Wash and dry strawberries (leave green caps on).
Using a paring knife, cut a wide v-shape out of the pointed end of each strawberry (like an open mouth); reserve cut out pieces of strawberries. Place cut strawberries on a serving plate, green cap side down so they will be easy to fill.
Using an electric mixer, thoroughly combine cream cheese, sugar and vanilla in a medium bowl.
Chop reserved leftover bits of strawberries into tiny pieces and gently stir into cream cheese mixture with a spoon.
Fill each cut strawberry with a small amount of cream cheese mixture using a spatula or knife. Arrange filled strawberries on a serving plate, green cap side down. Yields about 3 strawberries per serving.