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Britney Spears Iconic Outfits

Get Us a Time Machine, Because We Need to See Britney Spears's Most Iconic Looks in Real Life

Britney Spears may be best known for her catchy songs and killer dance moves, but no one can argue that the pop princess's unique sense of style has left a lasting impact in our lives. Whether she was posing on the red carpet in a high-end gown, performing on stage in a tiny costume, or walking down the street in sweats, Britney's wardrobe choices influenced the '90s and early 2000s like no none else could.

To celebrate that she's been in our lives for over two decades, we've rounded up 15 of her most memorable fashion moments. From her iconic denim red carpet look at the MTV Video Music Awards to her "I'm a Slave 4 You" stage outfit, you'll easily see only Britney could have worn every single one of these pieces.

Image Source: Getty / Frank Trapper

1. "Sometimes" Video in 1999

Britney's schoolgirl outfit in the video for ". . . Baby One More Time" was iconic, but we've always been partial to her all-white sporty look in "Sometimes."

Image Source: Getty/Kevin Kane/WireImage

2. 1999 MTV Video Music Awards

Britney set hearts racing in this black feather-adorned, semi-sheer polka dot ensemble at the 1999 MTV Video Music Awards.

Image Source: Getty/Kevin Mazur/WireImage

3. 1999 Teen Choice Awards

Britney showed up to the the 1999 Teen Choice Awards in a light pink tank top and sparkly pink pants.

Image Source: Getty/Barry King/WireImage

4. 2000 Grammy Awards

Britney looked angelic at the 2000 Grammy Awards in this stylish white Randolph Duke gown and Oscar de la Renta fur stole.

Image Source: Getty/Kevin Mazur/WireImage

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5. 2000 MTV Video Music Awards

Who can forget Britney's sequinned flesh-tone outfit from the 2000 MTV Video Music Awards?

Image Source: Getty/Kevin Mazur/WireImage

6. 2000 Billboard Music Awards

Britney's pink, orange, and feathery look at the 2000 Billboard Music Awards has us wondering if she still has those red suede boots.

Image Source: Getty / KMazur

7. 2001 Super Bowl Halftime Show

Britney showed off her sportier side as she performed at the 2001 Super Bowl Halftime Show, alongside *NSYNC and Aerosmith.

Image Source: Getty/Jeff Kravitz/FilmMagic

8. 2001 American Music Awards

Besides her red latex catsuit from the "Oops! . . . I Did It Again" video, Britney's most iconic look has to be the matching denim ensemble she wore with then-boyfriend Justin Timberlake to the 2001 American Music Awards.

Image Source: Getty / Frank Trapper

9. 2001 MTV Video Music Awards

Britney cemented her status of "pop princess" when she accessorised her green crop top and short shorts with a snake, as she performed "I'm a Slave 4 You" at the 2001 MTV Video Music Awards.

Image Source: Getty/Kevin Kane/WireImage

10. 2002 MTV Video Music Awards

At the 2002 MTV Video Music Awards, Britney went for a sexy biker look. She accessorised her black leather dress with a biker hat, lace-up high heels, and sheer fingerless gloves.

Image Source: Getty/Evan Agostini

11. 2002 Hollywood Crossroads Premiere

When Justin and Britney were still a couple, they walked the red carpet for the premiere of her movie hand in hand. She wore perhaps the most 2000 outfit we've ever seen — a baby pink newsboy cap that matched her camisole and boots.

Image Source: Getty/Kevin Mazur/WireImage

12. 2002 London Premiere of Crossroads

At the London premiere of her film Crossroads, Britney looked every bit the leading lady in a sleek silver sequinned dress with an asymmetric hem.

Image Source: Getty/Jon Furniss

13. Shopping in 2003

When she's not performing or walking the red carpet, Britney can usually be found in comfortable sweats like this this bright blue velour tracksuit.

Image Source: Getty/Frazer Harrison

14. 2003 MTV Video Music Awards

Britney's performance at the 2003 MTV Video Music Awards is one of her most memorable of all time thanks to this outfit and her kiss with Madonna.

Image Source: Getty/KMazur/WireImage

15. "The Circus Starring Britney Spears" Tour in 2009

Britney's Circus album brought a lot of ringleader-inspired jackets, and we didn't mind one bit.

Image Source: Getty / Kevin Mazur

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