Madonna's Best Red Carpet Looks Prove Why She's the OG "Material Girl" 

There’s never been a fashion chameleon quite like Madonna. Born Madonna Louise Ciccone, the singer rose to prominence in the ’80s by rocking oversized denim, teased hair, and piles of mostly diamond accessories. From there, she’s experimented with pointy lingerie, full goth glam, Rat Pack-inspired menswear, and lots and lots of corsets—she all but invited the “Cone Bra” during her 1990 Blonde Ambition Tour. And, while her onstage ensembles might be the most dramatic examples of her ever-shifting style, her red carpet looks have also reflected her penchant for pushing the boundaries of fashion. Below, a look back at some of Madonna’s most memorable red carpet moments.

1984: MTV Video Music Awards

One of Madonna’s first, and most recognizable, red carpet looks came during the 1984 MTV Video Music Awards.

1985: American Music Awards

In full rocker glam at the 1985 American Music Awards.

1987: American Music Awards

A bold red lip, coiffed pixie hair, and a dazzling gown quickly became Madonna’s go-to red carpet look during the early stages of her career.

1991: Cannes Film Festival

Madonna in her iconic cone bra at the 1991 Cannes Film Festival where she debuted her film In Bed With Madonna.

1991: Academy Awards

Madonna channeled another famous “M,” Marilyn Monroe, at the 1991 Oscars. She entered the venue hand-in-hand with Michael Jackson.

1995: MTV Video Music Awards

The pop legend was early to the exposed bra trend.

1995: American Music Awards

With Kenny “Babyface” Edmonds at the American Music Awards in 1995.

1998: Golden Globe Awards

Channeling dark, romantic glamour on the Golden Globes red carpet.

1997: MTV Video Music Awards

With her long-time manager Guy Oseary at the 1997 MTV Video Music Awards.

1998: Academy Awards

For the 1998 Academy Awards, Madonna slipped into a plunging satin gown that featured a tulle skirt.

2005: MTV Europe Music Awards

During her Confessions on a Dance Floor era, Madonna was all about dance-inspired outfits like this leotard she wore to the 2005 MTV Europe Music Awards.

2006: Grammy Awards

Madonna rocked a bedazzled mini dress and higher-than-high boots to the 2006 Grammys.

2008: Rock and Roll Hall of Fame Induction Ceremony

The singer paired a sheer a-line dress with leather shoes for her 2008 induction into the Rock and Roll Hall of Fame.

2008: Cannes Film Festival

In full sequined fringe at the 2008 Cannes Film Festival.

2009: Met Gala

At the 2009 Met Gala, Madonna channeled the “Model as Muse” theme with this ruffled mini dress, matching headpiece, and black racer boots.

2011: Met Gala

The bottle blonde looked ravishing at the 2011 Met Gala.

2012: W.E. Premiere

Madonna attended the UK premiere of W.E. in a caped LBD that she styled with bright red gloves.

2012: Golden Globe Awards

Madonna won big at the 2012 Golden Globes in this tiered, sequined confection.

2013: Met Gala

The Met Gala’s 2013 dress code, PUNK: Chaos to Couture, was tailored made for Madonna.

2014: Grammy Awards

In matching looks with her son David, Madonna was the ultimate cool mom at the 2014 Grammys.

2015: Grammy Awards

Madonna blinged-out a lingerie corset dress for her 2015 Grammys outfit.

2015: Met Gala

For the 2015 Met Gala, the singer went for a graphic Moschino dress that featured a one-shoulder cape.

2016: Met Gala

Madonna took her love of red carpet lingerie to extremes at the 2016 Met Gala.

2016: Billboard Women in Music

Madonna, at the 2016 Billboard Music Awards, suited up in a bold two-piece look.

2017: Met Gala

The singer went all out for the 2017 Met Gala in this camouflage gown.

2018: Met Gala

With a name like Madonna, it’s no wonder the singer was among the best dressed during the 2018 “Heavenly Bodies: Fashion & The Catholic Imagination” Met Gala.

2023: Grammy Awards

For the 2023 Grammy Awards, the icon cinched her waist with a chic, double-breasted coat. She rounded out her look with a braided hairdo.

2024: Deadpool & Wolverine Premiere

Madonna brought her oh-so stylish daughters, Stella and Estere, to the Deadpool & Wolverine premiere in 2024.

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