01 - Place the hulled strawberries, cold whole milk, vanilla ice cream, granulated sugar, and pure vanilla extract into a high-speed blender.
02 - Process on high speed for 30 to 60 seconds, or until the mixture is completely smooth and creamy.
03 - Taste the milkshake and add additional granulated sugar if a sweeter profile is desired. Blend briefly to incorporate.
04 - Evenly divide the blended milkshake into two chilled tall glasses. Top each serving with whipped cream, a fresh strawberry half, and a sprinkle of mini heart-shaped candies if using.
05 - Serve the strawberry milkshake immediately with a straw for optimal enjoyment.