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Gingerbread Cake: Preheat oven to 350 degrees and line a half sheet tray with parchment paper and spray with cooking spray.
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Cream butter and sugar on med/high speed with an electric mixer.
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Add eggs, one at a time, beating after each.
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Add molasses, mixing to combine.
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Combine flour, baking soda, salt and spices.
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With mixer on low speed, add flour mixture in three batches, alternating with boiling water.
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Pour batter into prepared pan (mixture will be runny).
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Bake for 20 minutes or until a toothpick inserted in center comes out clean.
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Cream Cheese Icing: Beat cream cheese and butter until fluffy, about 2 minutes on med/high speed with an electric mixer.
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Gradually add in confectioners sugar, mixing well to combine.
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Stir in vanilla extract until incorporated.
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Assemble Push Pops: Cut out rounds as close as possible from the cooled cake. If you don't have a 1 1/2 inch round cookie cutter, you can use the push pop container to cut the rounds.
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Periodically rinse or wipe off the cookie cutter as you work to prevent the cake from sticking.
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Fill a pastry bag (optionally fitted with a star tip) with icing, careful not to overfill. (You'll need to refill the bag a couple times).
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Place one cake round in the base of each push pop container and pipe a swirl of icing on top and repeat.
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Push pops come with a plastic top that can be snapped on for easy storage.
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Push pops can be kept at room temperature for one day and can be stored in the frig for 2-3 days. Bring to room temperature before serving.