1. Ja Rule and Nelly posing with an iMac at the Sprite.com website launch party.
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2. Sisqo being petted by Tom Green holding a coffee machine.
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3. Sisqo enthusiastically holding a Sisqo branded thong with purple-tinted sunglasses.
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4. Farrah Franklin trying to get her five seconds of airtime talking to Rebecca Romijn-Stamos at MTV's Spring Break covered in denim while Beyoncé just stares like...
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5. ...
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6. And Michelle's like...
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7. Billy Ray Cyrus + soul patch and earring cuddles up on his daughter Miley.
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8. Here's another, this time with Billy's chunky highlights and sunglasses.
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9. Brandy, Lil Kim, Ray J, and a mustachioed Pharrell on the set of "Wait A Minute."
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10. Hilary Duff and Aaron Carter sharing a ~tender moment~ on the red carpet of The Lizzie McGuire Movie.
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11. Ashton Kutcher, wearing a trucker hat, about to kiss Brittany Murphy.
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12. Jennifer Lopez staring at Justin Timberlake and Halle Berry in the TRL studios.
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13. A shirtless Fat Joe cuddles a very uncomfortable Ashanti.
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14. Eminem and "Dirrty" Christina being awkward.
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15. A very tanned Ryan Seacrest stands with a red Simon Cowell and a chunky-highlighted Kelly Clarkson.
Frank Micelotta / Getty Images
16. Jimmy Fallon wears a big fake mole while imitating Enrique Iglesias at the VMAs.
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17. A Band-Aid-wearing Nelly shakes hands with Justin Timberlake in a Coors Light shirt, large velvety hat, and a loose "Avril-esque" tie.
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18. Avril Lavigne and a pre-Fashion Police Kelly Osbourne perfecting the faux-punk trend of the early '00s.
Evan Agostini / Getty Images
19. Beyoncé, Carson Daly, and Mike Meyers promote Austin Powers 3 in the TRL studios.
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20. Freddie Prinze Jr. with some super-cute orange + oval sunglasses.
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21. Tantina.
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22. Tantina, this time with her signature leather chaps.
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23. Jessica Simpson being presented a shitload of tuna.
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24. Lil Jon, a crunk cup, Hilary Duff, and Jason Biggs.
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25. Lindsay Lohan with distressed, flared jeans.
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26. Nick and Jessica before shit hit the fan.
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27. Nick Carter, Ashanti, and a giant Polaroid of both of them.
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28. A ribbed-sweatered Frankie Muniz awkwardly standing with Amanda Bynes.
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29. Hugh Jackman with those sunglasses and THAT HAIR.
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30. The ladies marmalade.
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31. Justin Timberlake at work.
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32. Solange, Jessica Simpson, Eve, Nelly, Destiny's Child, Dream, AND 3LW (!!!!!!!!!!!!!!).
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33. Ryan Seacrest, that shirt, Paris Hilton, and that dress.
Frederick M. Brown / Getty Images
34. Halle Berry repping her Von Dutch shirt, purple-tinted sunglasses, and flared jeans.
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35. Britney Spears and Verne Troyer.
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36. Even Steven's, Shia Labeouf.
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37. This woman's face watching Nick Carter and Paris Hilton make out.
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38. Paris Hilton and Nicole Richie in full-on denim.
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39. Aaron Paul!!!!!!!
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40. Ben Affleck and Jennifer Lopez leaving Blockbuster together after a long bout of video shopping in clear platform shoes.
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41. Justin Timberlake and Carson Daly exchange numbers on their typing machines.
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42. Toni Braxton literally applauding how ridiculous J.C. Chasez looks.
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43. Britney + Justin in all over their ethereal glory.
Kevin Winter / Getty Images
44. Kristin Cavallari showing off her Sidekick.
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45. Steve Jobs showing John Mayer the new iPod Mini.
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46. Eminem and Mark McGrath on the Joe Dirt premiere red carpet.
Chris Weeks / Getty Images
47. Early Rihanna at a Teen People party.
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48. A very innocent-looking Rihanna with a very innocent-looking Amanda Bynes.
Evan Agostini / Getty Images
49. More Frankie Muniz.
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50. Kelly Clarkson and a VERY adorable Brittany Murphy.
Frank Micelotta / Getty Images
51. A goldie-locked Brad Pitt and Jim Carrey.
Frank Micelotta / Getty Images
52. The cast of Lizzie McGuire in all their supreme glory.
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53. Shia LaBeouf, Amanda Bynes, and Raven-Symoné sharing the TRL stage.
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54. Britney, just before her downfall, and Kevin Federline's mane.
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55. BABY EMMA WATSON.
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56. A slightly aged Emma Watson and Daniel Radcliffe.
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57. Zac Efron's hair and pants.
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58. Pete Wentz and his hat at the Sidekick 3 party.
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59. Everyone laughing at Pink's tiny hat.
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60. And lastly, here's the one person who personifies the era... This is Tom, the founder of Myspace.
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