A look back at Donald Trump’s most legendary insults — and how his targets responded

As the current front-runner for the Republican presidential nomination, Donald Trump attracts media scrutiny after nearly every interview he gives.

But not so long ago, Trump’s ability to make headlines was helped by his penchant for insulting and engaging in feuds with other celebrities.

Over the years, Trump has been involved in a number of high-profile beefs with politicians, movie stars, and other public figures.

Though the real-estate magnate says he generally only attacks people who go after him first, he’s shown few qualms about going for the jugular, hurling amusing and frequently offensive insults at whoever stands in his path. It’s continued during his 2016 campaign, as he has lashed out at rivals, (former) business partners, and the media.

Here are some of Trump’s more notable insults over the years, and the targets who dished it to him.


Seemingly unprovoked, Trump laid into supermodel Heidi Klum in an interview with The New York Times earlier this year. “Sometimes I do go a little bit far — Heidi Klum. Sadly, she’s no longer a 10,” Trump said.

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Stephen Lovekin/Getty Images

Source: New York Times


Klum eventually got the better of Trump, mocking his candidacy and comparing him to former Godfather’s Pizza CEO and failed presidential candidate Herman Cain in a video that quickly went viral.

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REUTERS/Danny Moloshok

#TrumpHasSpoken #sadly #9.99 #NoLongerA10 #IHadAGoodRun#donaldtrump #trumped #HeidiTrumpsTrump #BeautyIsI

Posted by HeidiKlum on Monday, August 17, 2015

#TrumpHasSpoken #sadly #9.99 #NoLongerA10 #IHadAGoodRun#donaldtrump #trumped #HeidiTrumpsTrump #BeautyIsI

HeidiKlum

Source: Heidi Klum


In 2011, Trump took to Twitter to defend former Massachusetts Gov. Mitt Romney (R) against criticism from singer Cher, who called Romney a homophobic racist. Trump said that Cher is an “average talent who is out of touch with reality.”

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U.S. Republican presidential candidate Donald Trump speaks at the Family Leadership Summit in Ames
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Thomson Reuters

Source: CNN.


Cher shot back, calling Trump racist as well. And in 2015, she posed a question for her Twitter followers: “Donald Trump can’t come up with a hairstyle that looks human, how can he come up with a plan to defeat ISIS?”

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Slaven Vlasic/Getty Images

Source: Twitter


Donald Trump was a critic of pop star Katy Perry’s marriage to comedian Russell Brand very early on. Trump elaborated on his feelings after the couple’s divorce, saying that Perry “must have been drunk when she married Russell Brand.”

Source: Twitter


Brand quickly responded, questioning Trump’s own sobriety. “Are you drunk when you write these tweets? Or does that foam you spray on your bald head make you high?” (Trump does not drink alcohol.)

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Caroline McCredie / Getty

Source: Twitter


The reality-television star has repeatedly criticized “Late Night” host Seth Meyers, who famously mocked Trump to his face at the 2011 White House Correspondents Dinner. In 2012, Trump said that Meyers was “terrible” co-hosting “Live! With Kelly and Michael.” “Marbles in his mouth-& he must stop picking at his hands — insult to the great Regis Philbin!” Trump tweeted.

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Donald Trump.
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Reuters/Dominick Reuter

Source: Twitter


Meyers responded in a discussion with Anderson Cooper earlier this year. “The thing [Trump] always says about me is that I have marbles in my mouth, which is so great because it’s something that a 1950s bully would say.”

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Mario Anzuoni/Reuters


Donald Trump has traded barbs with comedian Rosie O’Donnell for years, generally taking aim at O’Donnell’s physical appearance. “You take a look at her. She’s a slob. She talks like a truck driver.” He was asked about his insults toward women during the first debate and volunteered another jab at O’Donnell.

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U.S. Republican presidential candidate Donald Trump speaks to the media before heading over the Iowa State Fair in Des Moines
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Thomson Reuters

Source: The Washington Post


O’Donnell has responded with spot-on impressions of Trump on “The View.” She also called the real estate magnate a “snake-oil salesman on ‘Little House On The Prairie.'”

