Beauty

12 Iconic Britney Spears Beauty Looks You Definitely Tried To Recreate In Middle School

From "Baby One More Time" to the VMA's.

The countless ways in which Britney Spears has inspired the worlds of music, style, and beauty is undeniable.

Her bubblegum pop forever changed the music industry, with her looks defining a generation of trends (and halloween costumes). Ahead, reminisce on some of her most iconic beauty looks from the '90s and '00s.

L. Busacca / Contributor

1998, Portrait sessions

Posing for some portraits in 1998, Britney Spears was glowing. Her lit-from-within skin wore minimal makeup, and she styled her hair in a loose, wispy fashion.

Photo by Jeff Kravitz/FilmMagic, Inc

1998, American Music Awards

Spears upped her glam with a touch of tight curls. For a fun, but still formal accessory, she wore a jeweled headband.

Photo by Steve Granitz/WireImage

1999, Teen People Anniversary Party

Her neutral-colored lip was the focus of this 1999 look. She paired the product with straight hair, that fell loosely on her shoulders.

Photo by Eric CATARINA/Gamma-Rapho via Getty Images

1999, Cérémonie des MTV Europe Music Awards

With a shorter, lob-length cut, Spears was starting to ease into more highlighted hair at the European MTV Awards.

Photo by Brenda Chase/Online USA, Inc.

1999, "Baby One More Time" Tour

Playful beauty looks were the standard on the "Baby One More Time" tour — including these long ponytails and rosy cheeks.

Photo by Steve Granitz/WireImage

1999, The 1st Annual Teen Choice Awards

With curtain bangs and pastel lavender eyeshadow, this look could very easily be straight from 2020.

Photo by Dave Hogan/Getty Images

2000, Oops! I Did It Again Tour

Hitting the road in support of her hit album, Spears was wearing a much shorter hair style. Her hair color was also lighter, and she paired the platinum style with a smoky eye.

Photo by Kevin Mazur Archive/WireImage

2000, MTV Video Music Awards

Spears mixed up hair textures for the VMAs look. Sections of her platinum blonde hair were curled, crimped, and straightened. As for her makeup, she chose a glossy pink lip.

Photo by KMazur/WireImage

2001, Rock In Rio II

Wearing a bandana over her layered lob, Spears looked bronzed and glowy, with a touch of peachy gloss and cheek stain.

Photo by Steve Granitz/WireImage

2002, The 29th Annual American Music Awards

Beachy waves and middle part were the foundation of Spears' red carpet look for the AMA's, supported by some soft glam.

Photo by Dimitrios Kambouris/WireImage

2003, MTV's "TRL" Awards

Her go-to tousled hair, wavy hair was back to lob length, with an even more lived-in look thanks to her exposed roots.

Photo by Stephane Cardinale/Corbis via Getty Images

2004, NRJ Music Awards

Spears looked ultra-glam for this red carpet appearance, with her loose, wavy hair and piecey bangs framing her face. Soft pink gloss and blush topped the look off.

Share