01 - Combine milk, cream cheese, vanilla ice cream, strawberries, sugar, and vanilla extract in a blender container.
02 - Blend on high speed until completely smooth and creamy, stopping to scrape down the sides of the blender as needed.
03 - Taste the milkshake and add additional sugar if preferred, blending briefly to incorporate.
04 - Pour the finished milkshake evenly into two chilled glasses.
05 - Top with whipped cream, crushed graham crackers, and fresh strawberry slices if desired.
06 - Serve right away with straws while the milkshake is at its optimal temperature and consistency.