Halloween has long given celebrities one night a year to reinvent themselves as almost anyone imaginable.
For celebrities, Halloween has long been the perfect opportunity to step into an entirely different identity.
Many stars use October 31 to bring their boldest fashion ideas to life, recreating pop culture icons and taking on daring characters from film and television.
While some are celebrated for their imagination, others have faced fierce criticism over controversial Halloween costume choices.
Past costumes have touched on deeply sensitive subjects, including deceased celebrities, abuse, racism and even pedophilia. But which stars have previously appeared in some of the most upsetting outfits?
The list includes Bill Maher, who portrayed the late Steve Irwin with a fake stingray barb and blood across his chest, and Julianne Hough, who faced backlash after wearing blackface while dressing as a character from Orange is the New Black.
Here, the Daily Mail revisits some of the most offensive celebrity Halloween costumes from years past.
Chloë Sevigny dressed as dead Princess Diana in 1999
Chloë Sevigny dressed as a dead Princess Diana in 1999 – two years after her fatal Paris crash
The beloved former member of the Royal Family passed away in 1997 – pictured that April
In 1999, actress Chloë Sevigny appeared in a costume portraying Princess Diana as dead.
The much-loved former member of the British Royal Family had died in a Paris car crash just two years earlier.
Sevigny appeared to reference the accident with a cut on her chin and dark makeup around both eyes, while additional cosmetics gave her complexion a paler appearance.
Her beige blazer left little doubt about the reference, with the words ‘Die Di’ written across the lapel.
Bill Maher as dead Steve Irwin in 2006
Comedian Bill Maher in his Steve Irwin costume, left, just one month after the animal enthusiast, right, died in a stingray attack in 2006
Comedian and political commentator Bill Maher also drew criticism for dressing as beloved animal expert and television personality Steve Irwin, just one month after Irwin died in a stingray attack in September 2006.
Maher recreated Irwin’s ‘The Crocodile Hunter’ persona, adding a fake stingray barb protruding from his chest.
He later discussed the costume on his talk show, saying: ‘People who really love animals understand if you get killed by one, chances are you were doing something to it you shouldn’t have been.’
Julianne Hough in blackface as Crazy Eyes from Orange Is The New Black in 2013
Former Dancing With The Stars pro Julianne Hough channels Crazy Eyes (played by Uzo Aduba) from Netflix show Orange Is The New Black
Former Dancing With The Stars professional Julianne Hough became one of the most widely cited examples of a controversial celebrity Halloween costume when she dressed as Crazy Eyes, the character played by Uzo Aduba in the Netflix series Orange Is The New Black.
Her use of blackface sparked widespread offense. The racist practice involves applying makeup to caricature Black people, a tradition rooted in 19th-century minstrel shows that perpetuates harmful and degrading stereotypes.
She later apologized for the costume on X as she said: ‘It certainly was never my intention to be disrespectful or demeaning to anyone in any way.
‘I realize my costume hurt and offended people and I truly apologize.’
Julia Fox as a blood-soaked Jackie Kennedy in 2025
Last year, model Julia Fox shocked fans as a blood-soaked Jackie Kennedy
In 2025, model Julia Fox shocked fans after she stepped out as Jackie Kennedy in the immediate aftermath of John F. Kennedy’s assassination.
She opted for a replica of Jackie’s iconic pink Chanel-style skirt suit before heavily staining it with fake blood.
Fox later took to Instagram to share the reasoning behind the outfit, writing that it was not a costume but a ‘statement.’
‘When her husband was assassinated, she refused to change out of her blood-stained clothes, saying, “I want them to see what they’ve done.” The image of the delicate pink suit splattered with blood is one of the most haunting juxtapositions in modern history. Beauty and horror. Poise and devastation,’ the actress wrote.
Khloe Kardashian as a pimp with four Black women in 2003
Khloe Kardashian once dressed as a pimp in 2003 with her friends twins Malika and Khadijah Haqq, actor Meagan Good, and Good’s sister La’Myia Good – hooked onto chains from their necks
Khloe Kardashian once dressed as a pimp in 2003 as she was joined by her Black friends, twins Malika and Khadijah Haqq, actor Meagan Good, and Good’s sister La’Myia Good.
Her friends sported apparent dog collars while dressed in lingerie, while Kardashian held onto chains connected to them.
Kardashian has never addressed the costume but Meagan did in 2019 as she wrote: ‘That one time on Halloween when you were young and dumb.
‘And clearly didn’t think 15 years ahead lol smh. Welp, mistakes were made.’
Emily Hampshire and a friend dressed as Johnny Depp and Amber Heard in 2023
Schitt’s Creek star Emily Hampshire and a friend dressed as Johnny Depp and Amber Heard in 2023 – just a year after the Hollywood A-listers’ defamation case
Depp and Heard are pictured in 2011
Schitt’s Creek star Emily Hampshire and a friend dressed as Johnny Depp and Amber Heard just a year after their defamation case, sparked by Heard’s claims that Depp had abused her. The actor strongly denied all allegations made by his ex-wife.
