Add sifted powdered sugar, softened butter, light corn syrup, vanilla extract, and almond extract to a medium mixing bowl. Stir with a large spoon or use clean hands until the mixture is cohesive and pliable.

Knead the mixture until it feels and behaves like play dough. Cover and set aside.

Line a baking sheet with parchment paper. Using a teaspoon or small scoop, portion out the dough and flatten into a circle. Wrap each around a cherry, smoothing and shaping as needed. Place on the prepared baking sheet.

Heat the chocolate almond bark in a microwave-safe bowl for 1 minute. Stir until smooth, reheating in 30-second intervals if necessary.

Holding a cherry by the stem, dip into melted chocolate, allowing excess to drip off. Place on parchment-lined sheet. Repeat with remaining cherries.

Optional: drizzle leftover chocolate over the dipped cherries for decoration. Allow chocolates to set at room temperature or refrigerate.