01 - Place whole milk, softened cream cheese, vanilla ice cream, hulled strawberries, granulated sugar, and vanilla extract into blender canister.
02 - Process mixture on high speed until completely smooth and creamy, stopping to scrape down sides of blender as needed.
03 - Test shake for sweetness level, incorporating additional sugar one teaspoon at a time if preferred.
04 - Divide shake evenly between two chilled glasses, filling to within half inch of rim.
05 - Top each serving with whipped cream, sprinkle crushed graham crackers over surface, and arrange fresh strawberry slices on top.
06 - Present milkshakes with straws while cold and enjoy promptly before melting occurs.