01 - Place milk, softened cream cheese, vanilla ice cream, fresh strawberries, granulated sugar, and vanilla extract into blender canister.
02 - Process on high speed until completely smooth and creamy, stopping to scrape down sides of blender as needed.
03 - Taste mixture and add additional sugar if preferred sweetness level not achieved.
04 - Divide blended milkshake evenly between two chilled glasses.
05 - Top each serving with whipped cream, crushed graham crackers, and fresh strawberry slices if desired.
06 - Present milkshakes with straws and enjoy while cold.