Working in batches, pour soup into a blender; puree, making sure to vent blender by removing pop-out center, and draping a kitchen towel over the top, until creamy smooth, 30 seconds to a minute. Return soup to pot, stir in milk, and heat to simmer, seasoning with salt and pepper to taste. (Can be refrigerated up to 3 days; return to simmer) Ladle into bowls and serve.
Recipe by Three Many Cooks at https://threemanycooks.com/recipes/creamy-tomato-soup-with-italian-flavors/