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In a heavy bottom pot, add 1 tablespoon of olive oil and heat the pan to medium heat.
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Add in the chopped onion and garlic, and saute for 3-5 minutes, until fragrant.
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Add the red pepper flakes and oregano, and saute for a minute to wake them up a bit.
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Then add the crushed tomatoes and their juice, along with the chicken broth.
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Add a generous pinch of salt and pepper, then cover the pot and bring the mixture to a boil.
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Reduce the heat, then simmer the soup for 20 minutes.
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Turn the heat off, then toss in the chopped basil.
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Puree the soup using an immersion blender, then pour in the evaporated milk.
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Now, season the soup with salt and pepper, and stir in the sugar.
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Depending on how acidic the tomatoes are, you may use between 1 and 2 tablespoons of sugar. Taste the soup after 1 tablespoon, and it needs more sweetness, add another teaspoon at a time, tasting after each addition. (Note that 3 teaspoons = 1 tablespoon).
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Ladle the soup into bowls, then garnish with freshly grated Parmesan cheese and a drizzle of extra virgin olive oil.