Cute, quick, and tasty, these are a fun spin on a classic easy dessert. Whip up the creamy chocolate pudding then have fun with the toppings; they can be as simple or as involved as you want them to be.
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Ingredients
3/4cupheavy cream or 4 ounces Cool Whip, thawed
1box(3.9 ounces) Instant chocolate pudding and pie filling
2cupscold milkfor best results, whole or 2%
10-12ounceschocolate sandwich cookiessuch as Oreos
Using a handheld or stand mixer fitted with the whisk attachment, whip the heavy cream on medium-high speed for 3-4 minutes, until medium-stiff peaks form. Scrape the whipped cream out into a bowl and set aside. (Skip this step if using Cool Whip.)
In the same bowl, combine the pudding mix and cold milk. Whisk well to blend and set aside for about 5 minutes. The mixture will thicken up rapidly.
Add the whipped cream or Cool Whip back into the bowl and gently fold it into the pudding. Pipe or spoon the mixture out into serving dishes or cups, leaving space at the top. Cover and chill for at least one hour.
While you wait, blitz the Oreos in a food processor or crush with a rolling pin into fine crumbs. Gather and set out any candy or other decorations.
Just before serving, sprinkle a generous layer of Oreo crumbs on top of each pudding cup. Top as desired with candy worms, eyeballs, "tombstone" candy bars, and the like. (If you want to attach candy eyes or chocolate chips to peanut butter cups or other items, use a small dab of frosting, or I had decent luck attaching them with a brush of corn syrup.) Enjoy!
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Notes
Whipped cream vs. Cool Whip: Homemade whipped cream works well in this recipe and will be less sweet than Cool Whip. If you want to go the homemade route but still want that extra sweetness, add 1-2 Tablespoons of powdered or granulated sugar to the cream as it whips.
Ingredient amounts: This is really flexible. Most dirt cup recipes call for a full 8 ounces of Cool Whip per a 3.9 ounce box of chocolate pudding. We personally prefer the creamier and more chocolate-rich flavor of less cream and more pudding, but this is totally up to you. As is perhaps obvious based on the ingredient list, it will be delicious literally no matter what.
Oreos in vs. on top of pudding: Also, many dirt cup recipes call for incorporating some of the Oreo crumbs into the pudding mixture. This is just personal preference!