1. Will Smith playing Nintendo, on a zebra rug, wearing a backwards hat and hi-tops, and rocking Zubaz.
2. Austin Powers in a “Got Milk?” ad.
3. NSYNC wearing this nonsense!
4. Marilyn Manson and Will Smith, BFFs.
5. EVERYTHING from Clarissa Explains It All:
6. This scene from 90210:
7. Alicia Silverstone dapped out in Happy Gilmore swag, unironically.
Ron Galella / Getty
8. The video guide to Windows 95
9. Leonardo DiCaprio having a magical moment with this swan.
10. Michael Jordan hanging out with Kid ‘n Play, Will Smith, and DJ Jazzy Jeff:
11. Justin Timberlake and Ryan Gosling hanging out:
12. Keanu Reeves having a good think, wearing short shorts.
13. Sean from Boy Meets World, in TEEN BEAT!
14. Justin Timberlake, in a wife-beater underneath a waterfall.
15. Joseph Gordon-Levitt with a solid 90′s haircut.
16. Michael Jordan, Michael Jackson and Macaulay Culkin
17. This real Nickelodeon schedule:
18. Jerry and George having a pickup game with Bernie and Jeter:
NBC, 1996 / Via newsday.com
19. Robert Downey Jr. doing Robert Downey Jr.
Dave Allocca/DMI/Time Life Pictures / Getty Images
20. Mark Wahlberg in jean shorts:
21. Danny DeVito and Rhea Pearlman in a “Got Milk?” ad.
22. Daniel Craig with a flowing mane of hair.
23. NSYNC hyping Beanie Babies, hard.
24. Shaq + Bill Gates, that’s it.
25. This girl’s reaction to getting Pokémon Yellow for Christmas:
26. Milla Jovovich playing Super Mario Brothers:
27. The PERFECT lunchbox:
28. Urkel storming by Will Smith and Reggie Miller for the uncontested layup:
29. A Surge mix CD:
30. Kirsten Dunst repping Jumanji:
31. Jonathan Taylor Thomas holding an oversized Lion King coloring book
32. Nick Carter loves you, has a rose and a bowl cut.
33. Uncle Jesse’s POWERFUL mullet wants to make love to you:
34. Joey Lawrence wearing the vest from Aladin.
35. Leonardo DiCaprio sadly drinking a milkshake
36. Alfonso Ribeiro wearing this suit with too many buttons.
37. Bill Clinton playing sax with to Arsenio Hall:
Reed Saxon/Associated Press / Via latimes.com
38. Zack Morris and this leather vest in Tiger Beat
39. The Olsen twins wearing backward hats opposite colored overalls:
40. TLC also wearing overalls, this time with condoms all over them:
Jim Smeal / WireImage