20 of the most daring looks of the 2000s

Elana KleinMay 20, 2023, 01:55 IST

Pink; Jennifer Lopez; Rihanna.Ron Galella/Getty Images; Scott Gries/Getty Images; Jon Kopaloff/Getty Images

Britney Spears and Justin Timberlake's denim ensemble isn't the only daring look of the early 2000s.
Christina Aguilera wore many of the decade's most jaw-dropping outfits.

While stars turned heads with their bold fashion choices in the '90s, the new millennium introduced us to looks more daring than ever before.

Stars including Jennifer Lopez, Lil Kim, Katy Perry, and Christina Aguilera wore jaw-dropping outfits to red-carpet events, while trends including mega-low-rise jeans and deep-V necklines gained momentum.

Here are 20 of the most daring looks of the noughties, or early 2000s.

Pink's spiky hair and ultra-low-rise pants are just some of the reasons her 2000 VMAs look was one for the books.

Pink at the 2000 MTV VMAs.Ron Galella/Getty Images

The 2000 VMAs proved to be a night full of daring looks — Christina Aguilera wore a revealing sequin outfit.

Christina Aguilera in 2000.Michael Ochs Archives/Getty Images

Sarah Jessica Parker tied tulle around her arm while wearing a feathered dress at the 2000 Emmy Awards.

Sarah Jessica Parker at the 2000 Emmy Awards.Steve Granitz/Getty Images

Jennifer Lopez wore a Versace gown at the 2000 Grammys that was daring enough to inspire the creation of Google Image search.

Jennifer Lopez in 2000.Scott Gries/Getty Images

In what might be the most iconic couples' red-carpet look of the 21st century, Britney Spears and Justin Timberlake rocked denim outfits at the 2001 American Music Awards.

Britney Spears and Justin Timberlake in 2001.Jeffrey Mayer/Getty Images

In what might be the most iconic couples' red-carpet look of the 21st century, Britney Spears and Justin Timberlake rocked denim outfits at the 2001 American Music Awards.

At the 2001 Hip-Hop Music Awards, Lil Kim wore a bra top that left her chest exposed.

Lil Kim in 2001.KMazur/Getty Images

Spears wore an all-lace, long-sleeved mini dress to the 2001 VMAs.

Spears in 2001.KMazur/Getty Images

Aguilera rocked an ultra-mini skirt and a scarf-shirt at the 2002 VMAs.

Gwen Stefani in 2002.Jeff Kravitz/Getty Images

At the 2002 Oscars, Halle Berry wore a partially sheer dress with flower details that covered her chest.

Halle Berry at the 2002 Oscars.Jeff Kravitz/Getty Images

Avril Lavigne added daring details to a casual outfit at the 2002 VMAs.

Avril Lavigne in 2002.Jim Spellman/Getty Images

Wearing a similar punk, camouflage look, Gwen Stefani rocked a unique, studded leather skirt to the 2002 VMAs.

Gwen Stefani in 2002.KMazur/Getty Images

In 2002, Paris Hilton paired an off-the-shoulder shirt that read "Savage Art" with a torn mini skirt.

Paris Hilton in 2002.Christopher Polk/Getty Images

Aguilera struck again at the 2003 VMAs sporting an entirely different style.

Christina Aguilera in 2003.Stephen Lovekin/Getty Images

Ashley Tisdale seemed to have worn just about everything in her closet to the premiere of "Ice Princess" in 2005.

Ashley Tisdale in 2005.Jon Kopaloff/Getty Images

Hilary Duff mixed patterns, colors, and textures at the 2003 Nickelodeon Kids' Choice Awards.

Duff in 2003.Jeffrey Mayer/Getty Images

Katy Perry wore giant eyeballs on her chest at the 2008 MTV Europe Music Video Awards in England.

Katy Perry in 2008.Mark Cuthbert/Getty Images

Rihanna's corset was covered in spikes at the 2008 American Music Awards.

Rihanna in 2008.Jon Kopaloff/Getty Images

White diamonds protruded from the dress Lady Gaga wore to the 2008 Jingle Ball in New York City.

Lady Gaga in 2008.Kevin Mazur/Getty Images

In 2009, she wore another three-dimensional look to a red-carpet appearance.

Lady Gaga in 2009.Jason LaVeris/Getty Images

Rihanna wore a puffy-sleeved suit to the Met Gala in 2009.

Rihanna at the 2009 Met Gala.WWD/Getty Images

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20 of the most daring looks of the 2000s

Pink's spiky hair and ultra-low-rise pants are just some of the reasons her 2000 VMAs look was one for the books.

The 2000 VMAs proved to be a night full of daring looks — Christina Aguilera wore a revealing sequin outfit.

Sarah Jessica Parker tied tulle around her arm while wearing a feathered dress at the 2000 Emmy Awards.

Jennifer Lopez wore a Versace gown at the 2000 Grammys that was daring enough to inspire the creation of Google Image search.

In what might be the most iconic couples' red-carpet look of the 21st century, Britney Spears and Justin Timberlake rocked denim outfits at the 2001 American Music Awards.

At the 2001 Hip-Hop Music Awards, Lil Kim wore a bra top that left her chest exposed.

Spears wore an all-lace, long-sleeved mini dress to the 2001 VMAs.

Aguilera rocked an ultra-mini skirt and a scarf-shirt at the 2002 VMAs.

At the 2002 Oscars, Halle Berry wore a partially sheer dress with flower details that covered her chest.

Avril Lavigne added daring details to a casual outfit at the 2002 VMAs.

Wearing a similar punk, camouflage look, Gwen Stefani rocked a unique, studded leather skirt to the 2002 VMAs.

In 2002, Paris Hilton paired an off-the-shoulder shirt that read "Savage Art" with a torn mini skirt.

Aguilera struck again at the 2003 VMAs sporting an entirely different style.

Ashley Tisdale seemed to have worn just about everything in her closet to the premiere of "Ice Princess" in 2005.

Hilary Duff mixed patterns, colors, and textures at the 2003 Nickelodeon Kids' Choice Awards.

Katy Perry wore giant eyeballs on her chest at the 2008 MTV Europe Music Video Awards in England.

Rihanna's corset was covered in spikes at the 2008 American Music Awards.

White diamonds protruded from the dress Lady Gaga wore to the 2008 Jingle Ball in New York City.

In 2009, she wore another three-dimensional look to a red-carpet appearance.

Rihanna wore a puffy-sleeved suit to the Met Gala in 2009.