01 - Place the hulled strawberries, Oreo cookies, vanilla ice cream, and whole milk into a blender.
02 - Blend on high speed until the mixture is completely smooth and creamy with no large cookie chunks remaining.
03 - Taste the shake and add more milk a small amount at a time if a thinner consistency is preferred.
04 - Divide the milkshake evenly between chilled glasses and top with whipped cream, crushed Oreos, and fresh strawberry slices. Serve immediately.