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Preheat your waffle maker according to its instruction manual. While it is heating, prepare your batter.
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Add 1 cup of strawberries to your blender. Puree until smooth and liquid. *If making strawberry whipped cream, remove 1 tablespoon of strawberry puree and set aside.
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Add the eggs, butter, milk, and vanilla extract to the strawberries and blend until smooth. Add 1/2 the flour, sugar, salt and baking powder and blend until smooth. Add the remaining flour and blend until well mixed. Remove the lid and stir in the remaining 1 cup of strawberries.
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When your waffle maker is preheated, spray with cooking spray and begin making your waffles. Pour the batter into one corner and smooth into the other corners with a heat resistant spatula. Cook according to your waffle maker general instructions. I set mine to medium and it took 6-7 minutes until the steam was coming out the sides of the waffle maker. Remove waffles from waffle maker and set aside. Repeat until all waffles are made.
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To make the strawberry whipped cream, combine the heavy cream, powdered sugar and reserved strawberry puree in a stand mixer and whisk until well combined and the mixture is smooth. You can also whisk by hand.