In a large bowl, whisk together pudding and milk until well blended, let sit for 5 minutes. Stir in Cool Whip and 1/2 cup dirt (crushed cookies).
Place 1 teaspoon dirt (crushed cookies) into each cup. Fill each cup 3/4 full with pudding. Top with remaining dirt (crushed cookies). Refrigerate one hour. Garnish with gummy worms, frogs, candy, flowers, or chopped nuts just before serving.
Cook's Note: To crush cookies - Place cookies in re-sealable plastic bag, roll with a rolling pin until finely crushed. Or, place in food processor, cover and process until finely crushed.
For Sand Cups - Prepare as directed, using 35 Nilla wafers and vanilla instant pudding.