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Heat oil in a stockpot over medium heat. Sauté the cracked gumbo crabs for 3–4 minutes. Add the onion, celery, bell pepper, and garlic; cook for 2 minutes.
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Add the wine or brandy and scrape up the browned bits. Simmer until reduced by about half.
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Add 8 cups of water, the bay leaf, and parsley stems. Simmer gently, uncovered, for 30–40 minutes. Strain and discard the stock crabs.
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Melt butter in a heavy pot over medium heat. Whisk in flour and cook, stirring often, until light brown, about 8–12 minutes.
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Stir in the onion, bell pepper, and celery. Cook until softened, 6–8 minutes. Add garlic and cook for 30 seconds.
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Stir in tomato paste and cook for 1–2 minutes.
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Slowly whisk in 2½ cups of warm crab stock. Add Cajun seasoning, black pepper, cayenne, bay leaf, and Worcestershire sauce, if using. Add optional gumbo crabs.
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Simmer gently for about 20 minutes, stirring occasionally. Add more stock if needed.
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Fold in the picked crabmeat and simmer for 5–7 minutes, until heated through. Taste and adjust the seasoning.
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Remove the bay leaf. Garnish with green onions and parsley, and serve over rice.