Orange-Chocolate Bread Pudding

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  • Level: Easy
  • Total: 2 hr 50 min
  • Prep: 2 hr 15 min
  • Cook: 35 min
  • Yield: 6 servings
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4 cups whole milk

1 1/2 cups sugar, plus more for sprinkling

1 12-ounce can (11/2 cups) frozen orange juice concentrate, thawed

3/4 cup plus 2 tablespoons bourbon

2 large eggs plus 6 egg yolks

12 cups day-old challah bread cubes

4 tablespoons unsalted butter, plus more for greasing

3/4 cup bittersweet chocolate chunks

Pinch of salt

3/4 cup heavy cream


  1. Heat the milk, 1 cup sugar and 1/2 cup orange juice concentrate in a saucepan over medium-low heat until the sugar dissolves, stirring. Cool slightly. (It's OK if the mixture curdles slightly.)
  2. Whisk the milk mixture, 2 tablespoons bourbon and the whole eggs and yolks in a large bowl; fold in the bread. Cover and refrigerate until the liquid is absorbed, about 1 hour 30 minutes.
  3. Preheat the oven to 350 degrees F. Butter a 9-by-13-inch baking dish. Fold the chocolate chunks into the bread mixture. Spread evenly in the baking dish and sprinkle with sugar. Bake until a knife inserted into the center comes out clean, about 1 hour 20 minutes.
  4. Meanwhile, make the sauce: Melt 4 tablespoons butter in a small saucepan over medium heat. Add the remaining 1/2 cup sugar and cook, stirring, until lightly caramelized, 5 to 6 minutes. Whisk in the remaining 1 cup orange juice concentrate, 3/4 cup bourbon and the salt. Cook until thick, 10 to 15 minutes. Stir in the cream and simmer until the sauce coats a spoon, about 10 more minutes. Slice the bread pudding and drizzle with the sauce.
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