1. In the movie 'Lawless,' the protagonist is a bootlegger who smuggles illegal liquor during the Prohibition era.
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2. The character of Izaya Orihara from the anime 'Durarara!!' can be likened to a bootlegger as he manipulates information for personal gains.
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3. In the fantasy novel series 'The Kingkiller Chronicle,' the protagonist encounters a bootlegger who brews magical elixirs in secret.
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4. During the era of the Roaring Twenties, Al Capone gained notoriety as a prominent bootlegger, defying the prohibition laws by selling illegal liquor.
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