Preheat oven to 350 degrees
Wipe the inside of a 10 inch cast iron skillet with vegetable oil or butter.
Mix the brownies according to package directions and pour into the skillet.
In a small bowl, mix the softened cream cheese, sugar, vanilla and egg until well blended.
Pour the cream cheese mixture over the brownie batter and gently swirl with a spoon.
Randomly spoon one cup of the cherry pie filling over the brownies.
Place the brownies in the oven to bake for approximately 50 minutes or until edges are slightly golden and middle is almost set.
Remove from the oven and allow to cool for 20 minutes
In a microwave safe bowl, melt the chocolate wafers. Heat the chocolate in 20 second intervals stirring in between, until chocolate is melted and smooth.
Drizzle the chocolate over the cooled brownies, reserving some for serving.
Serve warm with fresh whip cream, the reserved cherry pie filling and chocolate drizzle.