The photos from the Instagram post showed Hampshire holding a bottle of wine as their friend channeled Heard with an upset face.
The post was later deleted and Hampshire issued an apology. She wrote: ‘I am deeply sorry and ashamed for putting something that awful out in the universe. Domestic abuse is never, ever funny.’
Depp famously lost the libel action which he brought at the UK High Court in 2020, after being called a ‘wife beater,’ but successfully brought a libel action against Amber in a US court in 2022. The jury also ruled with Heard on one of her three countersuit claims, finding Johnny’s lawyer had defamed her in that instance.
As a result of the controversy, Depp’s reputation took a battering with his stock as one of the world’s leading actors dramatically falling amid sensational headlines of domestic abuse, sexual violence, drug taking and excessive drinking.
Scott Disick as an Arab sheik in 2014
Scott Disick was accused of cultural appropriation after he dressed as an Arab sheik in 2014
Scott Disick was accused of cultural appropriation – and insensitivity – after he dressed up in traditional Arab sheik garb back in 2014.
He uploaded a snapshot to Instagram that showed him beside two luxury cars, alongside a caption that read: ‘Happy Halloween! We getting Arab money tonight.’
The controversy later surfaced on Keeping Up With The Kardashians, including a deleted scene where Scott and Kourtney Kardashian argued over the fallout from the costume.
Adrianne Curry as Amy Winehouse with a syringe in 2011
ANTM winner Adrianne Curry channeled Amy Winehouse before her death with a questionable outfit and syringe at her arm – referencing the late star’s addiction battles in 2011
Winehouse died of alcohol intoxication less than two years later in July 2011 – pictured 2007
Model and television personality Adrianne Curry channeled Amy Winehouse before she died.
She referenced the singer’s drug and alcohol issues by pretending to shoot up with a fake syringe.
Winehouse died of alcohol intoxication less than two years later in July 2011.
Tana Mongeau as sexy Jojo Siwa, who was 15 at the time, in 2018
YouTube star Tana Mongeau dressed as a sexualized version of Jojo Siwa in 2018 – when the star was only 15
Siwa is pictured with her mom Jessalynn in 2018 aged 15
YouTube star Tana Mongeau dressed as a sexualized version of Jojo Siwa in 2018, however, the influencer was only 15 years old at the time.
Tana wore a pink bra and thong, blue ribbons, with Siwa’s signature hair ribbons in a post she captioned: ‘HOE HOE SIWA.’
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If that wasn’t enough she even tagged the Dance Moms star.
Tana later addressed the controversy to her fans as she wrote: ‘Hey guys! Saw some tweets about my Jojo costume and I just wanna clarify before things get crazy. Jojo is a great friend of mine and I would never intend to sexualize HER, I literally think that anything like that is gross as f**k.’
Gwen Stefani in Hurricane Sandy costume in 2014
No Doubt frontwoman Gwen Stefani combined Hurricane Sandy and Grease for her questionable 2014 look
No Doubt frontwoman Gwen Stefani is the only person on this list who was torched for poking fun at a natural disaster.
She referenced 2012 tropical cyclone Hurricane Sandy, which killed more than 200 and devastated the Caribbean.
The singer was dressed as a pun to the name by wearing a costume of Sandy from 1978 classic Grease with a bloody head wound to reference the hurricane.
Harry Hamlin wearing swastika T-Shirt as Sid Vicious in 2015
Harry Hamlin and Lisa Rinna publicly apologized after Hamlin dressed as Sid Vicious – complete with a Nazi swastika shirt in 2015
Spungen was found stabbed to death in a NYC hotel room in October 1978. Vicious claimed that he had killed her before recanting his confession and saying he didn’t remember what happened – pictured 1978
Harry Hamlin and wife Lisa Rinna publicly apologized after Hamlin dressed as Sid Vicious – complete with a Nazi swastika shirt in 2015.
Posing as the late bassist of The Sex Pistols, who was accused of murdering his girlfriend Nancy Spungen – the couple were quickly put on blast.
Rinna later posted an apology on Instagram as she wrote: ‘If I hurt you, we were being authentic to the characters of Sid and Nancy for our Halloween costumes. It hurt and angered many of you and we are deeply sorry for that.
‘That was never our intention. We did not mean to offend.’
Spungen was found stabbed to death in a NYC hotel room in October 1978.
Vicious claimed that he had killed her before recanting his confession and saying he did not remember what happened.
He later died from an overdose aged just 21 after being released on bail.
Billie Eilish and Jesse Rutherford in age-gap costume in 2022
In 2021, Billie Eilish and then-boyfriend Jesse Rutherford found themselves in hot water as they playfully referenced the age gap in their relationship
Eilish was 20 at the time and Rutherford was 31 so they faced plenty of criticism over their age gap – including the fact that he had known her since she was 15 – pictured 2022
In 2021, Billie Eilish and then-boyfriend Jesse Rutherford found themselves in hot water as they playfully referenced the age gap in their relationship.
