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Christina Aguilera

This outfit is a real journey, and I am not entirely sure that isn't just a very cheerful Christmas tree skirt that she's repurposing as a shawl.

Christina Aguilera

Then she changed into Donna Martin cosplay.

Britney Spears

"These are my jammies, y'all!"

Kellie Martin

KELLIE. This is just your regular bra and underwear with a $3.99 sheath over it and YOU KNOW IT.

Meredith Monroe

I am so happy we moved on from these twee hairdos. However, I regret to inform you that I bet SOMEONE would purchase this three-piece jumpsuit today.

Sandra Bullock

Sandra here looks like she's at least KIND OF made an effort to jazz up her hella-casual outfit, but apparently she and I both dislike the shoes, because...

with Matthew McConaughey

... she kicked them off pretty fast. Matty Mac, meanwhile, is cracking me up with the cheesy mustache and enormous leather pants.

Pink

I would very much like to see a line dance battle break out.

Charisma Carpenter

So much leather in August! No wonder Charisma sliced hers. She needed ventilation.

Monica

She is smiling like a woman who thinks she might fare the best in 21 years when some crankpot revisits the clothes -- and she is correct.

Jennie Garth

Honestly, this also passes muster by comparison.

Tyra Banks

That skirt looks like stodgy wallpaper but overall this is ALSO pretty good.

Aerosmith

These are NOT wax figures.

NSYNC

Wow. Just wow. Everything here is so shiny and frosted, and Chris Kirkpatrick is there like the human Swiss Army Knife of the band with a pocket for everything and a bicep pouch besides.

So Travis Barker is wearing oversize culottes, Middle Blink is trying to do the math to figure out if he's Matthew Perry, and Right Blink REALLY needs a bathroom.

Alyson Hannigan

I believe what we can't fully see here is a UFO of some kind on her chest. Sure!

Jennifer Love Hewitt

"Jennifer Love Hewitt with LFO" is a very, very 90s sentence.

And yes, of course, her top is tied on.

SMG

SMG looks like she's been horsing around with construction paper.

Freddie Prinze Jr.

This suit is adorably wrong-sized on him, and the shirt and tie are highly questionable, but he's trying.

Jonathan and Richard Jackson

It's the O.G. Lucky Spencer and his brother, and man, Lucky's suit proportions swallow him up.

Ashton Kutcher

Not his BEST hair.

Wilmer Valderrama

I guess these two went shopping together. It's a Brenda and Kelly moment before our eyes.

Tyrese

You don't see THIS often.

Tyrese

"I can't BELIEVE nobody told me 20 minutes ago!"

We're Throwing It Back to the First-Ever Teen Choice Awards
And there was bad leather.

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