Place a 12-ounce glass in the freezer for 10 minutes to chill. Prepare the strawberry portion of the milkshake. Add all the strawberry milkshake ingredients to the blender, and blend on high until smooth.
Carefully remove the chilled glass from the freezer. Pour the blended ingredients into the chilled glass, and return the glass to the freezer.
Rinse out the blender. Prepare the chocolate portion of the milkshake. Add all the chocolate milkshake ingredients to the blender, and blend on high until smooth.
Carefully remove the chilled glass from the freezer. Slowly pour the blended ingredients into the chilled glass over the top of the strawberry milkshake.
Rinse out the blender again. Prepare the vanilla portion of the milkshake. Add all the vanilla milkshake ingredients to the blender, and blend on high until smooth.
Carefully remove the chilled glass from the freezer. Slowly pour the blended ingredients into the chilled glass over the top of the chocolate milkshake.
Add a generous amount of whipped cream on top of the milkshake.
NoteBecause this milkshake is layered, it helps to pour each flavor of milkshake over the back of a spoon so it doesn’t incorporate with the other flavor(s) already in the glass.