Donald Trump’s Seven Craziest Quotes About Hillary Clinton, Britney Spears and More From His Unearthed 2000s Radio Show: Clinton Would ‘Make a Good President’

Donald Trump
Donald Trump addresses the 42nd annual Conservative Political Action Conference in 2015. Alex Wong/Getty Images

In the mid-2000s, Donald Trump hosted a nationally syndicated radio show called Trumped! in which he discussed a wide range of topics, from politics to celebrities.

The radio segment, which originally aired on hundreds of stations across the U.S. from 2004 to 2008, was first unearthed by BuzzFeed in March and further examined by The Wall Street Journal on Monday, July 11.

In the commentaries, the current presumptive Republican presidential nominee, 70, praises Hillary Clinton, warns Britney Spears to sign a prenuptial agreement and much, much more. Below, Us Weekly rounds up the seven craziest quotes from Trumped!

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1. Hillary Clinton Would ‘Make a Good President’

#Clinton2008? Trump told listeners in March 2008 that Clinton, now 68, who is his Democratic opponent in the 2016 election, would “make a good president or a vice president.” He even noted that many voters at the time agreed that pairing her with Barack Obama would be a “dream ticket.”

Hillary Clinton
Hillary Clinton arrives at a press conference after keynoting a Women’s Empowerment Event at the United Nations in 2015. Yana Paskova/Getty Images

2. Janet Jackson’s Super Bowl Halftime Gig Was ‘Disgusting’

In January 2005, the former Celebrity Apprentice host slammed Janet Jackson for her controversial, NSFW Super Bowl halftime show, in which Justin Timberlake accidentally exposed her right breast. “It’s hard to believe that it’s already been a year since Janet Jackson shocked us with her disgusting peepshow — accidental or not — during the Super Bowl halftime,” Trump said.

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3. Trump Was Fascinated by Britney Spears’ Marriage

After Spears, now 34, annulled her 55-hour shotgun Las Vegas wedding to childhood pal Jason Alexander in January 2004, Trump, naturally, had to give his two cents. He told his listeners that “people, especially Britney Spears, should never get married without a great diamond ring and a great prenuptial agreement!” (Trump himself has been married three times.)

Less than a year later, he blamed the decline of the pop princess’ sex appeal on her October 2004 marriage to Kevin Federline. “Angelina Jolie was just named the sexiest woman in the world,” Trump said in March 2005. “This was from the readers of FHM, a men’s magazine. Angelina took over the crown from Britney Spears, who didn’t even make the sexy list this year. She has gone down, there’s no question about it. That’s what a marriage can do for you.”

4. Welcome to ‘Mile High City’

After Denver became the first major city to legalize the possession of small amounts of marijuana in November 2005, Trump said, “It certainly gives an entirely new meaning to the Mile High City!”

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5. ‘Are Democrats Really Better in the Bedroom?’

Shortly after kicking off his Trumped! radio segment in 2004, the businessman commented on whether Republicans or Democrats are better in the sack. “Who has more fun than blondes?” Trump asked in September 2004. “Democrats, if you believe a new poll. Are Democrats really better in the bedroom?”

6. ‘Some Jerk Just Wrote a Book About Me’

In January 2005, New York Times business reporter Timothy L. O’Brien published a book titled TrumpNation: The Art of Being the Donald. Months later, in October 2005, Trump slammed the project, saying, “Some jerk just wrote a book about me! It’s the worst pile of garbage I’ve ever seen. Full of lies by a highly questionable, and some people say disgraced, reporter, and a really lousy writer named Tim O’Brien.”

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7. More Chores, More Sex!

Trump advised his male listeners to do more housework in June 2008 so that they’d get more time in the bedroom with their wives. “You might want to drag out the vacuum cleaner,” he explained. “Psychologists have found that the payoff for doing more chores seems to be more sex!”

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