In a blender, combine 2 cups of vanilla ice cream, 1 cup of milk, 1 teaspoon of vanilla extract, and 1 to 2 teaspoons of black gel food coloring. Blend on high for about 30 seconds until smooth and creamy.

Taste your milkshake blend and adjust consistency by adding more milk for thinner texture or more ice cream for a thicker shake.

Pour the prepared milkshake into chilled glasses, filling them three-quarters full. Top with whipped cream.

Sprinkle black and orange sprinkles over the whipped cream and add crushed chocolate cookies and Halloween candies.

Insert black straws or spoons into each glass, optionally rimming with black sanding sugar for a festive presentation.