Blend the base. In a blender, combine the ice cream, chilled coffee, and chocolate-covered espresso beans. Blend until smooth and creamy.
Adjust consistency. For a thinner shake, add milk a splash at a time. For a thicker shake, blend in an extra scoop of ice cream.
Garnish and serve. Pour into two glasses and top with a swirl of whipped cream, a drizzle of chocolate sauce, and a sprinkle of crushed cookies.
Enjoy immediately! Best served with a straw (and maybe a spoon for the toppings).