Photography Ron Galella via Getty ImagesFashion / ListsFashion / ListsOscars red carpet: The 17 most controversial outfits of all timeFrom J-Lo drag and LSD trips, to backward suits and naked dresses, these are the looks that shook the Academy AwardsShareLink copied ✔️March 14, 2026March 14, 2026TextElliot HosteControversial Oscars outfits It’s that time of year again. This weekend, the Academy Awards is back for its 98th edition, and with another Oscars ceremony comes yet more red carpet fashion. While we wait to see what today’s stars churn out, awards season also gets us thinking about those red carpet looks that got some backlash, but were iconic nonetheless. The Academy Awards has had more than its fair share of those moments, and will likely have more after Sunday night’s awards. For all our favourites from the past, scroll down for the 17 most controversial Oscars looks of all time. 1. CELINE DION, 1999 Celine Dion in John Galliano, 1999Photography Jim Smeal/Ron Galella via Getty Images In 1999, not only did Celine Dion flout the Academy’s black tie traditions by wearing a slouchy John Galliano suit, she also put it on backwards too. The singer, who was there to perform “My Heart Will Go On” from the Titanic soundtrack, accessorised the outfit with an architectural trilby and diamantéd glasses, ensuring that it went down in history as one of the ceremony’s most polarising outfits. 2. BJÖRK, 2001 Björk in Marjan Pejoski, 2001Photography Mirek Towski/FilmMagic via Getty Images Björk’s iconic swan dress needs no introduction. Created by the Macedonian designer Marjan Pejoski, the look was instantly ripped apart by critics, but has since become so famous it has its own Wikipedia page. 3. ANGELINA JOLIE, 2012 Angelina Jolie in Atelier Versace, 2012Photography Ethan Miller via Getty Images The controversy surrounding this Atelier Versace look was less for the actual dress and more for the way Angelina Jolie displayed it, brandishing her right leg from its thigh-high split. For those old enough to remember, 2012 Twitter subsequently went into a meltdown, and #AngiesRightLeg was the talk of the town for days after. 4. CHER, 1986 Cher in Bob Mackie, 1986Photography Bettmann via Getty Images In 1986, Cher turned up to the 58th Academy Awards in a midriff-baring, bedazzled gown by Bob Mackie, along with an enormous plumed headdress to match. As well as stealing the spotlight and dominating headlines the next day, the look was reportedly a way to get back at the Academy after it failed to nominate her for her role in Mask that year. 5. NICOLE KIDMAN, 1997 Nicole Kidman in Dior couture, 1997Photography Kevin Mazur Archive/WireImage via Getty Images By today’s standards, it’s hard to see what’s wrong with this – but 1997 was a different time. Back then Nicole Kidman’s chartreuse Dior couture gown was apparently so offensive Joan Rivers blurted out “What an ugly dress!” during the live broadcast. Though it was controversial at the time, Kidman’s Galliano creation is now credited with popularising Haute Couture on American red carpets. 6. KIM BASINGER, 1990 Kim Basinger, 1990Photography Ron Galella via Getty Images The actor’s 1990 Franken-gown got a lot of heat from the press for its unusual style – a dress-tux hybrid with an embellished opera glove. Basinger took a punt by designing the look herself, but it was universally panned by critics. 7. LIZZY GARDINER, 1995 Lizzy Gardiner, 1995Photography Barry King/Liaison via Getty Images In 1995, Lizzy Gardiner won the costume design Oscar for Priscilla, Queen of the Desert, and took to the stage in a gown formed of 254 American Express Gold cards. Gardiner didn’t think she would win, and the dress was meant to be a bit of fun, but she later said that people “felt upstaged or pissed off that I wasn’t taking things as seriously as I should”. 8. BARBARA STREISAND, 1969 Barbara Streisand, 1969Photography Ron Galella via Getty Images Barbara Streisand won her Best Actress Oscar in 1969 for Funny Girl, and wore an Arnold Scaasi pantsuit while collecting it. Little did she know, the auditorium’s bright lights would turn the outfit completely sheer, scandalising the world in the process. 9. PHARRELL, 2014 Pharrell in Lanvin, 2014Photography Gregg DeGuire/WireImage via Getty Images Although the Academy’s black tie stipulations are more guidance than unwavering rule, Pharrell Williams caused a bit of a stir when he decided to wear shorts to the ceremony in 2014. He soon switched into that massive Vivienne Westwood hat to perform his hit “Happy”, but ended up losing Best Original Song to “Let It Go”. 10. DEMI MOORE, 1989 Demi Moore, 1989Photography Jim Smeal/Ron Galella via Getty Images Someone else who caused a stir for wearing shorts was Demi Moore, who layered a velvet corset over lycra cut-offs at the 1989 awards. Famously a DIY construction made by Moore herself, the look was panned by critics.. “Maybe I was a little ahead of my time. Maybe I didn’t quite execute it,” she told WWD in 2026. 11. GWYNETH PALTROW, 2002 Gwyneth Paltrow in Alexander McQueen, 2002Photography KMazur/WireImage via Getty Images This is another look that seems quite tame by today’s standards, but proved extremely controversial at the time. “The actress didn’t even try to cover up in see-through Alexander McQueen and a bucketful of eyeliner that she must have borrowed from Margot Tenenbaum,” Entertainment Weekly wrote of the black, sleeveless gown. Years later, Paltrow commented, “I should have worn a bra”. 12. TREY PARKER AND MATT STONE, 2000 Matt Stone and Trey Parker, 2000Photography Ron Galella via Getty Images When you invite the creators of South Park to the Oscars, you should expect tomfoolery – and by Jove that’s what the Academy got! At the turn of the millennium, Trey Parker and Matt Stone turned up in J-Lo and Gwenyth Paltrow drag, and several other attendees weren’t impressed. They later admitted to being on LSD throughout the ceremony. 13. EDY WILLIAMS, 1986 Edy Williams, 1986Photography Ron Galella via Getty Images American actress Edy Williams is known as the queen of the controversial Oscars look, and has worn risqué outfits numerous times. The most daring, though, was when she arrived at the 1986 awards in nothing but several strings of pearls draped strategically across her body. 14. TEMS, 2023 Tems in Lever Couture, 2023Photography Emma McIntyre via Getty Images Unlike many on this list, Tems’ 2023 Lever Couture gown wasn’t controversial for being revealing or plain ugly – it went massively viral for blocking the view of the people sitting behind her. Sorry to those men! 15. WHOOPI GOLDBERG, 1993 Whoopi Goldberg, 1993Photography Kevin Mazur/WireImage via Getty Images Whoopi Goldberg’s green and purple pantsuit-cum-gown has never been accredited to a specific designer – and maybe that’s for the best. The look received very mixed reviews when she wore it to the 1993 awards, and has gone down in history as one of the Oscar’s most contentious looks. 16. UMA THURMAN, 2004 Uma Thurman in Christian Lacroix, 2004Photography Gregg DeGuire/WireImage via Getty Images Uma Thurman’s Christian Lacroix milkmaid dress landed her on worst dressed lists in 2004, but it was an iconic fashion moment nonetheless. Since then Thurman has reportedly called it her “most embarrassing experience”. 17. GEENA DAVIS, 1992 Geena Davis in Ruth Meyers, 1992Photography Ron Galella via Getty Images In 1992, Geena Davis lost out on a Best Actress award for her role in Thelma & Louise, but instead went home with the consolation prize: most controversial look of the night. Her ruffled, high-low minidress, made by costume designer Ruth Meyers, took a lashing from the press, and Davis herself has said that she was “surprised” by the backlash. Escape the algorithm! 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