Wacky and Wonderful Grammys Looks Through the Years

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).

In advance of the awards’ 66th anniversary show — which airs Sunday, Feb. 4, at 8 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.

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.

Amy Sussman/Getty Images

Shania Twain, 2023

Country music superstar Shania Twain channeled The Cat in the Hat in a black-and-white polka-dot suit with a spotted, oversize topper, designed by Harris Reed. The crowning glory? A long, fire-engine-red wig with bangs. “You just never know what to expect now!” the “That Don’t Impress Me Much” singer told People and EW about her unique look. “I’m gonna keep you guessing!”

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).

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.

(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.

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.