The 2000 Grammys were the most iconic Grammy Awards ever and here’s why:
First and foremost, “THE” dress. Like, the original one.
The chaos this dress brought to the world was unmatched.
Like, Google Images was invented because of it.
It’s funny looking back now because it’s not, like, that extreme.
Britney Jean Spears was an absolute vision in white channeling her inner Marilyn Monroe.
This was back when Britney and J*stin were hiding their relationship.
Like, the boys literally know they were dating and trying to act coy.
They’re doing an awesome job covering it up.
Rosie hosted, BTW.
Sisqo showed up. Celebs just don’t do it like this anymore.
Missy Elliott wore literal razor blades.
She really can do no wrong.
Brit also performed surrounded by dancers in funny hats, FWIW.
Lenny Kravitz took his daughter to the Grammys.
Yes, that’s baby Zoë!
I mean, that’s a fit! And I’m not joking.
Brad and Jen went to a pre-party.
They look…happy. They also look like wax figures because that’s what photography looked like back then.
NSYNC actually had this cute, coordinated look.
It was the rare time they didn’t look like they got dressed from a high school drama club prop chest.
Destiny’s Child was in full Survivor fashion, like the TV show.
LaTavia was fighting for her life.
This was also the year Letoya Luckett went solo to the show after she was kicked out of the group, but was still nominated alongside Destiny’s Child*. Iconic.
Ricky Martin took this woman as his date.
As a former closeted person, I relate all too well.
Blonde advocate, Hoku, was in attendance.
Sting was serving body.
Ellen took a literal mop to the red carpet.
I don’t really get what she was going for.
Lou Bega showed up solo without Angela, Pamela, Sandra, or Rita in sight.
Kid Rock was trying really hard…
He had a convo with Jewel and Moby: “You know I’m actually a rich kid from Detroit. This is cosplay!”
This was back when he was dating Jaime King.
The ENTIRE Osbourne family showed up, even the daughter who refused to be on the show.
That’s baby Kelly O!
Brian McKnight wore a popular outfit of the time period: A leather suit made from an entire cow.
Monica was giving us full leather daddy.
Here’s a cute pic of Monica with Joey and Lance.
The Backstreet Boys took this cute pic with Tony Bennett.
Jamie Foxx took this picture with a random acrobat.
Gary Coleman walked the red carpet with a disposable camera because disposables were really the only way to go back then. This wasn’t some Urban Outfitters fad.
Hugh Hefner went to a Grammy pre-dinner with what appears to be six identical women.
Chevy Chase was on cool dad duty. He brought his daughter.
Fred Durst was desperate for attention.
Simmer down now.
TLC wore this gorgeous + hot coordinated look.
They performed “No Scrubs.”
They rightfully won Best R&B album.
Kevin Richardson brought his mom or grandma. I can’t really tell.
Johnny Rzeznik was rocking his original Karen cut.
A true revolutionary.
Dido was serving glamour.
Lauryn Hill dressed business casual.
Alicia Keys was there.
Sheryl Crow dressed how Instagram influencers dress in 2022.
Ray Romano also showed up with his kid.
Here’s a cute pic of Mary J. and Lauryn Hill just because.
And here’s Tara Reid, Bijou Phillips, and Destiny’s Child together just because as well.
Phil Collins took his daughter. She crimped the hell out of her hair because that’s what we did back then.
My fav couple, Tim & Faith, were there.
The Chicks won a bunch of awards.
Shirley Manson dressed as a school girl.
Elton John and Billy Joel shared a convo.
Ricky Martin danced up a storm, a moment most defining for my sexuality.
The Baha Men got an invite.
Whitney Houston won four Grammys that night.
This was the year Santana swept with “Smooth.”
TBH, I’m totally digging Rob Thomas’ sparkly suit. V cute.
This was the year Britney Spears fans will never forget.
Christina apparently took a call on an early cellphone prototype.
Aaron Carter was the youngest attendee.
They gave him popcorn to sit still.
And Macy Gray waved bye bye.