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Wacky and Wonderful Grammys Looks Throughout the Years

Head-turning fashions at the annual music awards show

(Left to right) Michael Jackson at the 26th Annual Grammy Awards on Feb. 28, 1984; Madonna at the 57th Annual Grammy Awards on Feb. 8, 2015.
(Left to right) Michael Jackson at the 26th Annual Grammy Awards on Feb. 28, 1984; Madonna at the 57th Annual Grammy Awards on Feb. 8, 2015.
Doug Pizac/AP Photo; Frank Trapper/Corbis via Getty Images

There is red carpet fashion — then there is Grammys red carpet fashion.

Music’s biggest night has always been known for its over-the-top stunts (Lady Gaga arriving in a pod) and cutting-edge looks (J.Lo’s cut-down-to-there gown).

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In advance of the awards show’s milestone 65th anniversary — which airs Sunday, Feb. 5 at 7 p.m. ET on CBS — here’s a look at some of the most talked-about style moments from years past. And make sure to check back here for all of our post-Grammy coverage.

Entertainer Cher attends the Grammy awards wearing a large butterfly pin in her hair on March 2, 1974 in Los Angeles, California.
Michael Ochs Archives/Getty Images

Cher, 1974

The original over-the-top style icon, Cher never disappoints. At the 1974 Grammys, the singer wore a sheer flowing top, harem pants and a bikini-style bandeau adorned with a sequined butterfly. To crown the look, a matching butterfly clip held back her long jet-black locks.

Michael Jackson at the 26th Annual Grammy Awards
Ron Galella/Ron Galella Collection via Getty Images

Michael Jackson, 1984

The King of Pop drew attention — and, at the time, a record-breaking eight awards — at the 26th Grammys. Jackson wore a military-style sequined jacket with epaulets, aviator glasses and his signature white glove (sequined, of course).

Presenter Jennifer Lopez poses backstage at the 42nd Annual Grammy Awards in Los Angeles February 23, 2000.
Brenda Chase/Getty Images

Jennifer Lopez, 2000

When it comes to top award show style moments, Jennifer Lopez’s jaw-dropping Versace gown worn to the 42nd Grammys wins hands down. The sheer emerald chiffon number that plunged open to below her navel made headlines around the world — and changed red carpet fashion expectations forever.

Bette Midler and Stevie Wonder at the Uris Theater in New York City, New York.
(Left to right) Bette Midler and Stevie Wonder at the 17th Annual Grammy Awards.
Ron Galella/Ron Galella Collection via Getty Images

Bette Midler, 1975

Even in 1975, Bette Midler understood the assignment. At the 17th annual awards show, the Divine Miss M wore a classy black sequined gown with an actual 45 record —“ ‘Come Go With Me’ by the Del-Vikings,” she announced — as a hat.

Grace Jones 1983 Grammy Awards
Chris Walter/WireImage

Grace Jones, 1983

Grace Jones brought her avant-garde style to a new level at the show’s 25th anniversary. The “Slave to the Rhythm” singer donned a black Issey Miyake leather dress with an umbrella-shaped hat accented by bold futuristic makeup.

Performer Alicia Keys during The 46th Annual GRAMMY Awards - Press Room at Staples Center in Los Angeles, California, United States.
SGranitz/WireImage

Alicia Keys, 2004

Keys gave new meaning to “dress-casual” at the 2004 Grammys. For the 46th show, the “Fallin’ ” songstress wore a fancy flowing gown-style top paired with casual jeans and high heels.

Mary J. Blige
SGranitz/WireImage

Mary J. Blige, 1996

At the 38th annual Grammy Awards, Mary J. Blige sported a head-to-toe leopard print jumpsuit complete with hood, black glasses and leather gloves. The extra bling? Her award for best rap performance by a duo.

Cardi B attends the 61st Annual GRAMMY Awards at Staples Center on February 10, 2019 in Los Angeles, California.
Dan MacMedan/Getty Images

Cardi B, 2019

Remember when Icelandic artist Björk wore a swan dress to the 2001 Academy Awards?

Well, Cardi B one-upped her in this vintage Givenchy number. The rapper hit the Grammy red carpet dressed as a human pearl in Mugler Couture’s pink satin and black velvet Venus oyster shell ensemble, topped with a pearl “hat.”

Singer Lady Gaga arrives at The 58th GRAMMY Awards at Staples Center on February 15, 2016 in Los Angeles, California.
Axelle/Bauer-Griffin/FilmMagic

Lady Gaga, 2016

Subtle she is not. In 2016, Lady Gaga wore a bold Marc Jacobs blue embroidered gown and red wig inspired by David Bowie’s “Life on Mars?” look. A mega-fan, Gaga’s six-minute musical tribute to the late star’s life included “Fame,” “Under Pressure” and “Let’s Dance.”

Madonna attends the 57th Annual Grammy Awards at Staples Center in Los Angeles, California on Sunday February 8, 2015.
David Crane/MediaNews Group/Los Angeles Daily News via Getty Images

Madonna, 2015

The Material Girl channeled a well-dressed matador at the 57th Grammys with a custom black-and-white Givenchy bustier dress, fishnet stockings and chic veiled hat. The megastar pushed the envelope even further with over-the-knee black lace-up boots complete with nail heels.

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