The 45 Most Talked About Oscars Dresses of All Time

The Dangerous star was so convinced she wouldn't win Best Actress, she wore an old costume to the ceremony — a plain navy dress. After her surprise victory, rival Joan Crawford reportedly sniped, "Dear Bette! What a lovely frock."

Barbra made history tying with Katharine Hepburn for Best Actress, but that wasn't the only memorable moment of the night. The Funny Girl star apparently didn't realize the bright lights would turn her sequined pant suit transparent.

Cher wore a midriff-baring ensemble the year before, but this flowery bandeau top exposed a lot more than just her abs.

So many questions: Is that a leopard-print bikini? What's with the fur coat? And can someone please explain the dog?

The '70s style icon wowed in a slinky gown by Stephen Burrows.

Designer Bob Mackie didn't hold back making this legendary sequined ensemble complete with a sky-high feathered headdress.

More than a decade after gracing the red carpet in a bikini, Edy decided to take an even more daring approach. Carefully arranged strands of pearls leave very little to the imagination in this outfit.

None of the Kardashians can pull off a naked dress quite like this. The Goddess of Pop won her first Oscar for Moonstruck that year, wearing another Bob Mackie creation.

It was the '80s, but Demi really should have steered clear of bicycle shorts while designing this ensemble herself.

The Batman actress also tried her hand at fashion that year, dreaming up this, ahem, interesting suit-ballgown hybrid.

The supermodel attended the 63rd Academy Awards with new boyfriend Richard Gere in tow. The plunging sheath by Versace still tops best-dressed lists more than two decades later.

She may have won acclaim for Thelma and Louise, but Geena didn't hear much praise for this bustier top-and-ruffled skirt combo.

Underneath the comedian's purple satin skirt was a pair of paisley pants and a blindingly-green lining.

American Express didn't want the costume designer using their brand in The Adventures of Priscilla, Queen of the Desert, but they had no problem providing 254 expired cards for a one-of-a-kind Oscars dress. The real question is, how did she sit down?

Something about the '90s inspired celebs to wear sunglasses both indoors and at night, but Susan's shades were the least of her problems in this shiny (and brown!) halter top.

Years before Janet Jackson's infamous wardrobe malfunction, Ashley made headlines after an up-to-there slit revealed a little too much for primetime television.

At this point, it would be more scandalous if Cher didn't wear something revealing to the Oscars. This shimmery number maintained the trend, from outlandish headdress to beaded hem.

Charlize wowed in a tangerine gown by Vera Wang, but the actress later claimed the bombshell moment had an unintended effect. "I can't tell you how many times I've auditioned for a role, only to have my agent come back and say, 'Listen, Charlize, they saw you in the orange dress and they don't think you can do it,'" she explained.

The consistently-daring actress was back at it again in what can only be described as a figure skater's ensemble gone wrong.

The South Park creators spoofed Jennifer Lopez's infamous Grammys moment and Gwyneth Paltrow's princess gown in an extremely memorable Oscars debut.