01 - Add the hulled strawberries, Oreo cookies, vanilla ice cream, and whole milk to the blender pitcher.
02 - Process on high speed until the mixture is completely smooth and creamy with no visible cookie chunks.
03 - Taste the shake and pour in additional milk a little at a time if a thinner consistency is preferred.
04 - Divide the milkshake evenly between two chilled serving glasses.
05 - Top each glass with whipped cream, crushed Oreos, and fresh strawberry slices. Serve immediately.