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With a mixer, beat together cream cheese and powdered sugar until fluffy. Stir in Cool Whip gently. Divide mixture in half, returning half to the empty Cool Whip container and placing in the fridge. Set aside the other half.
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In a medium mixing bowl whip pudding and TruMoo Orange Scream together according to package directions. (Use TruMoo Orange Scream in place of milk called for in pudding directions)
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Gently fold in Cool Whip mixture you set aside (not the one in the fridge)
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Line a loaf pan with foil or parchment paper.
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Pour pudding mixture into the pan.
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Sprinkle with half of the crushed Oreos.
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Top with Cool Whip mixture you set aside to the fridge.
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Finally top with remaining crushed Oreos.
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Cover and freeze overnight.