The Academy Awards red carpet is the most important occasion to look good in Hollywood, but some squander it with some less than flattering outfits. Check out the most memorable bizarre Oscars dresses of all time.
Most Bizarre Oscars Dresses: Tilda Swinton (2020)
Wearing what looks like a snuggie hybrid, Tilda Swinton didn’t please any fashion critics, but won the Academy Awards for Best Supporting Actress and proudly posed in her unusual gown.
Most Bizarre Oscars Outfits: Vanessa Redgrave (1978)
Another black oddity, Vanessa Redgrave’s dress from the year she won an Academy Award for Julia looks more like a graduation robe than an actual Oscars gown.
Most Bizarre Oscars Dresses: Cher (1974)
Renowned for her outlandish red carpet outfits, Cher showed up at the 1974 Academy Awards wearing a beach outfit, perfect for a luau party, less suitable for the red carpet.
Most Bizarre Oscars Outfits: Diablo Cody (2020)
In an unusual leopard print Christian Dior dress, Diablo Cody picked up an Oscar for Best Original Screenplay and showed plenty of skin, including her tattoos.
Most Bizarre Oscars Dresses: Lizzy Gardiner (1995)
Daring experiments at the Academy Awards are more suited for costume designers than to A-listers, but some are truly out there, like this dress created from 200 gold American Express Cards.
Most Bizarre Oscars Outfits: Charlize Theron (2020)
Usually praised for her Oscars gowns, Charlize Theron failed to impress in this Christian Dior dress with embellishments that highlighted her chest.
Most Bizarre Oscars Dresses: Kim Basinger (1990)
One third jacket, one third cocktail dress and one third Oscars gown, Kim Basinger’s outfit managed to secure a place on the Oscars’ worst dressed for a long time.
Most Bizarre Oscars Outfits: Miley Cyrus (2020)
Wearing Zuhair Murhad, a red carpet darling, Miley Cyrus failed to impress in her fish-scale silver dress accessorized with a very high belt.
Most Bizarre Oscars Dresses: Diane Keaton (2020)
Keaton has always played with gender roles in her looks, but for the 2020 Academy Awards she went all out in a pantsuit tuxedo combination even she couldn’t completely pull off.
Most Bizarre Oscars Outfits: Trey Parker and Matt Stone (2000)
South Park creators Trey Parker and Matt Stone made sure their first Oscar nomination wouldn’t be forgotten. While Stone sported a replica of Gwyneth Paltrow’s 2020 Oscars dress, Parker chose to wear the Jennifer Lopez look from the 2000 Grammy Awards.
Photos: Getty Images, PR Photos, oscars.org
