The Most Iconic Grammy Looks of All Time

The Grammys are more than a night dedicated to music. They are a global stage for the boldest fashion moments of the year. Artists arrive ready to make statements, debut unforgettable looks and push the boundaries of style in ways that spark conversation long after the awards are handed out. As the Grammys approach, it feels only right to look back at the outfits that shaped culture, broke the internet and redefined the red carpet.

Jennifer Lopez's Green Versace Dress (2000)

Photo courtesy of CBS and The Recording Academy.

Jennifer Lopez did more than walk the red carpet. She created a cultural moment. The green Versace dress instantly broke the internet before the internet even had the range. This look is still brought up in conversations about red carpet risks that worked better than anyone expected.

Destiny's Child's Green Gowns (2001)

Photo by Vinnie Zuffante, Getty Images.

Destiny’s Child arrived at the Grammys like the ultimate girl group fashion blueprint. Their matching green gowns were coordinated without being identical and showed off each member’s style. Early 2000s glam at its finest.

Cher's Butterfly Inspired Two Piece (1974)

Photo by Michael Ochs Archives, Getty Images.

Cher has always been ahead of her time, but the 1974 Grammys proved she was in her own league. The butterfly headpiece, the sequins, the sheer fabric and the confidence made this look unforgettable. Cher just knows how to own a moment.

Whitney Houston's Glittering White Gown (1994)

Photo by ARNAL/Gamma-Rapho via Getty Images.

Whitney’s presence alone could stop a room, but her 1994 Grammys look took it even further. The sparkling white gown was simple, elegant and so timeless. She looked like the definition of a star celebrating her wins.

Lady Gaga's Armani Privé Orbit Dress (2010)

Photo by Kevork Djansezian, Getty Images.

When Lady Gaga shows up, she commits. Her orbit dress was dramatic, futuristic and totally her. She turned the Grammys red carpet into a stage and reminded everyone that fashion can be performed too.

Rihanna’s Pink Giambattista Valli Gown (2015)

Photo by Jason Merritt, Getty Images.

Rihanna never plays it safe on the red carpet. Her pink couture gown was fluffy, bold and instantly iconic. She floated through the Grammys like she owned the whole night without even trying.

Beyonce's Gold Peter Dundas Gown (2017)

Photo by Christopher Polk, Getty Images.

Beyoncé gave the Grammys one of its most powerful fashion moments. Her gold Dundas gown and crown created an image that felt spiritual and strong. She blended high fashion with storytelling and made her performance feel historic.

Taylor Swift's Atelier Versace Two Piece (2016)

Photo by Jim Smeal, Getty Images.

Taylor arrived at the Grammys looking confident and bold in her bright Atelier Versace two piece. The color blocking, the bob and the energy made it one of her most memorable red carpet appearances.

Cardi B's Vintage Mugler Venus Look (2019)

Photo by Kevin Mazur, Getty Images.

Cardi B showed up to the Grammys as art. Her vintage Mugler look revived a couture piece that had not been seen in decades. Dramatic, sculptural and unforgettable. Cardi knows how to make a moment stick.

Ariana Grande's Gray Giambattista Valli Ball Gown (2020)

Photo by Steve Granitz, Getty Images.

Ariana went full fairytale princess at the 2020 Grammys. Her massive gray tulle gown was soft, romantic and dramatic all at once. The opera gloves made it even better.

Lil Nas X's Pink Versace Cowboy Suit (2020)

Photo by Kevin Mazur, Getty Images.

Lil Nas X redefined what menswear can look like on a red carpet. His hot pink cowboy outfit balanced camp, confidence and pure personality. It is still one of the boldest looks the Grammys has ever seen.

Doja Cat's Mint Crystal Versace Gown (2022)

Photo by Jeff Kravitz, Getty Images.

Doja Cat walked the Grammys carpet with her signature mix of Y2K energy and modern glam. Her mint crystal gown sparkled from every angle and showed off her playful, experimental style.

Britney Spears' White Gown and Fur Stole Moment (2000)

Photo by Ron Galella, Getty Images.

Britney gave early 2000s glam in the best way. Her sleek white gown paired with a fluffy fur stole was simple but so iconic. It was the perfect mix of pop princess and old Hollywood.

Why These Looks Still Matter

Fashion at the Grammys has never been just about what people wear. It is about expression, storytelling and artists showing us exactly who they are. Some looks whisper. These screamed. They marked their moment in time and still echo today.