scorecard20 of Cher's best style moments from her decades-spanning career
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20 of Cher's best style moments from her decades-spanning career

Frank Olito   

20 of Cher's best style moments from her decades-spanning career
Cher has had some incredible fashion moments.Getty
  • Cher turns 75 on May 20.
  • Throughout her decades-spanning career, she has worn some dramatic looks.
  • She worked closely with designer Bob Mackie to create some of her most memorable fashion moments.

Coming off the success of "I Got You, Babe," Sonny and Cher performed at the Hollywood Bowl in 1966, and she wore a memorable yellow outfit.

Coming off the success of "I Got You, Babe," Sonny and Cher performed at the Hollywood Bowl in 1966, and she wore a memorable yellow outfit.
Cher at the Hollywood Bowl in 1966.      Michael Ochs Archives / Getty

This tank top with pants foreshadowed Cher's future fashion risks.

In 1968, Cher wore striped pants, a yellow shirt, and fur in a portrait with Sonny.

In 1968, Cher wore striped pants, a yellow shirt, and fur in a portrait with Sonny.
Cher and Sonny in 1968.      Michael Ochs Archives / Getty

The striped bell-bottom pants were all the rage back in the '60s and '70s.

"The Sonny and Cher Comedy Hour" debuted in 1971, and Cher wore this dazzling look in a promo the following year.

"The Sonny and Cher Comedy Hour" debuted in 1971, and Cher wore this dazzling look in a promo the following year.
Cher in 1972.      CBS Photo Archive / Getty

This see-through gown with a feathered headpiece hinted at the fashion Cher would wear in the coming decades.

In 1972, Cher wore a two-piece outfit that was covered in a floral design.

In 1972, Cher wore a two-piece outfit that was covered in a floral design.
Cher in 1972.      Michael Ochs Archives / Getty

Cher wore this look during a performance in 1972.

Cher wore another two-piece gown to the 1973 Academy Awards.

Cher wore another two-piece gown to the 1973 Academy Awards.
Sonny and Cher at the 1973 Academy Awards.      Ron Galella / Getty

The iconic gold gown was designed by Bob Mackie, who Cher collaborated with for the majority of her career and helped her become a fashion icon.

That same year, Cher showed up to the Golden Globes in yet another two-piece look.

That same year, Cher showed up to the Golden Globes in yet another two-piece look.
Cher at the 1973 Golden Globes.      Max B. Miller / Getty

"Others, like Cher, have used the event to pull boundary-pushing fashion moves, like when she wore a massive fur coat with a bikini top on the arm of Sonny Bono in 1973," Rachel Hahn at Vogue wrote in 2019.

Cher made fashion history in 1974 when she showed up to the Met Gala in what became known as the "naked dress."

Cher made fashion history in 1974 when she showed up to the Met Gala in what became known as the "naked dress."
Cher at the 1974 Met Gala.      Ron Galella/Getty Images

"Cher wore what is possibly one of the most famous dresses of all time at the 1974 Met Gala," Jessica Booth at Redbook wrote in 2019. "Designed by Bob Mackie, it was one of the first 'naked dresses' ever worn and featured a sheer beaded gown with white feathered sleeves and a white feathered skirt — no pasties included."

At the 1974 Academy Awards, Cher wore another Bob Mackie design.

At the 1974 Academy Awards, Cher wore another Bob Mackie design.
Cher at the 1974 Academy Awards.      Ron Galella / Getty

Vogue described this Mackie look as "a floral sarong-style dress skirt with a scant wrap-tie bralette and matching floral corsages around the neck and pinned up into the hair."

Around the time Cher wore this floral gown in 1974, she divorced Sonny and embarked on her solo career.

Around the time Cher wore this floral gown in 1974, she divorced Sonny and embarked on her solo career.
Cher in 1974.      Michael Ochs Archives / Getty

During this performance in 1974, Cher also wore a small green corset to break up the floral print.

In 1975, Cher began her own variety show and wore this stellar look in an episode.

In 1975, Cher began her own variety show and wore this stellar look in an episode.
Cher in 1975.      CBS Photo Archive / Getty

Cher's beige gown with a crisscrossing top was perfectly complemented by her blunt bob.

Cher wore another white gown on a different episode of her variety show.

Cher wore another white gown on a different episode of her variety show.
Cher on her show in 1975.      CBS Photo Archive / Getty

This wrap dress with a slit up the leg proved that the musician could even pull off a more simple look.

In the '80s, Cher jumped into acting and attended the 1983 Oscars with a long-sleeve gown.

In the
Cher at the 1973 Academy Awards.      Barry King / Getty

Bob Mackie designed this dress, which Vogue said "pleased the magpies with its light-catching iridescence and wholly sheer appearance."

To the Met Gala in 1985, Cher wore yet another Bob Mackie gown that went down in fashion history.

To the Met Gala in 1985, Cher wore yet another Bob Mackie gown that went down in fashion history.
Cher at the 1985 Met Gala.      Ron Galella / Getty

In 1985, the Met Gala was themed "Costumes of Royal India." Harper's Bazaar recently called this dress one of the "most iconic Met Gala dresses of all time."

In 1986, Cher made headlines in this showgirl-inspired ensemble at the Academy Awards.

In 1986, Cher made headlines in this showgirl-inspired ensemble at the Academy Awards.
Cher at the 1986 Academy Awards.      AP

"Remember when actor Don Ameche won an Oscar for Best Supporting Actor in Cocoon?'" CNN wrote in 2020. "Of course not; we were too enchanted by the woman presenting him with a statuette: Cher, in a bat-crazy mash-up of witchy showgirl and Halloween Big Bird."

Cher accepted her Academy Award in 1988 while wearing another Bob Mackie dress.

Cher accepted her Academy Award in 1988 while wearing another Bob Mackie dress.
Cher at the 1988 Academy Awards.      Barry King / Getty

In 1988, Cher took home the Oscar for best actress for her role in "Moonstruck." On the red carpet, she showed off her award and her embellished Bob Mackie dress, which she wore with large earrings and a stole.

Cher leaned into her movie-star status in 1991 when she wore this red gown.

Cher leaned into her movie-star status in 1991 when she wore this red gown.
Cher in 1991.      Barry King / Getty

Cher was spotted in this red sequin dress and tassel earrings, marking a new era in her fashion.

In 1992, Cher embarked on her "Love Hurts Tour" where she wore some iconic looks.

In 1992, Cher embarked on her "Love Hurts Tour" where she wore some iconic looks.
Cher in 1992.      Pete Still / Getty

Cher wore this cutout jumpsuit during a performance at the Wembley Arena in London.

She wowed in a completely different ensemble during the same tour.

She wowed in a completely different ensemble during the same tour.
Cher in 1992.      Michael Putland / Getty

Cher wore pants, a long blazer, and huge hair to this performance at Wembley Arena in London.

At the 2017 Golden Globes, she wore an all-black dress with horizontal straps.

At the 2017 Golden Globes, she wore an all-black dress with horizontal straps.
Chet at the 2017 Golden Globes.      Michael Putland / Getty

The front of the dress resembled a lace-up corset.

Cher revived her cutout jumpsuit during the Billboard Music Awards in 2017.

Cher revived her cutout jumpsuit during the Billboard Music Awards in 2017.
Cher at the 2017 Billboard Music Awards.      Ethan Miller / Getty

That year, Cher accepted the Icon Award and proved she could still pull off some of her most daring fashion looks even at 71.

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