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1 item from 2017

From Parties at the Playboy Mansion to a Soft-Core Porn Film: Donald Trump's Long and Colorful History with Playboy

28 September 2017 9:34 AM, PDT | PEOPLE.com | See recent PEOPLE.com news »

From parties at the Playboy mansion to his cameo in a soft-core porn film, Donald Trump‘s history with Playboy and its late founder Hugh Hefner is long and storied.

It all started nearly 30 years ago, when Trump appeared on the cover of Playboy‘s March 1990 issue.

On the cover, a smirking Trump poses next to a woman clad in only his suit jacket. “Nice magazine. Want to sell it?” reads the caption next to Trump.

Inside, the future president bemoans the state of the country in an interview. “I hate seeing this country go to hell,” he said. “We »

- Tierney McAfee

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1 item from 2017

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