The Very Best Fashion Moments in the History of the Grammys

Sequins! Leather! Suits! When it comes to the Grammys, Hollywood’s biggest names never fail to dazzle Us with their red carpet looks.

From Ariana Grande’s puffy gown in 2020 to Destiny’s Child’s matching green dresses in 2001, celebrities dress to impress at the Grammys through the years.

Cher arrived at the 1974 Annual Awards Show in an ab-baring ensemble that included a sparkly butterfly headpiece and matching bra. Toni Braxton, for her part, took home two trophies in 2001 — one for Favorite Soul/R&B Female Artist and one for Favorite Soul/R&B Album for The Heat — in a dress held together on a wing and prayer, but not before Jennifer Lopez broke the then-fledgling internet in 2000 with her iconic nearly naked Versace gown.

Lady Gaga’s 2011 look is perhaps the most extravagant of them all. The “Born This Way” singer arrived in an egg-like vessel designed by Hussein Chalayan. She was carried into the ceremony on a wooden ladder and even revealed to Vanity Fair in 2011 that she spent “three days” in the egg before the show.

In 2018, the night took a more poignant turn when celebs — men and women alike! — incorporated white roses into their ensembles in support of the Time’s Up movement, serving as an important reminder that fashion can be about more than glitz and glamor. 2019, however, was all about show-stopping looks, like Cardi B‘s vintage Mugler ensemble. Her elaborate number featured an oyster shell design around the skirt with the “I Like It” singer as the pearl. To make it even more glamorous, the New York native wore a pearls necklace as well as beads wrapped around her waist and updo.

At the 63rd Annual Awards show, Harry Styles’ iconic getup was the talk of the night. The “As It Was” crooner stunted a Gucci getup. He wore a yellow tweed blazer with a striped sweater vest underneath, velvet pants and a show-stopping purple boa. Another killer look was Taylor Swift’s mini dress. The Oscar de la Renta number included 3-D flowers from the neckline to the bottom of the skirt. She styled her blonde tresses in a braided updo and looked as elegant as ever.

Keep scrolling to take a look back at the best styles throughout the decades at the Grammys!

Sequins! Leather! Suits! When it comes to the Grammys, Hollywood’s biggest names never fail to dazzle Us with their red carpet looks.

From Ariana Grande’s puffy gown in 2020 to Destiny’s Child’s matching green dresses in 2001, celebrities dress to impress at the Grammys through the years.

Cher arrived at the 1974 Annual Awards Show in an ab-baring ensemble that included a sparkly butterfly headpiece and matching bra. Toni Braxton, for her part, took home two trophies in 2001 — one for Favorite Soul/R&B Female Artist and one for Favorite Soul/R&B Album for The Heat — in a dress held together on a wing and prayer, but not before Jennifer Lopez broke the then-fledgling internet in 2000 with her iconic nearly naked Versace gown.

Lady Gaga’s 2011 look is perhaps the most extravagant of them all. The “Born This Way” singer arrived in an egg-like vessel designed by Hussein Chalayan. She was carried into the ceremony on a wooden ladder and even revealed to Vanity Fair in 2011 that she spent “three days” in the egg before the show.

In 2018, the night took a more poignant turn when celebs — men and women alike! — incorporated white roses into their ensembles in support of the Time’s Up movement, serving as an important reminder that fashion can be about more than glitz and glamor. 2019, however, was all about show-stopping looks, like Cardi B‘s vintage Mugler ensemble. Her elaborate number featured an oyster shell design around the skirt with the “I Like It” singer as the pearl. To make it even more glamorous, the New York native wore a pearls necklace as well as beads wrapped around her waist and updo.

At the 63rd Annual Awards show, Harry Styles’ iconic getup was the talk of the night. The “As It Was” crooner stunted a Gucci getup. He wore a yellow tweed blazer with a striped sweater vest underneath, velvet pants and a show-stopping purple boa. Another killer look was Taylor Swift’s mini dress. The Oscar de la Renta number included 3-D flowers from the neckline to the bottom of the skirt. She styled her blonde tresses in a braided updo and looked as elegant as ever.

Keep scrolling to take a look back at the best styles throughout the decades at the Grammys!

In a suit and bow tie.

Each in matching striped ensembles.

In a red hooded gown with gold embellishments.

In a tiny halter bra underneath a mesh cover-up with butterflies for flair.

Ono modeled a pale blue gown with feathered embellishments, while Lennon wore a white button-down with fringe detailing, a black jacket, and trousers.

