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1. The pop princess wowed the crowd at the 2001 VMAs when she accessorized with a slithering yellow snake during her performance of "I'm A Slave 4 U."
2. We couldn't possibly forget Brit's buzz cut, her trusty green umbrella, or this outrageous night on the town.
3. Britney solidified her comeback when she stole the spotlight in a silver cocktail frock at the 2008 VMAs.
4. Critics and fans both cringed when Britney bombed at the '07 VMAs as she struggled through "Gimme More" in a bedazzled bikini.
5. The denim dress Ms. Spears sported to the 28th Annual AMAs was a dud, but JT's ensemble was a downright disaster.
6. Someone should have called the fashion police on Britney for unveiling this Village People-inspired ensemble at the 2002 VMAs.
7. Pairing a neon pink wig with caramel-colored boots is unforgivable. Even Brit's pooch is terrified of her outfit.
8. The pop tart puts on her Sunday best for a trip to Del Taco. Instead of a burrito, Britney should have ordered a mirror.
9. Britney set the stage on fire at the 2000 VMAs in a crystal-encrusted costume and matching metallic booties.
10. Brit donned this gruesome getup for her highly anticipated return to the stage at the House of Blues in May 2007. Needless to say, her performance wasn't the only thing that bombed that evening.
11. At the 2003 VMAs, Britney unsuccessfully attempted to recreate the classic look Madonna made famous 20 years earlier.
12. Even Britney knew how terrible she looked in her Daisy Dukes, ratty shirt, and outdated Uggs while doing a lil' late night shopping in Malibu.
13. The 2000 Billboard Music Awards got an unfortunate burst of color when Britney hit the red carpet in this blinding ensemble.
14. Trucker hats were so 2003. Brit's socks, on the other hand, were never fashionable.
15. In 2002, Britney arrived at the NRJ Music Awards wearing little more than a smile.
16. PETA should have rescued that puppy! He didn't deserve to be seen alongside a poorly-dressed Britney at the 2004 Billboard Music Awards.
17. Miami is hot, but Brit's outfit was not. Spears sported this ghastly getup for a night on the town in South Beach.
18. Brit's got the bod, but mod is not her style.
19. Brit hit the red carpet at the 2001 VMAs in a racy lacey number and strappy sandals.
20. Britney attempted to class it up at the 42nd Annual Grammys in a form-fitting white gown and diamonds.
21. Where to begin?
22. The "Crossroads" premiere featured Britney in a cute pale pink dress and jeans. Unfortunately, her tragic hat and silly shoes overshadowed her outfit.
23.OK, we'll admit it. This outfit could be cute ... if it didn't include one of Britney's numerous see-thru tops.
24.What's worse? Brit's repugnant coat, or that thing on her arm?
25.Britney embraced her country roots at Nickelodeon's 16th Annual Kids' Choice Awards in a western belt and cute cowboy boots.
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