Prepare the vegetables: Core the tomatoes, then cut them into quarters. Slice open the red bell pepper, remove the seeds and pith, and roughly chop it. Cut the cucumber in half and then into pieces. Peel the shallots and roughly slice them. Peel the garlic.
2 pounds ripe red tomatoes, 1 large red bell pepper, 1 ½ cups chopped English cucumber, 2 small shallots, 2 cloves garlic
Blend the soup: In the blender canister, combine the tomatoes, bell pepper, cucumber, shallot, garlic, vinegar, tomato paste, Worcestershire sauce, salt, black pepper, hot sauce, olive oil, parsley, and cilantro. Blend until mostly smooth.
2 tablespoons sherry vinegar, 1 tablespoon Worcestershire sauce, 1 ½ tablespoons tomato paste, 2 teaspoons kosher salt, ½ teaspoon freshly ground black pepper, 1 tablespoon hot sauce, ⅓ cup olive oil, ¼ cup chopped fresh parsley, ¼ cup chopped fresh cilantro
Chill the soup: Pour the soup into an airtight container and chill for 4-6 hours before serving. To serve, drizzle each serving with olive oil.