58 Perfect Pictures From 1999 And 2000


All of the following pictures were taken in 1999 and 2000.

1.

Steve Jobs holding up the Holy Bible.


John G. Mabanglo / Getty Images

2.

Sisqo aggressively holding onto a thong like it’s going to save his life or something.


Chris Weeks / Getty Images

3.

Sandra Bullock and Matthew McConaughey when they were a couple. So weird!


Steve Granitz / WireImage / Getty Images

4.

Destiny’s Child with four members one month.


Brenda Chase / Getty Images

5.

Destiny’s Child with three members the next month.


Nick Elgar / Getty Images

6.

The Spice Girls as a quartet.


John Stillwell – Pa Images / Getty Images

7.

A.J. in his awkward phase.


Jim Smeal / Ron Galella Collection via Getty

8.

Baby Jake Gyllenhaal.


Ron Galella / Ron Galella Collection via Getty

9.

Verne Troyer living his 1999 fantasy.


Barry King / Getty Images

10.

Anna Nicole Smith in full glam arriving to her bankruptcy hearing.


Jim Ruymen / Getty Images

11.

Christina Aguilera being creeped out by whatever is underneath Tommy Lee’s trench coat.


Dave Allocca / The LIFE Picture Collection via Getty Images

12.

Steve Jobs showing off his chunky Mac.


Ted Thai / The LIFE Picture Collection via Getty Images

13.

Tom copping a feel.


Ron Galella / Ron Galella Collection via Getty Images

14.

98 Degrees performing at some Macy’s for a YM magazine launch party.


Diane Freed / Getty Images

15.

NSYNC wearing large ski suits on some red carpet in LA.


Steve Granitz / WireImage / Getty Images

16.

Britney Spears being cute.


Dave Hogan / Getty Images

17.

Freddie Prinze Jr. with a large tie and suspenders.


Ron Galella, Ltd. / Ron Galella Collection via Getty Images

18.

Halle Berry proudly showing off her whale tail.


Kevin Winter / Getty Images

19.

The fake but also real boy band, 2Gether.


George De Sota / Getty Images

20.

Pink with a huge chunk taken out of her pants.


George De Sota / Getty Images

How…do these work?


George De Sota / Getty Images

21.

Tom Hanks sporting a Castaway beard.


Reuters Photographer / Reuters

22.

NSYNC dressed from a high school drama club’s costume chest.


Nick Elgar / Getty Images

23.

Christina Aguilera with clothing that is entirely tied on.


Vince Bucci / Getty Images

24.

Wickedly talented and wildly successful girl group, Wild Orchid. Yes, that’s Fergie.


Reuters Photographer / Reuters

25.

Snoop Dogg and Kathy Griffin making out.


Reuters Photographer / Reuters

26.

Aaliyah being iconic.


Chris Weeks / Getty Images

27.

The only Charlie’s Angels we acknowledge.


Lucy Nicholson / Getty Images

28.

Britney Spears dressed as… I don’t even know.


Chris Weeks / Getty Images

29.

Two of the greatest vocalists of all time sharing a stage.

30.

Brandy and Monica winning a Grammy for “The Boy Is Mine.”


Reuters Photographer / Reuters

31.

Jennifer Lopez in *the dress.*


Vince Bucci / Getty Images

32.

The South Park creators dressed as Jennifer Lopez in the dress.


Scott Nelson / Getty Images

33.

Nicole Kidman and Tom Cruise looking very much like wax figures of themselves.


Reuters Photographer / Reuters

34.

Lil’ Kim’s exposed boob.


Brenda Chase / Getty Images

35.

Tom Green resting his head on a coffee maker on a red carpet.


Lucy Nicholson / Getty Images

36.

Eve getting overly excited about writing an email in the TRL studios.


Scott Gries / Getty Images

37.

Nick Lachey and Jessica Simpson when they pretended to like each other*.


Chris Weeks / Getty Images

*I say this because I recently re-watched Newlyweds and they DID NOT get along.

38.

Mary-Kate and Ashley Olsen at the launch of their Game Boy game.

40.

A.J. McClean’s facial hair.


Peter Carrette Archive / Getty Images

41.

Al Gore making out with his wife, Tipper.


Mike Nelson / Getty Images

Fun fact: They’re divorced now!

42.

Jessica Simpson with feather arm bands.


Chris Weeks / Getty Images

43.

Just, like, these tweens screaming while holding disposable cameras.


Chris Hondros / Getty Images

44.

Tween rapping royalty, Lil’ Bow Wow and Aaron Carter.


Kevin Winter / Getty Images

45.

Angelina Jolie proudly showing off her Billy Bob tattoo.


Lucy Nicholson / Getty Images

That was a great idea!


Lucy Nicholson / Getty Images

46.

Victoria and David Beckham meeting the Prince of Wales.


Matthew Fearn / Getty Images

47.

Brad, his sunglasses, and Jen.


Dan Callister / Getty Images

48.

A group of grown adults watching robot dogs playing robot dog soccer.


Robert Cianflone / Getty Images

49.

Though I swear no one actually owned one of these at the time.


Robert Cianflone / Getty Images

50.

NSYNC being lowered down from the ceiling dressed as human-sized marionettes.

51.

JC Chasez and Joey Fatone in large, colorful furry coats touching a painting of a woman wearing a thong.


Kevin Winter / Getty Images

52.

Brad and Jen looking pretty much exactly like they do today except obviously they aren’t together anymore.


Sam Levi / WireImage / Getty Images

53.

Celine Dion’s iconic backwards tuxedo dress.


Kmazur / WireImage / Getty Images

54.

Madonna smushing her face on Gwyneth Paltrow.


Dave Allocca / The LIFE Picture Collection via Getty Images

55.

Britney Spears with shopping bags full of stuffed animals.


Larry Marano / Getty Images

56.

These people dividing up their Beanie Baby collection as part of a divorce settlement.

57.

And last but not least, Dwayne “The Rock” Johnson at the VMAs.


Nick Elgar / Getty Images

58.

Mmm yeah.


George De Sota / Getty Images

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