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Britney Spears’ 20 Best Beauty Looks

  • <p>Fresh on the scene (if you don’t count her Mouse Club days), Spears accented her long waves with a sparkly headband. (Photo: Getty Images)</p>
    1/20

    Britney Spears at the American Music Awards, 1998

    Fresh on the scene (if you don’t count her Mouse Club days), Spears accented her long waves with a sparkly headband. (Photo: Getty Images)

  • <p>An outtake from Spears’ shoot for her “Baby One More Time” album cover, the young star looks sweet with a layered hairstyle and natural makeup. (Photo: Getty Images)</p>
    2/20

    Britney Spears, 1998

    An outtake from Spears’ shoot for her “Baby One More Time” album cover, the young star looks sweet with a layered hairstyle and natural makeup. (Photo: Getty Images)

  • <p>Midriff-baring top? Check. Pigtails? Check. It’s the Britney we all know and love. (Photo: Getty Images)</p>
    3/20

    Britney Spears performing in California, 1999

    Midriff-baring top? Check. Pigtails? Check. It’s the Britney we all know and love. (Photo: Getty Images)

  • Stay in the know at a glance with the Top 10 daily stories

    Yahoo News is better in the app

    Stay in the know at a glance with the Top 10 daily stories

  • <p>Who could forget this iconic beauty look? Just about every middle school girl was sporting these pigtail braids and bows in 1999. (Photo: YouTube)</p>
    4/20

    Britney Spears in “Baby One More Time,” 1999

    Who could forget this iconic beauty look? Just about every middle school girl was sporting these pigtail braids and bows in 1999. (Photo: YouTube)

  • <p>The first couple of pop music sat front row at the MTV Music Video Awards in 2000. Timberlake rocked his then-signature curls and Spears opted for crimped hair and a shimmery lip. (Photo: Getty Images)</p>
    5/20

    Britney Spears and Justin Timberlake at the MTV Music Video Awards, 2000

    The first couple of pop music sat front row at the MTV Music Video Awards in 2000. Timberlake rocked his then-signature curls and Spears opted for crimped hair and a shimmery lip. (Photo: Getty Images)

  • <p>If there is anyone that could pull off this look, it’s Britney. (Photo: Getty Images)</p>
    6/20

    Britney Spears at the Billboard Music Awards, 2000

    If there is anyone that could pull off this look, it’s Britney. (Photo: Getty Images)

  • Stay in the know at a glance with the Top 10 daily stories

    Yahoo News is better in the app

    Stay in the know at a glance with the Top 10 daily stories

  • <p>The best way to dress up a red latex bodysuit? Frosted white eyeshadow and sleek straight hair. (Photo: YouTube)</p>
    7/20

    Britney Spears in “Oops!… I Did It Again,” 2000

    The best way to dress up a red latex bodysuit? Frosted white eyeshadow and sleek straight hair. (Photo: YouTube)

  • <p>Spears performed her hit “I’m A Slave 4 U” at the 2001 MTV Music Awards, complete with beach waves and a snake. (Photo: Getty Images)</p>
    8/20

    Britney Spears at the MTV Music Awards, 2001

    Spears performed her hit “I’m A Slave 4 U” at the 2001 MTV Music Awards, complete with beach waves and a snake. (Photo: Getty Images)

  • <p>Britney was tan and glam at the Kids’ Choice Awards with bronze skin and blonde waves. (Photo: Getty Images)</p>
    9/20

    Britney Spears at the Kids’ Choice Awards, 2003

    Britney was tan and glam at the Kids’ Choice Awards with bronze skin and blonde waves. (Photo: Getty Images)

  • Stay in the know at a glance with the Top 10 daily stories

    Yahoo News is better in the app

    Stay in the know at a glance with the Top 10 daily stories

  • <p>Spears channeled <a href="https://www.yahoo.com/beauty/halloween-beauty-tutorial-jem-is-1281426061361206.html" data-ylk="slk:Jem and the Holograms;elm:context_link;itc:0;sec:content-canvas;outcm:mb_qualified_link;_E:mb_qualified_link;ct:story;" class="link yahoo-link">Jem and the Holograms</a> for this all-red look from her “Toxic” music video. (Photo: YouTube)</p>
    10/20

