1Britney Spears Costume
Annaliese L-KBritney Spears was one of the biggest musical artists of the 2000s, and she had no shortage of headline-making outfits you can pull from for inspiration. Blogger Annaliese L-K put together this look based on Spears's outfit for her first album ...Baby One More Time.
Get the tutorial at Southern Belle In Training »
2Penny Proud Costume From The Proud Family
Daisi ArichabalaDisney animated cartoons were one of the best parts of the 2000s. They were all so good! But definitely one of our favorites was The Proud Family, and you can mimic Penny Proud's classic skirt-and-cardigan combo with this easy DIY.
Get the tutorial at Daisi Ari »
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3Jenna Rink's Dance Costume From 13 Going On 30
Kyle MooreIf you've ever dreamed of taking over the dance floor with Mark Ruffalo by your side, you've probably, like me, seen 13 Going On 30 one too many times. But it's one of the best romcoms from the 2000s, so who can blame you? Copy Jenna's famous dress from that iconic scene with this DIY.
Get the tutorial at Mimosas and Manhattan »
4Jenna Rink's Work Costume From 13 Going On 30
Kyle MooreIf you prefer Jenna's outfits from her time as an editor at fashion magazine Poise, we've got you covered: You can pull off this leather jacket look for a 2000s outfit that's still appropriate for work.
Get the tutorial at Mimosas and Manhattan »
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5Damien Leigh and Janice Ian Costumes From Mean Girls
Mimosas and ManhattanSure, everybody who loves Mean Girls wants to dress up as Regina George and Cady Heron, but it's the side characters who make for the real fun. All you need is a sweatshirt and sunglasses to become Damien Leigh, and with some denim and boots, you can convince the world you're Janice Ian.
Get the tutorial at Mimosas and Manhattan »
6
Coskidz Isis Costume From Bring It On
Credit: Coskidz
Gabrielle Union gave us an unforgettable show as Isis in 2000's cheerleading comedy Bring It On, and you can bring it back when you don this inexpensive Clovers uniform.
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7Dwight Schrute Costume From The Office
Renee Bergeron 8Helga Pataki
Cookie CorpWhen Hey Arnold! ended in 2004, fans everywhere were devastated. But you can pay tribute to one of the most iconic characters this Halloween.
Get the tutorial at Get the tutorial at Cookie Corp »
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9*NSYNC No Strings Attached Costume
Sadie BanksWhat would the 2000s have been without boy bands? *NSYNC came out with No Strings Attached in 2000, and the world has never been the same. Recreate the album cover with this super-simple DIY that only requires a little makeup and some string.
Get the tutorial at Girl Loves Glam »
10Team Rocket Costume From Pokémon
Tucker Bohman"I choose you, Pikachu!" Thanks to the classic Pokémon cartoons from the 2000s, we all know what that catchphrase sounds like—and how to use it to ward off the nefarious Team Rocket goons, whose uniforms are practically effortless to recreate.
Get the tutorial at To Eternity and Beyond »
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11Mia Thermopolis Costume from The Princess Diaries
Carter FishDon't we all wish we were Mia, Anne Hathaway's perfectly awkward teenager who turns out to be a princess? She's arguably at her cutest during the first half of the film, when she rocks this outfit to school every day.
Get the tutorial at Carly The Prepster »
12Princess Mia Costume From The Princess Diaries
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13Willy Wonka Costume From Charlie and the Chocolate Factory
Jenn HaskinsThe book and original film might have come out decades earlier, but Charlie's adventure to the chocolate factory was immortalized in film form yet again by Tim Burton in 2005. Candyman Willy Wonka knew how to dress. Steal his purple coat and top hat for this easy-peasy Halloween look.
Get the tutorial at Hello Rigby »
14
RoleplayCouture Britney Spears and Justin Timberlake Costumes
Credit: RoleplayCouture
The time was 2001. The occasion was the American Music Awards. Then-flames Justin Timberlake and Britney Spears wore all-denim outfits, and the world will never let them forget it. Follow their lead with this custom-made costume.
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15
Juno Paulie Bleeker Costume From Juno
Credit: Juno
We all fell in love a little bit with Michael Cera's adorable Paulie Bleeker, who became an unexpected father in the 2000s classic Juno.

Lauren Puckett-Pope is a Culture Writer at ELLE.com, where she primarily covers film, television, and books. She was previously an Associate Editor at ELLE.com.
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