Politics feels like risky ground for many celebs, who often have their own brand image to be concerned about - knowing that aligning yourself one way or another will often alienate fans.
However, there are some who feel so strongly that they've been unable to hold back in spite of what it may mean for their career... or where they stand with the President of the United States of America.
Here are some of the biggest names who have publicly spoken out against Trump, both during his first term as president or more recently after he was sworn in for a second time earlier this year.
Rihanna
Rihanna's not held back on (X)
The day after Trump was first sworn in as president in 2017, Rihanna attended a Women’s March in protest of his policies, which were seen by many as misogynistic.
Advert
The following year, the singer also filed a cease-and-desist letter against Trump after her music was used at one of his rallies.
“It’s been said a million times, but here’s a million and one — Trump’s rallies are unlike anything else in politics,” CNN’s Philip Rucker tweeted at the time.
“Currently, Rihanna’s ‘Don’t Stop the Music’ is blaring in Chattanooga as aides toss free Trump T-shirts into the crowd, like a ball game. Everyone’s loving it.”
Quote-tweeting his post, Rihanna wrote: “Not for much longer... me nor my people would ever be at or around one of those tragic rallies, so thanks for the heads up Philip!”
Advert
Ouch.
Taylor Swift 
Taylor Swift (Gareth Cattermole/TAS24/Getty Images for TAS Rights Management)
While Swift previously kept herself tight-lipped on politics, in 2018 she publicly supported Democrats Phil Bredesen and Jim Cooper during the mid-term
"In the past I’ve been reluctant to publicly voice my political opinions. I feel very differently about that now,” she wrote on Instagram.
Advert
“I always have and always will cast my vote based on which candidate will protect and fight for the human rights I believe we all deserve in this country. I believe in the fight for LGBTQ rights, and that any form of discrimination based on sexual orientation or gender is WRONG.
“I believe that the systemic racism we still see in this country towards people of color is terrifying, sickening and prevalent.”
She did not mention Trump directly, but the following year said during an interview with The Guardian that his presidency felt like an ‘autocracy’.
Swift said the atmosphere in America at the time was ‘gaslighting the American public into being like, “If you hate the president, you hate America”.’
Advert
“We’re a democracy – at least, we’re supposed to be – where you’re allowed to disagree, dissent, debate,” she explained.
“I really think that he thinks this is an autocracy.”
Madonna
Advert
Madonna also attended the Women’s March in 2017, saying in a provocative speech: "Yes, I have thought an awful lot about blowing up the White House. But I know that this won't change anything."
She later issued an apology for what she said, while Trump labelled her remarks ‘disgusting’ and ‘disgraceful’ to America.
Snoop Dogg
Snoop’s 2017 music video for ‘Lavender’ showed him pointing a gun at a clown resembling Trump – something that the president naturally wasn’t too pleased about.
“Can you imagine what the outcry would be if @SnoopDogg, failing career and all, had aimed and fired the gun at President Obama?” he said.
“Jail time!”
In 2018, Snoop also said anyone who supported Trump was a racist.
“I tell them straight up motherf**ker,” the rapper said on DJ Suss One’s SiriusXM show.
"If you like that n****, you motherf**king racist. F**k you, and f**k him.”
However, things took a turn in 2020 when Trump granted clemency to Michael Harris, co-founder of Death Row Records, which prompted a change of heart from Snoop.
"I have nothing but love and respect for Donald Trump,” he told the Sunday Times in 2024.
“He ain't done nothing wrong to me. He has done only great things for me. He pardoned Michael Harris.”
He went on to perform at Trump’s second inauguration earlier this year.
Chrissy Teigen
Teigen is known for not mincing her words online – something that’s landed her in hot water many times in the past.
In 2017, she was blocked by Trump after savagely tweeting: “Lol no one likes you.”
Sharing a screenshot to show she’d been blocked, she wrote: “After 9 years of hating Donald J Trump, telling him 'lol no one likes you’ was the straw."
Earlier that year, she’d also told him to ‘Grow. The f**k. Up’ after he tweeted about the New York Times being a ‘Fake News Joke’.
And that’s a mere snapshot of Teigen’s swipes, which have also included branding the president a ‘p**** a** b****’ in 2019.
George Clooney
Last month, Clooney spoke out against the age-old clash between government and press.
“ABC has just settled a lawsuit with the Trump administration,” he said during a 60 Minutes interview to promote his Broadway play Good Night, and Good Luck, in which he plays veteran journalist Edward R Murrow.
“And CBS News is in the process … We’re seeing this idea of using government to scare or fine or use corporations – to make journalists smaller.”
The actor added: “Governments don’t like the freedom of the press. They never have. And that goes for whether you are a conservative or a liberal or whatever side you’re on. They don’t like the press."
Of course, this didn’t land too well with Trump, who took to Truth Social to retaliate.
“Why would the now highly discredited 60 Minutes be doing a total ‘puff piece’ on George Clooney, a second-rate movie ‘star’ and failed political pundit," he fumed.
“He fought hard for Sleepy Joe’s election, and then, right after the Debate, dumped him like a dog. Later, I assume under orders from the Obama camp, pushed all out for ‘Kamala,’ only to soon realise that this was not going to work out too well.”
Anna Wintour
Back in 2017, Wintour revealed that she had banned Trump from the Met Gala, despite the fact he and wife Melania had previously made regular appearances over the years.
During an appearance on James Corden’s The Late Late Show, she was forced to either name which of her famous guests she would not invite back, or eat a bowl of pickled pigs’ feet as a forfeit.
“Donald Trump,” she said.
Alyssa Milano
Milano spoke out in 2018 after Trump questioned claims from Christine Blasey Ford, who accused Supreme Court nominee Brett Kavanaugh of sexual assault.
"Hey, @realDonaldTrump, Listen the f**k up," she tweeted him.
"I was sexually assaulted twice. Once when I was a teenager. I never filed a police report and it took me 30 years to tell me parents. If any survivor of sexual assault would like to add to this please do so in the replies. #MeToo."
A year later, she also compared Trump’s MAGA following to the Ku Klux Klan.
“The red MAGA hat is the new white hood,” she said.
“Without white boys being able to empathize with other people, humanity will continue to destroy itself.”
Topics: Celebrity, Donald Trump, Politics, Taylor Swift, Chrissy Teigen, Rihanna, Madonna
Jess Hardiman