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Mike Coppola/Getty Images


After fellow New Yorker Robert DeNiro criticized Trump for attempting to get President Barack Obama to release his birth certificate, Trump fired back. “I like his acting, but in terms of when I watch him doing interviews and various other things, we’re not dealing with Albert Einstein.”

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Ernesto Ruscio/Getty Images

Source: Entertainment Weekly


In 2013, Trump tweeted out an insult at a man who has recently sang his praises — Mark Cuban. “Sorry folks, but Donald Trump is far richer and much better looking than dopey [Cuban],” Trump said.

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Mike Nudelman/Business Insider

Source: Twitter


As former Florida Gov. Jeb Bush ramped up attacks against Trump earlier this summer, Trump repeatedly said that the former Florida governor is too “low energy” to be president. Trump even posted a video to his Instagram showing a woman falling asleep during a Bush campaign stop.

Source: Instagram


Bush has hit back with a fury recently, most notably during the second Republican presidential debate, in which he demanded Trump apologize for an attack on his wife, Columba.

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Republican U.S. presidential candidates businessman Donald Trump (L) and former Florida Governor Jeb Bush talk onstage before the start of the second official Republican presidential candidates debate of the 2016 U.S. presidential campaign at the Ronald Reagan Presidential Library in Simi Valley, California, United States, September 16, 2015.
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REUTERS/Lucy Nicholson

In an interview with Rolling Stone recently, Trump criticized former Hewlett-Packard CEO Carly Fiorina’s appearance, saying “Look at that face! Would anyone vote for that? I mean, she’s a woman, and I’m not supposed to say bad things, but really, folks, come on. Are we serious?”

Source: Rolling Stone


At the second main Republican debate, Fiorina responded, pointing out that Trump heard former Florida Gov. Jeb Bush’s comments about funding for women’s health initiatives very clearly. “It’s interesting to me. Mr. Trump said that he heard Mr. Bush very clearly in what Mr. Bush said,” Fiorina said. “I think women all over this country heard very clearly what Mr. Trump said.”

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Former CEO of Hewlett-Packard Company, Carly Fiorina speaks onstage during TechCrunch Disrupt NY 2015 – Day 2 at The Manhattan Center on May 5, 2015 in New York City.
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Getty Images

After Sen. Lindsey Graham (R-South Carolina) called Trump a “jackass” for questioning Sen. John McCain’s (R-Arizona) war record, Trump gave out Graham’s personal cellphone number, saying that he “actually probably seems to me not as bright, honestly, as [former Texas Gov.] Rick Perry.”

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Twitter/@briantashman

Graham responded with a viral video on IJReview, which showed him demonstrating how to destroy a cellphone.

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IJReview


After former Texas Gov. Rick Perry (R) criticized Trump for his comments about Texas border security, Trump said that Perry “should be forced to take an IQ test before being allowed to enter the GOP debate.”

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Republican presidential candidate Donald Trump speaks at a news conference near the U.S.-Mexico border outside of Laredo
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Thomson Reuters

Source: The Hill


In response, Perry challenged Trump to a pull-up contest.

Source: CBS


Trump has been particularly outspoken in his criticism of Sen. Rand Paul (R-Kentucky). Following a spat with Paul at the Republican debate, Trump said that the senator “reminds me of a spoiled brat without a properly functioning brain.”

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U.S. Republican presidential candidate Donald Trump speaks to the media before heading over the Iowa State Fair in Des Moines
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Thomson Reuters

Source: Business Insider


“The truth-telling is bluster, the truth-telling is non-sequitur, self-aggrandizement, but is there really anything substantive coming out of saying that people are fat, people are stupid?” Paul said of Trump.

Source: Business Insider


Trump has been a longtime critic of the current president as well. In 2011, he called on to release his birth certificate and referred to him as the “worst president in American history.”

Source: Business Insider


Obama fired back at the White House Correspondents Dinner, as Trump sat in the audience. “No one is prouder to put this birth certificate to rest than the Donald. He can finally get back to focusing on the issues that matter: did we fake the moon landing? What really happened in Roswell? And where are Biggie and Tupac?”


And Trump is still on top…

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