Eilish was 20 at the time and Rutherford was 31 so they faced plenty of criticism over their age gap – including the fact that he had known her since she was 15 – by fans.
They tried to poke fun of this with their Halloween costumes as Eilish dressed as a baby and Rutherford donned the look of a much older man.
Jeff Ross as Joe Paterno with football players wearing towels in 2012
Comedian Jeff Ross dressed as controversial college football coach Joe Paterno in 2012
Comedian Jeff Ross showed up to the Comedy Central Roast Of Roseanne Barr as controversial college football coach Joe Paterno.
As if that wasn’t grim enough, he was joined by two men who wore nothing but football helmets and towels.
Paterno’s career ended a year before in 2011 as the result of the Penn State child sex abuse scandal.
His assistant coach Jerry Sandusky was indicted on 52 counts of child molestation, stemming from incidents that occurred between 1994 and 2009.
Sandusky was ultimately convicted on 45 counts of child sex abuse in June 2012.
Chris Brown as member of Taliban in 2012
Singer Chris Brown seemingly dressed up as a member of the Taliban for Halloween in 2012
Chris Brown attended Rihanna’s Halloween party seemingly dressed as a member of terrorist organization Taliban.
He never addressed the backlash personally but his mother later posted on X: ‘HALLOWEEN IS FOR FUN NOTHING MORE THAN JUST FUN.
‘GET A LIFE PLEASE.’
OJ Simpson as a gynecologist named Seymour Bush
In 2018 former accused murderer OJ Simpson, fresh off his prison release, dressed as a gynecologist Dr Seymour Bush
Around 13 years after Simpson was acquitted for the double-murder of his ex-wife Nicole Brown Simpson and her friend Ron Goldman, he was arrested for the Vegas robbery. Pictured: The former couple in 1993
In 2018, a recently released-from-prison OJ dressed as a gynecologist with a name tag that read ‘Dr Seymour Bush’ at a costume party in Las Vegas.
Simpson was found guilty in 2008 after he robbed a memorabilia dealer at gunpoint.
The Naked Gun star was sentenced to 33 years behind bars, but was released on parole in 2017 after serving just nine.
Simpson’s prison sentence came around 13 years after he was acquitted for the double-murder of his ex-wife Nicole Brown Simpson and her friend Ron Goldman.
Shaun White as Simple Jack in 2018
Shaun White courted controversy in 2018 as he channeled Tropic Thunder character Simple Jack – and was slammed by the Special Olympics
Newly single Shaun White courted controversy in 2018 as he channeled Tropic Thunder character Simple Jack.
Simple Jack is a fictional character with intellectual disabilities within the comedy film as portrayed by Ben Stiller.
White was called out by Special Olympics and he later apologized to them by posting: ‘The Special Olympics were right to call me out on it.
‘They do great work supporting so many tremendous athletes and I am sorry for being insensitive. Lesson learned.’
Ashley Benson as Cecil The Lion in 2015
Ashley Benson was blasted after she seemingly dressed up as lion famed for being killed by a trophy hunter
Ashley Benson was blasted on social media as she dressed as Cecil the Lion for an advertisement.
The animal was named in the original upload but it was later edited before the post was ultimately deleted.
Cecil the Lion was killed in July 2015 by American dentist and trophy hunter Walter Palmer in Zimbabwe’s Hwange National Park and stirred up plenty of controversy at the time.
She later tried to deny that it referenced the slain animal as she wrote: ‘Yesterday’s post was in poor taste and I absolutely regret all of the hurt that photo caused.
‘My costume was not Cecil the Lion, when I saw that, I contacted my management who handled the post and had it immediately changed.’
Heidi Klum as Hindu goddess Kali in 2008
Queen of Halloween Heidi Klum was slammed for her 2008 Hindu goddess outfit
Heidi Klum is considered the ‘Queen of Halloween’ by many as she has thrown a star-packed party every year with her outfit always being the most intricate.
However, in 2008 she dressed as Hindu goddess Kali who symbolizes death and time, along with doomsday, sexuality and violence, along with maternal instincts and love.
The outfit had stirred up controversy among many, especially Hindu people. She has never addressed the controversy.
But Heidi is far from the only famous face accused of cultural appropriation or being racially insensitive at Halloween – see the full rundown below…
Justin Trudeau in brownface in 2001
Kate Hudson and friends as Bhagwan Shree Rajneesh and followers (as referenced in 2018 Netflix documentary Wild Wild Country)
Colton Haynes in blackface as Kanye West in 2011 (left) and brownface as Gandhi in 2012 (right)
Luann de Lesseps in blackface as Diana Ross in 2018
Jason Aldean in blackface as Lil Wayne in 2015
Joni Mitchell using blackface as a black man for a Halloween party in 1976
Hilary Duff and then-boyfriend Jason Walsh as a pilgrim and Native American in 2016
Nicky Hilton as a Native American in 2015
Chrissy Teigen and John Legend as cowboy and Native American in 2008
Tia Mowry as a geisha in 2013