01 - Place the 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 pieces remaining.
03 - Taste the shake and add more milk a little at a time if a thinner consistency is preferred.
04 - Divide the shake evenly between two chilled glasses.
05 - Top each glass with whipped cream, additional crushed Oreos, and fresh strawberry slices. Serve immediately.