In a blender or food processor container, place the pineapple with juice. Cover and blend or process until pureed. Transfer the pineapple to a mixing bowl and stir in sugar. Let stand 10 minutes until sugar dissolves. Stir in buttermilk and vanilla.
Transfer mixture to a 1 1/2 quart freezer container. Cover and freeze overnight or until firm. Let stand at room temperature 30 minutes before serving and then scoop into small dessert bowls.
Per Serving: 116 Calories
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