01 - Place the cream cheese, milk, vanilla ice cream, strawberries, graham cracker crumbs, sugar, and vanilla extract in a blender.
02 - Blend on high speed until smooth and creamy, scraping down the sides if needed.
03 - Taste and adjust sweetness as desired by adding more sugar.
04 - Pour the milkshake into two tall glasses.
05 - Top with whipped cream, a sprinkle of graham cracker crumbs, and extra sliced strawberries, if desired. Serve immediately with a straw.