The Best Grammys Dresses & Red Carpet Looks Of All Time

Join in as we count off our all-time favorite standout looks from music
Join in as we count off our all-time favorite standout looks from music's biggest night, including a couple from the 2024 Grammys.

Beyoncé, 2023

Queen Bey made history as the most awarded artist in history wearing a custom Gucci gown.

Cardi B, 2023

Miss Belcalis Almanzar stunned in a dress by Gaurav Gupta Couture.

Megan Thee Stallion, 2021

Megan Thee Stallion didn't just win Best New Artist at the 2021 Grammys — she won Best Dressed, too.

Ariana Grande, 2020

Baby, you can shut up if you don't like this 20-foot, custom Giambattista Valli gown on Ariana Grande.

Billy Porter, 2020

Billy Porter's remote-controlled, rhinestone hat was enough to get him on this list. The rest of his teal-and-silver Baja East look was just icing on the cake.

Lizzo, 2020

Glamorous doesn't even begin to describe this Old Hollywood-inspired Versace gown on Lizzo.

Lady Gaga, 2019

TBT to when Lady Gaga gave Celine's Hedi Slimane her red carpet stamp of approval.

Chloe x Halle, 2019

Sisters who sing together, coordinate their red carpet fashion together.

Cardi B, 2019

Cardi B came out of her (vintage Mugler) shell for the 2019 Grammys.

Taylor Swift, 2016

Normally a high-low, two-piece look wouldn't be our choice for a red carpet, but Taylor Swift's Versace look was equal parts glamorous and fresh.

Rihanna, 2015

In our book, Rihanna can do no wrong. But while everything the singer-designer does is a win for us, this bubblegum pink Giambattista Valli gown is a step above the rest.

Destiny's Child, 2001

We didn't even notice the five Grammys on the floor because we were too busy admiring all three of these looks.

Britney Spears, 2000

This all-white look on Britney Spears doesn't get the recognition it deserves.

Jennifer Lopez, 2000

Name a more iconic outfit than J.Lo's Versace Jungle dress. We'll wait.

Mary J. Blige, 2000

The diamonds! The shawl! The hot pink color! Mary J. Blige did everything right at the 2000 Grammys.

Jada Pinkett Smith, 1998

It's no wonder Jaden Smith is such a style star today. Just look at this naked dress his mom wore to the Grammys while she was pregnant with him.

Lauryn Hill, 1997

Laid-back and sophisticated, this red-and-white dress was the winner at the 1997 Grammys red carpet.

Aretha Franklin, 1992

No one does leopard print quite like Aretha Franklin.

Prince, 1988

Only Prince could pull off literal head-to-toe polka dots.

Grace Jones, 1983

No one out-styles Grace Jones. No one.

Yoko Ono & John Lennon, 1975

From the feathers to the Elvis nametag, Yoko Ono and John Lennon's Grammys looks were undeniably cool.

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