Preheat the oven to 350°F (180° C).
In a bowl of a stand mixer or with an electric hand mixer, cream together the butter, granulated sugar and brown sugar.
1 1/2 cups (333g) salted butter, 3/4 cup (173g) granulated sugar, 1 1/2 cups (369g) brown sugar
Next, add the egg and vanilla. Mix until light in color and creamy.
2 eggs, 1 tbsp vanilla
Add in the dry ingredients (flour, black cocoa, crushed oreos, baking soda, baking powder and salt), mix into the dough until completely combined.
3 cups (456g) all-purpose flour, 1 cup (120g) black cocoa powder, 2 1/2 cups (220g) crushed oreos 40 oreos, crushed, 2 tsp baking soda, 1 tsp baking powder, 1/2 tsp salt
Portion out the dough into 1/2 cup portions. Roll into a ball and arrange 6 onto each cookie sheet. Press down slightly on the cookie dough, flattening it into what looks like a hockey puck.
Bake for 12-15 minutes, until the cookies are no longer glossy on the top.
Allow the cookies to cool on the pan for 15 minutes before frosting.
While the cookies are cooling, make the frosting by whipping the butter, cream cheese, and vanilla until smooth.
1/4 cup (56g) salted butter, softened, 8 oz cream cheese, room temperature, 2 tsp vanilla
Add the powdered sugar, one cup at a time. Make sure to mix in completely before adding more powdered sugar.
4 cups (428g) powdered sugar
Add milk a tsp at a time until you've reached your desired consistency, if needed.
milk to thin, if needed
Put the finished frosting into a gallon sized zip top bag and cut the corner of the bag to use it to pipe the frosting onto the warm cookies in a spiral.
Sprinkle the crushed peppermints on top of the frosting.
Crushed bob’s Soft Peppermints
Serve warm. Enjoy! Store in an airtight container either in the fridge or on the counter. Best enjoyed within 3 days.