Flour work surface and rolling pin. Roll out dough thinly to fit waffle iron. Top dough with a little cheese, pepperoni, pizza sauce, and a dash of Italian seasoning.
Place a second piece of dough of the same size on top. Fold over edges to seal completely.
Place in heated waffle iron and cook for 6-8 minutes. Repeat for remaining ingredients. As calzones cook, keep cooked calzones in the oven on warm until ready to serve.