat heavy cream until stiff peaks form, then fold in.
8 oz whipped topping
Add mixture to a pastry bag or gallon freezer bag and chill until ready to assemble.
Assemble Dirt Cups
Add about 1 tablespoon of cookie crumbs to the bottom of each cup. Pipe 2 tablespoon of chocolate cream cheese filling on top. Repeat with another tablespoon of cookie crumbs and another 2 tablespoon of filling.
24 Oreo cookies
Sprinkle another 3-4 teaspoon of cookie crumbs on top of each cup and pat with the back of a spoon to even. Decorate with Milano tombstones, candy pumpkins, googly eyes, and gummi worms.
6-10 Milano cookies, food coloring marker, Halloween candy decorations
Serve immediately or chill up to 1 day before serving.
Storing/Make Ahead: You can store these dessert cups in the fridge for up to 2 days. To make ahead, keep the cheesecake filling stored in an airtight container separate from the Oreo crumbles, and assemble right before serving.