    Britney Spears in “Toxic,” 2004

    Spears channeled Jem and the Holograms for this all-red look from her “Toxic” music video. (Photo: YouTube)

  • <p>Another look from the “Toxic” video, this time, Spears goes full flight attendant with a super long ponytail and metallic eyeshadow. (Photo: YouTube)</p>
    11/20

    Britney Spears in “Toxic,” 2004

    Another look from the “Toxic” video, this time, Spears goes full flight attendant with a super long ponytail and metallic eyeshadow. (Photo: YouTube)

  • <p>Brit was brunette (and pregnant) at the 2006 teen Choice Awards. (Photo: Getty Images)</p>
    12/20

    Britney Spears at the Teen Choice Awards, 2006

    Brit was brunette (and pregnant) at the 2006 teen Choice Awards. (Photo: Getty Images)

  • Stay in the know at a glance with the Top 10 daily stories

    Yahoo News is better in the app

    Stay in the know at a glance with the Top 10 daily stories

  • <p>Don’t call it a comeback. Spears hit the stage with a blonde lob in 2007 after taking some time off from performing. (Photo: Getty Images)</p>
    13/20

    Britney Spears at the MTV Video Music Awards, 2007

    Don’t call it a comeback. Spears hit the stage with a blonde lob in 2007 after taking some time off from performing. (Photo: Getty Images)

  • <p>A grown-up Spears sported a simple ponytail and green eye makeup at an appearance for her UK tour. (Photo: Getty Images)</p>
    14/20

    Britney Spears in London, 2011

    A grown-up Spears sported a simple ponytail and green eye makeup at an appearance for her UK tour. (Photo: Getty Images)

  • <p>It’s Britney! With bangs! (Photo: Getty Images)</p>
    15/20

    Britney Spears on “The Tonight Show,” 2012

    It’s Britney! With bangs! (Photo: Getty Images)

  • Stay in the know at a glance with the Top 10 daily stories

    Yahoo News is better in the app

    Stay in the know at a glance with the Top 10 daily stories

  • <p>Spears proved she could rock just about any hair color after stepping out with this red look in 2014. (Photo: Getty Images)</p>
    16/20

    Britney Spears in Los Angeles, 2014

    Spears proved she could rock just about any hair color after stepping out with this red look in 2014. (Photo: Getty Images)

  • <p>For the launch of her lingerie collection, Spears went with a sleek bob and kohl-rimmed eyes. (Photo: Getty Images)</p>
    17/20

    Britney Spears in Norway, 2014

    For the launch of her lingerie collection, Spears went with a sleek bob and kohl-rimmed eyes. (Photo: Getty Images)

  • <p>Spears showed off her long blonde locks and a pretty pink pout at the Billboard Music Awards. (Photo: Getty Images)</p>
    18/20

    Britney Spears at the Billboard Music Awards, May 2015

    Spears showed off her long blonde locks and a pretty pink pout at the Billboard Music Awards. (Photo: Getty Images)

  • Stay in the know at a glance with the Top 10 daily stories

    Yahoo News is better in the app

    Stay in the know at a glance with the Top 10 daily stories

  • <p>Brit jumped on the mermaid hair bandwagon in August at the Teen Choice Awards. (Photo: Getty Images)</p>
    19/20

    Britney Spears at the Teen Choice Awards, August 2015

    Brit jumped on the mermaid hair bandwagon in August at the Teen Choice Awards. (Photo: Getty Images)

  • <p>With her mermaid hair still in effect, Spears rocked a high ponytail and braid at the MTV VMAs in August. (Photo: Getty Images)<br></p>
    20/20

