Preheat oven to 365°F. Line a baking sheet with parchment, set aside.
In a large bowl, cream together 1½ cups softened butter, 1½ cups brown sugar, and 1 cup sugar until evenly mixed. Add in 2 eggs and 1 Tbsp vanilla, scraping down the sides of the bowl to make sure everything is evenly incorporated.
Add in 3 cups + 2 Tbsp flour, 1 cup black cocoa powder, and oreo crumbs (reserving roughly ¼ cup for topping later. Add in 1½ tsp baking soda, 1 baking powder, and 1 tsp salt. Mix to combine.
Portion the dough into large 2 Tbsp cookies and roll into balls. Stagger the balls on the baking sheet, making sure to leave plenty of room between each cookie. Press down on each cookie dough ball slightly to flatten. Bake for 10 -12 minutes, the edges will appear set but the centers should appear soft.
(Optional) Clean up the edges of your cookies. Use a very large round biscuit cutter or cookie cutter, big enough to surround the cookie and still have some space left over. Gently move the cutter in a circular motion (think hula hoop) to help tuck the edges into a nice round shape.
Remove from the oven and let cool on pan for 5 minutes then transfer to parchment paper or a rack to cool completely.
Best served fresh, but cookies can be frozen in an airtight container (I've used ziplock bags doubled up with air pressed out of both) for up to a month, and thawed in the fridge overnight when ready to serve.