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Trump had a cameo in a Playboy softcore porn-video in 2000
https://www.buzzfeed.com/andrewkaczynski/donald-trump-appeared-in-a-2000-playboy-softcore-porn?utm_term=.exqEJDm37#.eq7jMGkLZTrump’s role in the porn is relatively benign and centers around him breaking a bottle of champagne on a Playboy-branded limo while several of the playmates are visiting New York City. BuzzFeed News obtained the footage from the online-only Buffalo, New York–based video store Cinema Cornucopia.
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On a bus tour hunt for the 2000 Playmate of the Year around the country, the Playmates travel to different cities including New York, Las Vegas, Chicago, Nashville, and San Diego. Trump welcomes the Playmates in New York and pops a bottle of champagne to kick off the New York stop. Trump then pours it over the Playboy bunny logo.
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"Mr Trump, can you please tell us more about that porn-video you appeared in?"
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