Pappa al Pomodoro | Food Stuff

Ingredients

• 4 sprigs basil
• Freshly ground black pepper
• 1/4 loaf country-style bread, crust removed, torn into 2" pieces (about 1 1/2 cups), divided
• 1/2 teaspoon fennel seeds
• 2 garlic cloves, smashed
• Kosher salt
• 6 tablespoons olive oil, divided, plus more
• 2 pounds tomatoes, cored, quartered