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In a stand mixer, whisk together the cream cheese and the butter.
Add 2 cups of the powdered sugar, 1 cup at a time, and 1 tbsp. milk.
Add the flour, cocoa powder, vanilla, brown sugar, and 1 more tbsp. of milk if needed.
Whisk all until smooth.
Add remaining powdered sugar and milk alternately until dip reaches your desired consistency.
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