In a large mixing bowl, combine the instant chocolate pudding mix with the 2 cups of milk. Whisk together until the mixture is smooth and free of lumps. This should take about 2 minutes.
Once the pudding is set, gently fold in the thawed whipped topping using a spatula. Be careful not to deflate the whipped topping too much; you want to keep that light and airy texture.
Take your Oreo cookies and place them in a zip-top bag. Crush them with a rolling pin or your hands until they reach a fine crumb consistency. This will mimic the look of dirt for your cups.
Now it’s time to assemble your Dirt Cups! Start by adding a layer of the chocolate pudding mixture at the bottom of each clear cup. Follow this with a layer of crushed Oreos, and then add another layer of pudding. Repeat the layers until you reach the top of the cup, finishing with a generous sprinkle of crushed Oreos.
To give your Dirt Cups their signature look, gently place 2-3 gummy worms on top of each cup. You can even let them hang over the edge for a fun effect!
Cover the cups with plastic wrap and refrigerate for at least 30 minutes before serving. This allows the flavors to meld and the dessert to firm up slightly. When you’re ready to serve, grab a spoon and dig in!
