Put frozen strawberries in a mug with the water. Put in microwave for a minute or until the strawberries are soft. Remove the mixture from the microwave. Add the sugar and vanilla extract and mash until everything is mixed together. It is OK if the mixture of pulpy and the strawberries are chunky.
Add the strawberry mixture to the large glass. Then add your milk. Then put your drink in your refrigerator for around an hour or until your drink is cold.
Then enjoy!