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Combine the tomato wedges, cucumber half-moons, green pepper rings, and red onion slices in a large mixing bowl.
Scatter the Kalamata olives over the vegetables, then drizzle with the olive oil and red wine vinegar. Sprinkle with the dried oregano, salt, and black pepper, and toss gently once or twice — just enough to distribute the dressing without breaking up the tomatoes.
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