01 -
Place Oreo cookies in a thick freezer bag and gently crush them with a rolling pin until fine.
02 -
Add whole milk to a blender, then incorporate vanilla ice cream and the crushed Oreos.
03 -
Pulse the mixture several times, then blend on high speed until fully smooth. Add vanilla extract and blend again briefly.
04 -
If a thinner milkshake is preferred, add additional milk and blend to combine.
05 -
Pour the milkshake into two chilled glasses. Top each with a generous layer of whipped cream, drizzle chocolate syrup, and garnish with an Oreo cookie if desired.
06 -
Serve immediately with a straw and a long spoon.