Preheat the oven to 375 degrees. Line a baking sheet with parchment paper or tin foil.
Cut tomatoes in half lengthwise. Gently slide the garlic slices into the soft centers of each tomato. Drizzle each tomato half with a bit of olive oil, salt, and pepper, to taste.
Place into the oven to roast for 35-40 minutes, or until softened.