01 - Place the hulled strawberries, Oreo cookies, vanilla ice cream, and whole milk into a blender jar.
02 - Process on high speed until the mixture is completely smooth and creamy with no visible lumps.
03 - Taste the shake and add more milk in small increments if a thinner consistency is preferred.
04 - Divide the shake evenly between two chilled serving glasses.
05 - Top each glass with whipped cream, crushed Oreo pieces, and fresh strawberry slices. Serve immediately.