Trump's Star Wars! The Army of Celebrities Who Have Publicly Battled It Out With 'The Don' — From De Niro to Meryl Streep and Anna Wintour

Both Donald Trump and his wife, Melania Trump, had constantly feuded with Anna Wintour after Vogue endorsed his 2016 Democratic opponent Hillary Clinton.

The Mirror also reported the editor-in-chief discussed the controversy surrounding the Donald J. Trump Foundation, saying it had done "nothing".

Wintour said: "Its board is packed with relatives, and he's going to use his presidency to sell himself and his brand and profit personally for himself and his family."

She apologized afterward and wished Trump success in his political journey, but months later, she announced she would never invite the ex-POTUS to the Met Gala again.

In 2017, Vanity Fair came under fire for sharing a video that made fun of Clinton's supporters. The outlet issued an apology afterward but Trump saw it as a chance to lambast Wintour.

Trump said: "Vanity Fair, which looks like it is on its last legs, is bending over backwards in apologizing for the minor hit they took at Crooked H.

"Anna Wintour, who was all set to be Amb to Court of St James's & a big fundraiser for CH, is beside herself in grief & begging for forgiveness!"

During his 2013 appearance on The Tonight Show with Jay Leno, Bill Maher ignited a feud with Trump when he joked the presidential candidate was the spawn of an orangutan and he would donate $5million to charity if the businessman could prove his father was not a great ape.

In response to the statement, Trump filed a $5million lawsuit against Maher for failing to donate the money after sharing his birth certificate.

After more exchanges in the years after, Trump lashed out at the comedian and his Real Time show.

Trump wrote on Truth Social: "Bill Maher, the highly overrated 'Star' of the ratings-challenged show with the Fake, Loud and Obnoxious laughter pouring out of your set every few seconds, even when nothing was said that was funny (which is most of the time!), suffers from a terminal case of Trump Derangement Syndrome, sometimes referred to as TDS."

"Republicans should stop using him as a reference point, his show is dead!"

In 2012, Trump made fun of Cher and called her "an average talent" who was "out of touch in reality" after the singer ripped Mitt Romney on X. She also branded Donald "pompous" and "mean-spirited" for his comments about Barack Obama's birth certificate.

Trump tweeted: "Cher is somewhat of a loser. She's lonely. She's unhappy. She's very miserable.

"Cher should spend more time focusing on her family and dying career!"

The singer told The Guardian in 2023 she would leave the country if Trump was re-elected.

Ever since Trump started his 2016 campaign, Chrissy Teigen has consistently mocked the ex-president and called him out in her interviews.

She told USA Today in 2017: "I've been (trolling him) forever and I take pride in that. I can't believe somebody could actually do this all day, every day, and still be president.

"If I mysteriously go missing in the next four years, then that's what happened."

In 2019, Trump called Teigen "John Legend's filthy-mouthed wife".

The model, on the other hand, responded by referring to Trump as a "p---- a--b----".

Heidi Klum offered a savage response when the Republican presidential candidate told The New York Times she was "no longer a 10" in a 2017 interview.

The former Victoria's Secret Angel posted a 12-second video, showing herself wearing a white tee with the number 10 on it. A man with Trump's mask snatched the tag and revealed the new number, "9.99".

Klum captioned the post: "#TrumpHasSpoken #sadly #9.99 #NoLongerA10 #IHadAGoodRun #donaldtrump #HeidiTrumpsTrump #BeautyIsInTheEyeOfTheBeheld."

Trump and Jimmy Kimmel have been exchanging tirades since the host started criticizing the ex-POTUS on Jimmy Kimmel Live! in 2016 amid the ex-president's campaign run.

One of their most recent exchanges occurred after Kimmel hosted the 2024 Oscars, where he made several jokes about Trump.

However, Trump shot back, calling him a horrible host.

The 45th president said: "It was a CLASSIC CHOKE, one of the biggest ever in show business, and to top it off, he forgot to say the famous and mandatory line, 'AND THE WINNER IS. Instead he stammered around as he opened the envelope."

But Kimmel did not let Trump have the last word, and he asked the former president: "Isn't it past your jail time?"

Kimmel continued: "I guess I shouldn't be surprised.

"Donald Trump has said I'm not talented so many times Eric (Trump) is starting to get jealous. But what he doesn't realize is that I love this. I love that this bothered him so much, I love that Fox picked a news guy nobody knows to interview him, and I especially love when he tries to spin the fact that everyone was laughing at him into a positive."

Madonna called out Trump while speaking at a Women's March in 2017 following his comments about women.

She said: "Yes, I have thought an awful lot about blowing up the White House. But I know that this won't change anything."

The Queen of Pop, however, issued an apology after her statement sparked controversy.

On the other hand, Trump told Sean Hannity Madonna's words were "disgusting" and what she did "was disgraceful" to the U.S.

Once a Trump supporter, Mark Cuban formally announced he was "#NeverTrump" and endorsed Clinton for president in July 2016.

Cuban said: "I don't hate the guy. Just don't want him to be president."

Trump and Megyn Kelly's feud broke out in 2015 when the journalist asked him about his treatment of women and how he called them "fat pigs, dogs, slobs and disgusting animals".

After the interview, the 78-year-old ex-president started targeting her in his social media posts.

Months later, she told Charlie Rose she never wanted to fight with him in the first place.

Kelly said: "He was obviously upset. That's fine. He's running for president, it's not a fun business, there's going to be ups and downs, and I know he considered that a down.

"So we just wanted to forge forward and try to put it behind us, not pour any more fuel on that fire."

Despite sharing the comment, Trump continuously attacked Kelly and reportedly brought up the debate question "a lot".

After Trump mocked a disabled reporter, Meryl Streep took her chance to criticize the politician in her Cecil B. DeMille Award acceptance speech at the 2017 Golden Globes.

She said: "And this instinct to humiliate when it's modeled by someone in the public platform, by someone powerful, it filters down into everybody's life because it kind of gives permission for other people to do the same thing.

"Disrespect invites disrespect. Violence incites violence."

In April 2011, Robert De Niro and Trump exchanged scathing statements after the former The Apprentice host questioned Barack Obama's citizenship status.

De Niro said: "A lot of these guys, their intentions are not even good. They're just playing the game. And they're playing with people's lives.

"It's crazy. They're making statements about people that they don't even back up. Go get the facts before you start saying things about people."

Meanwhile, Trump responded a few days later during an appearance on Fox & Friends. He said De Niro was "not the brightest bulb on the planet".

In 2016, the Killers of the Flower Moon actor showered Trump with insults, saying he wanted to punch him before calling him a "pig", "con" and "bulls--- artist".

Over a decade later, De Niro joined the celebrities who supported Trump's conviction in May when a Manhattan Criminal Courthouse jury found him guilty of 34 counts in the infamous hush money trial.

Long before Trump became the president, Rosie O'Donnell already clashed with him after he allowed Tara Conner to retain her title in 2006 despite drug use and underage drinking allegations.

She also targeted Trump's personal life and mocked his past marriages.

O'Donnell said: "He left the first wife – had an affair.

"He had kids both times, but he's the moral compass for 20-year-olds in America.

"Donald, sit and spin, my friend."

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