Preheat your oven to 425°F and line two half-sheet pans with silicone baking mats or parchment paper. Set the pans aside until ready to use.
Put on a pair of vinyl gloves. Using a small one-inch star cookie cutter, cut out the center of 32 pieces of pepperoni. Place the cut stars in a bowl and set aside until ready to use.
Then, using a pair of clean kitchen shears, cut crescent shapes out of the edges of eight pieces of pepperoni you cut the stars from. Place the cut crescent shapes in a small bowl until ready to use.
Next, using a large kitchen knife, finely chop the pepperoni scraps you cut the stars and crescents from along with the remaining whole pieces. Place the chopped pepperoni in a small bowl until ready to use.
To make the filling, place room-temperature cream cheese, freshly shredded mozzarella cheese, freshly shredded parmesan cheese, Italian seasoning, black pepper, Kosher salt, and chopped pepperoni in a medium-sized bowl. Then, use an electric hand mixer to combine everything.1. Set the filling aside until ready to use.
To make the egg wash, crack the egg into a small bowl, then add the water. Then, use a fork or a small whisk to combine them. Set the bowl aside until ready to use.
Unroll one can of the crescent roll dough on a large cutting board. Then, separate the dough into triangles.
Place one triangle on the prepared baking pan and use your fingers to press it out slightly. Then, brush the egg wash along the edges of the triangle.
Next, place two tablespoons of the filling on the center of the triangle. Then, use your fingers to press it into an even layer about a half an inch from the edges of the triangle.
Place another triangle, roughly the same size as the bottom piece of dough, on top of the filling.2 Use your fingers to press the edges of the crescent dough together. Bend the top of the calzone slightly to form the curve of the witches' hat. Then, brush the top of the calzone with the egg wash.
Fold the bottom of the calzone upwards, to form the brim of the hat. Then, place three or four pepperoni stars and two crescents on the top of the calzone.
Repeat with the remaining ingredients until you have eightr calzones on the prepared baking pans.
Bake pans one at a time in a 425°F oven for 10-12 minutes, or until golden brown on top. Serve warm with a side of pizza sauce.
Yield 8 Pepperoni Witch Hat Calzones.