In a blender, combine the vanilla ice cream, milk, cinnamon, brown sugar, vanilla extract, and cream cheese. Tip: For a thicker shake, use slightly less milk.

Blend on high speed until smooth and creamy, about 30-45 seconds. Tip: Stop and scrape down the sides if needed.

Pour into tall glasses and top with whipped cream and a sprinkle of cinnamon sugar. Tip: Drizzle with caramel or maple syrup for extra decadence.