Crush the Oreos: Place the Oreo cookies into a thick freezer bag. Gently pound with a rolling pin until crushed.

Blend It Up: Add the milk to a blender, followed by the ice cream and Oreo crumbs.

Smooth and Creamy: Pulse a few times, then blend until smooth. If you’re using vanilla extract, toss it in now.

Adjust the Texture: If the shake is too thick for your liking, add more milk until it reaches your desired consistency.

Pour and Top: Pour the milkshake into two glasses. Top with a generous dollop of whipped cream, drizzle chocolate syrup, and add a whole Oreo for garnish.

Serve and Sip: Enjoy immediately with a straw and a spoon.