    Britney Spears at the MTV Video Music Awards, August 2015

    With her mermaid hair still in effect, Spears rocked a high ponytail and braid at the MTV VMAs in August. (Photo: Getty Images)

<p>Fresh on the scene (if you don’t count her Mouse Club days), Spears accented her long waves with a sparkly headband. (Photo: Getty Images)</p>
<p>An outtake from Spears’ shoot for her “Baby One More Time” album cover, the young star looks sweet with a layered hairstyle and natural makeup. (Photo: Getty Images)</p>
<p>Midriff-baring top? Check. Pigtails? Check. It’s the Britney we all know and love. (Photo: Getty Images)</p>
<p>Who could forget this iconic beauty look? Just about every middle school girl was sporting these pigtail braids and bows in 1999. (Photo: YouTube)</p>
<p>The first couple of pop music sat front row at the MTV Music Video Awards in 2000. Timberlake rocked his then-signature curls and Spears opted for crimped hair and a shimmery lip. (Photo: Getty Images)</p>
<p>If there is anyone that could pull off this look, it’s Britney. (Photo: Getty Images)</p>
<p>The best way to dress up a red latex bodysuit? Frosted white eyeshadow and sleek straight hair. (Photo: YouTube)</p>
<p>Spears performed her hit “I’m A Slave 4 U” at the 2001 MTV Music Awards, complete with beach waves and a snake. (Photo: Getty Images)</p>
<p>Britney was tan and glam at the Kids’ Choice Awards with bronze skin and blonde waves. (Photo: Getty Images)</p>
<p>Spears channeled <a href="https://www.yahoo.com/beauty/halloween-beauty-tutorial-jem-is-1281426061361206.html" data-ylk="slk:Jem and the Holograms;elm:context_link;itc:0;sec:content-canvas;outcm:mb_qualified_link;_E:mb_qualified_link;ct:story;" class="link yahoo-link">Jem and the Holograms</a> for this all-red look from her “Toxic” music video. (Photo: YouTube)</p>
<p>Another look from the “Toxic” video, this time, Spears goes full flight attendant with a super long ponytail and metallic eyeshadow. (Photo: YouTube)</p>
<p>Brit was brunette (and pregnant) at the 2006 teen Choice Awards. (Photo: Getty Images)</p>
<p>Don’t call it a comeback. Spears hit the stage with a blonde lob in 2007 after taking some time off from performing. (Photo: Getty Images)</p>
<p>A grown-up Spears sported a simple ponytail and green eye makeup at an appearance for her UK tour. (Photo: Getty Images)</p>
<p>It’s Britney! With bangs! (Photo: Getty Images)</p>
<p>Spears proved she could rock just about any hair color after stepping out with this red look in 2014. (Photo: Getty Images)</p>
<p>For the launch of her lingerie collection, Spears went with a sleek bob and kohl-rimmed eyes. (Photo: Getty Images)</p>
<p>Spears showed off her long blonde locks and a pretty pink pout at the Billboard Music Awards. (Photo: Getty Images)</p>
<p>Brit jumped on the mermaid hair bandwagon in August at the Teen Choice Awards. (Photo: Getty Images)</p>
<p>With her mermaid hair still in effect, Spears rocked a high ponytail and braid at the MTV VMAs in August. (Photo: Getty Images)<br></p>
Alexandra Perron
·Editor

Britney Spears has proved to be quite the beauty chameleon over the years. When she burst onto the scene in the late 1990s, girls everywhere copied her pigtail hairstyles, shimmery makeup, and bare midriff, and she continued to turn heads as her career blossomed (she’s not that innocent, afterall). Of course, we can’t talk about Brit ‘s beauty looks without mention of her head-shaving incident that shocked fans back in 2007 — that was a moment we will never forget.  In the end, going bald gave her the opportunity to have fun with wigs and extensions and work her way back to her bubbly, blonde look. Here, in honor of the pop star’s 34th birthday, we’ve rounded up her 20 best beauty looks.

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