Prepare and bake the cake according to the directions on the box.
1 box chocolate cake mix, 1 cup water, 1/3 cup vegetable oil, 2 eggs
While the cake is baking, combine the pudding mix and milk.
1 box vanilla instant pudding mix, 2 cups milk
Once cake is finished baking, take the handle of a wooden spoon and poke holes in the cake (do this while the cake is still warm).
Pour the pudding over the top of the cake, guiding it into the holes.
Refrigerate for 30 minutes. While the cake is chilling, crush 5 Oreos and stir them into the Cool Whip.
8 oz Cool Whip, 20 Oreo cookies
Spread the Cool Whip over the cake and refrigerate for another 30 minutes.
Crush the remaining 15 Oreo cookies. Just before serving, sprinkle them over the top of the cake.
Drizzle with chocolate syrup and serve immediately.
3 tbsp chocolate syrup
Notes
Have fun and use any pudding flavors you like. If you want a more intense chocolate flavor, you can use a chocolate instant pudding mix. Another great option is Oreo Cookies & Cream instant pudding!
We usually just use regular chocolate syrup you make top ice cream with or chocolate milk with, but you can use a homemade chocolate ganache by melting chocolate chips with a little heavy cream.
Check out the post above for more helpful tips & tricks!