01 - 
                Place the Oreo cookies into a thick freezer bag. Gently pound with a rolling pin until crushed.
              
              
              
                02 - 
                Add the milk to a blender, followed by the ice cream and Oreo crumbs.
              
              
              
                03 - 
                Pulse a few times, then blend until smooth. Add the vanilla extract, if using.
              
              
              
                04 - 
                Adjust the shake with more milk, if needed.
              
              
              
                05 - 
                Pour the milkshake into two glasses. Top with whipped cream, drizzle chocolate syrup over the topping, and garnish with a whole Oreo cookie.
              
              
              
                06 - 
                Serve immediately with a straw and a spoon. Enjoy!