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Whip the cream cheese, vanilla and sugar until fluffy. Spoon the mixture into a ziptop bag, and seal. Cut a small corner off the bag to create a piping bag.
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Wash the strawberries and cut off the leafy tops.
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Cut an X into the narrow end of the strawberry, making sure not to cut all the way through.
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Pipe a bit of the filling into each strawberry.
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Top with chocolate chips, if desired. Serve immediately or refrigerate until ready to serve.