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Preheat oven to 400°F. Place 24 toothpicks in a small bowl filled with water; let soak 15 minutes. Line a baking sheet with parchment paper and fit with a wire rack; set aside.
Halve dates lengthwise, being careful not to cut all the way through.
Place a small amount of cheese in the center of each date.
Wrap a piece of bacon around each date.
Secure bacon with a toothpick. Place dates on prepared baking sheet.
Bake until bacon is cooked through, 20 to 25 minutes.