1. Make the Tomato Basil Soup:

1. In a large pot, heat olive oil over medium heat.

2. Add the diced onion and cook for 3-4 minutes, until softened.

3. Add the minced garlic and cook for another 30 seconds until fragrant.

4. Stir in the crushed tomatoes, broth, dried basil, and red pepper flakes (if using).

5. Bring the mixture to a simmer and let it cook for 10-15 minutes to let the flavors meld together.

6. Using an immersion blender (or a regular blender in batches), carefully blend the soup until smooth.

7. Stir in the heavy cream and cook for an additional 5 minutes until heated through. Taste and adjust seasoning with salt and pepper, and add sugar if desired to balance the acidity.

2. Make the Grilled Cheese:

1. Heat a skillet or griddle over medium heat.

2. Spread butter on one side of each slice of bread.

3. Place 2 slices of cheese on the unbuttered side of 4 slices of bread.

4. Top with the other slices of bread, buttered side facing out.

5. Grill the sandwiches on the skillet for 3-4 minutes per side, until golden brown and the cheese is melted.

3. Serve & Enjoy:

1. Pour the tomato basil soup into bowls.

2. Slice the grilled cheese sandwiches into halves or quarters and serve alongside the soup.

3. Garnish the soup with fresh chopped basil and enjoy this cozy, comforting meal!