Sloane Layton is a trained chef, recipe developer and regular contributor to ThePioneerWoman.com. An avid bread baker and pastry connoisseur, when she’s not proofing sourdough, she enjoys traveling, and is always on the hunt for the flakiest croissant.

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If the dirt cups you loved as a kid got all grown up (and a little fancy), you'd have this glorious chocolate trifle. There's no gummy worms in this trifle recipe, just layer upon layer of crushed Oreos, silky chocolate pudding, crumbled brownies, and whipped cream cheese. Shortcuts like boxed brownie mix and instant pudding make it a cinch to pull together—that's why it works as a simple yet stunning Christmas dessert (or even a New Year's Eve dessert). It comes together in under an hour and feeds a crowd!
Can a trifle be made ahead?
This trifle can be made up to a day ahead. After that, the crumbled cookies will start to soften a bit (though this isn't necessarily a bad thing). You could also make the layers a couple days ahead (bake the brownies, crush the Oreos, mix up the pudding, then assemble on the day you intend to serve it.
Can you use store-bought brownies?
Yes! For an even easier treat, this trifle can be made with store-bought brownies or unfrosted chocolate cake. Just cube it up and continue on to step 2.
What does folding mean in baking?
Folding means gently combining two ingredients with a rubber spatula just until combined. The gentle mix keeps the air from being knocked out of whipped cream or whipped egg whites for fluffier fillings and taller sponge cakes.
How do you make chocolate shavings?
Microwave an unwrapped chocolate bar for 5 to 10 seconds until just barely soft. Using a Y-shaped peeler, shave the long edge of the bar. Let set 2 minutes before using. Otherwise, make your own chocolate curls with a tutorial courtesy of Ree Drummond!
Ingredients
- 1
(20-oz.) box dark chocolate brownie mix (such as Ghirardelli Dark Chocolate)
- 1
large egg
- 1/2 cup
canola oil
- 1/4 cup
water
- 1
(5-oz.) box instant chocolate pudding
- 3 cups
whole milk
- 1
(8-oz.) package cream cheese, softened
- 1/4 cup
granulated sugar
- 2 cups
heavy cream
- 2 tsp.
vanilla extract
- 1
(14.3-oz.) package chocolate sandwich cookies, such as Oreos
Chocolate shavings, for garnish
Directions
- Step 1Preheat the oven to 325°F. Lightly grease a 9-by-13-inch baking pan. Prepare the brownie batter according to package directions using the egg, canola oil and water. Spread the batter into the pan and bake until a toothpick comes out clean, 18 to 22 minutes. Let the brownies cool completely in the pan. Set aside.
- Step 2Meanwhile, prepare the pudding according to package directions using the milk. Chill for at least 30 minutes or up to overnight.
- Step 3Beat the cream cheese and sugar on medium-high speed in the bowl of a stand mixer fitted with a whisk attachment until smooth and fluffy, 3 to 4 minutes. Reduce the speed to medium and gradually add the heavy cream and vanilla, beating until the cream is whipped and well combined with the cream cheese, 1 to 2 minutes, stopping occasionally to scrape the sides of the bowl.
- Step 4Fold about 1 cup of the heavy cream mixture into the pudding to lighten.
- Step 5To assemble, cut the brownies into 20 pieces. Place the chocolate sandwich cookies in a large zip-up bag. Coarsely crush the cookies using a rolling pin.
- Step 6Arrange half of the brownies in an even layer in a 4-quart trifle dish. Top with half of the chocolate pudding, sprinkle with half of the cookie pieces and top with half of the remaining whipped cream cheese. Repeat the layers once more. Garnish with chocolate shavings. Serve immediately, or store in the refrigerator for up to 24 hours.

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