In a shimmery blue and gold jacket, his signature white studded glove, black pants and loafers.

In a black lace and sequin gown.

In a classic little black dress.

In a black jacket with black trimmings and silver shoulder accents over a black shirt and pants. Brown also wore silver pointed shoes and a musical note pin on his collar.

Matching in white.

In a white halter gown with beaded embellishments.

The ladies of TLC went in matching cut-out black leather ensembles and sunglasses.

In a red and white dress and matching red choker.

In a brown plunging back gown with sparkly details.

In a mesh crimson top with a matching ombre floor length skirt.

In a white halter gown and fur.

In her famous palm tree printed sheer gown — yeah, the one with the plunging neckline below her belly button.

John in a pink and lime polka dot suit and Eminem in a white t-shirt and blue sweatpants.

In a cut-out halter and her staple hot pink hair.

In emerald colored cut-out ensembles.

In a white, barely-there gown.

In a pink dress with a bow around the bodice.

In a yellow cut-out halter gown.

In a black ruffled gown.

In a strapless gown with glitter designs.

In a studded gown with a statement belt.

In a deep blue halter gown.

In a champagne colored floor-length gown.

In a glittery off-the-shoulder navy colored gown.

In a plunging black gown, featuring a high slit and plunging back.

In a mint colored gown with a cut-out and beaded neckline.

In a deep green gown featuring spikes and a thigh-high slit.

In a red and black floral-patterned dress and matching pumps.

In a black and white jumpsuit.

In an embellished gold gown.

In a sparkly silver gown with a thigh-high slit.

In a cut-out black floor-length gown.

In a puffy pink ruffled gown.

In a shimmery navy gown.

In a pink floral off-the-shoulder gown.

In a nude cut-out gown.

In an emerald plunging gown featuring a thigh-high slit.

In a silver sequined Yanina Couture dress and Lorraine Schwartz jewels.

In a black lace Armani Prive gown, Lorraine Schwartz jewels and a Time’s Up white rose.

In a red rouched Vivienne Westwood gown, Judith Leiber purse, Bulgari jewels and a Time’s Up rose.

In a pearl-adorned vintage Mugler look with Gismondi 1754 jewels.

In a Balmain ensemble with Lorraine Schwartz jewels and Jimmy Choo pumps.

In an embellished Ralph & Russo dress with Niwaka jewels, a Judith Leiber clutch and Jimmy Choo shoes.

In a Versace gown with Swarovski embellishments, Lorraine Schwartz jewelry and Rene Caovilla strappy heels.

In an electric blue Georges Chakra Couture gown with tulle detailing.

In a tulle gray Giambattista Valli ball gown.

In an orange Yanina Couture ruffled gown with a plunging neckline, which was accessorized with Kallati jewelry. 

In a sleek silk white Alexander Wang dress and Maria Tash earrings. 

In an Oscar de la Renta floral number.

In a colorful Gucci outfit.

In a Schiaparelli dress and cape.

In a vibrant Dolce & Gabbana strapless piece with a thigh-high cutout.

In a figure-hugging Vivienne Westwood frock.

In a custom Roberto Cavalli feathered gown complete with a plunging neckline.

In an oversized suit with a hot pink hat and Balenciaga crocs.

In a Dolce & Gabbana garb with a bedazzled bodice.

In a Jean Paul Gaultier tulle dress.

In a black Rick Owens ensemble including stylish shades.

Lopez stunned in a navy blue Gucci gown featuring a thigh high slit, a ruffled skirt and crystal embellishments. 

The rapper looked dapper in an azure Gaurav Gupta number, complete with sculptural shoulders and cutouts over her bodice. 

Lizzo covered up in a hooded Dolce & Gabbana design that was covered in florals. 

Chyna looked as cool as a crow in a black feathered look in 2023. 

Swift looked sharp in a white Schiaparelli dress that exposed her legs. The singer accessorized with black velvet gloves and layered necklaces. 

Rodrigo was radiant in a vintage Versace gown once worn by Linda Evangelista. Rodrigo matched the ruby red crystals of her gown to her vibrant lip. 

Doja had all eyes on her in a sheer Dilara Findikoglu corset dress that exposed her faux tattoos. 

Monét shimmered like a trophy in a bronze satin gown designed by Donatella Versace. 

Jones had a Cinderella moment in a pale blue plunging Celia Kritharioti gown. She glammed the look up even more with a silver body chain and chic updo.