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First prepare the cookie dough by cutting the cold butter into tiny cubes. Add the butter and sugar to a large stand mixing bowl with a paddle attachment and mix on medium speed until combined. Approximately 30 seconds.
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On low speed, slowly add 1.5 cups of the flour to the bowl until mostly combined. Pause to scrape the sides. The mixture should be crumbly but somewhat combined.
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Sprinkle ¼ cup of the remaining flour onto a clean surface. Transfer cookie dough onto the surface and knead until a soft playdough like consistency forms. Add the remaining flour if necessary. The dough should not be sticky.
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Wrap dough in plastic wrap and chill for 30 min. Preheat the oven to 325 degrees F.
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Meanwhile, make the frosting by adding the butter to a large mixing bowl. Mix on medium - high speed for 1 minute.
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On medium speed, slowly add the powdered sugar, heavy cream and vanilla. Pause to scrape the sides and taste. Add salt if necessary. Finish mixing until a light fluffy frosting has formed.
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Add drops of red food coloring to frosting until desired shade of pink has been reached. Transfer frosting to a piping bag.
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Once the cookie dough has chilled, place on a floured surface. Roll out until dough is approximately ¼ inch thick. Use a cookie cutter to cut out heart shaped cookies.
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Place on a parchment lined baking sheet and bake for 13 minutes. Cookies should be just slightly brown on the bottom. Careful not to overcook.
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To assemble the board, first pipe two hearts. Add cookies, wafers, graham crackers and pretzels. Fill in with m & ms, sprinkles and fruit.