Prepare and bake the Devils Food Cake mix according to package directions for a 9x13 pan using water, oil and eggs.
Remove cake from the oven and poke with the end of a wooden spoon or a straw while still hot. Make many holes. The more holes, the more space for the delicious pudding to hide.
Allow the cake to cool slightly. Meanwhile whisk together the 4.2 ounce Instant Oreo Pudding Mix with 2 cups milk. It will be liquidy, but will start to thicken as you whisk. It will take about 2 minutes, pour over the cake before it start to set so it seeps into all of the holes. Tap the dish several times to help it settle.
Place the 14 Oreos into a large freezer bag and crush with a rolling pin. Or place cookies into a food processor and pulse until cookies are crumbled.
Spread Oreo crumbles over pudding layer and pat down. Cover with aluminum foil and allow to set in the refrigerator for at least one hour. Store refrigerated.
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