Worst Dressed at the Oscars Retrospective
These dresses were so horrendous, we just had to bring this list back. Who knows what crazy dresses the stars will show up in this year at the Academy Awards!
At the Oscars, Hollywood’s biggest night, it should be easy for the stars to look like a million bucks—after all, they have their pick of gorgeous gowns by designers from Armani to Zac Posen. Yet, fashion faux pas do happen and here, we recall the dresses that made us cringe and yell “Why?” at our TV screens over the last decade. Let’s hope we don’t have to add more names to this list after the 83nd Annual Academy Awards airs this Sunday, February 27 (8 p.m. ET/5 p.m. PT, ABC).
Gorgeous supermodel Tyra Banks looked like she was going to the prom instead of the Academy Awards in this frou-frou lavender Cinderella gown by Vera Wang in 2000. Even though her bling was the bomb—she wore a saffron-colored diamond on her $9 million, 82-carat Harry Winston necklace—it wasn’t shiny enough to distract from her purple monstrosity.
Remember when Angelina Jolie used to be really creepy? No? Well, let us remind you. Here she is back in 2000 attending the Oscars with her brother, who she would bizarrely kiss after she won for best actress in a supporting role for Girl, Interrupted. People weren’t sure if it was Morticia or a witch accepting the award in this scary goth get-up.