Oscars style: See some of the best fashion blasts from the pasts

Oscars style: See some of the best fashion blasts from the pasts


As we inch closer to this year’s Oscars, one question besides, “Who will win?” is “What will everyone wear?”

While this year’s occasion will be unlike any other, tuning in for the fashion, whether in-person or virtual, still remains a fun sight to see.

Wondering how everyone will piece together their ensembles? You’re not alone.

A few clues include that not one best actress winner in the past decade has had a slit in their gown.

Another fun fact is that only three of the past 20 winners (best actress and best supporting actress) wore strapless, according to style expert Melissa Garcia who’s researched and analyzed past looks.

Scroll ahead to see Oscars fashion blasts from the pasts as well as some future predictions.

Oscars fashion blasts from the past

Janet Gaynor was the first-ever recipient of the highly acclaimed award, and she casually wore a gray top, white skirt, and lace-up flat shoes.


PHOTO: In this Feb. 7, 1929 file photo, Janet Gaynor receives the Academy Award for best actress in film Sunny Side Up.

Shortly after Gaynor’s win, Oscars style evolved and celebrities would wear paparazzi-ready looks.

Audrey Hepburn marveled in a belted floral print look by Givenchy as she accepted the 1954 award for her role in “Roman Holiday.”

There was also Barbara Streisand in 1969 who was one of the first best actress winners to wear a sparkling two-piece ensemble that included pants.

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PHOTO: In this April 14, 1969, file photo, Jack Albertson, Barbra Streisand and Anthony Harvey pose with their Oscars at the 41st Academy Awards.

“I had no idea that when the lights hit that outfit, it would become transparent,” Streisand told W magazine in a 2016. “I wanted a white collar and cuffs, which it had, and I wore my hair under my chin, because I thought to myself, I’m going to win two Oscars in my lifetime, and I’ll be more conservative next time.”

A few years later, Jane Fonda wore a pantsuit by Yves Saint Laurent.

It’s also hard to ever forget Cher’s iconic embellished Bob Mackie ensemble in 1988 when she won for her leading role in “Moonstruck.”


PHOTO: In this April 11, 1988, file photo, Cher holds her Best Actress in a Leading Role Oscar for "Moonstruck" at the Academy Awards in Los Angeles.

Fast Forward to the early 2000s and many of us couldn’t get enough of Halle Berry’s embroidered Elie Saab gown that was a total “wow” moment and ultimately helped the Lebanese designer gain more expores.


PHOTO: In this March 24, 2002, file photo, Halle Berry arrives for the 74th Annual Academy Awards held at the Kodak Theatre in Hollywood.

“Halle Berry made the name Elie Saab more popular … She managed to really put the name Elie Saab on the international market,” the designer told Vogue in 2019. “[That time] was a better time for cinema in general. [Halle Berry] was the first woman of color [to receive the Oscar for Best Actress] … It was elegant and daring and chic. I think this moment was a very exceptional moment for cinema.”

In 2019, Olivia Coleman was gorgeous in a green Prada look that included pockets. She received the best actress award for her role as Queen Anne in “The Favourite.”


After over a year of quarantine, it’s hard to say how celebrities will show off their awards style but we are betting big on seeing incredible looks from Academy Awards nominees such as Andra Day, Amanda Seyfried, Viola Davis and more.

The 2021 Oscars will air Sunday, April 25, live on ABC at 8 p.m. ET/5 p.m. PT.

Editor’s Note: This story originally published on February 7, 2020.

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