Celebrities take a lot of heat for their style. They’re typically used by the fashion industry as human billboards for forecasting trends, and in most cases, end up pushing the envelope as far out as it can possibly go.
The red carpet is an especially formidable place where the stars and their stylists go head-to-head in the fashion arena. Win, lose, or draw, let’s all breath a sigh of relief that most of these looks never went completely mainstream.
1. P!nk, 2000
Love me some P!nk, but I don’t even know where to start. The denim that was hacked at the top, the “fur” coat from some unknown animal, or the sandal boots?
2. Eve, 2000
SGranitz | Getty ImagesWhy her team felt the need to put that weird skirt jewelry over a perfectly acceptable all-black ensemble, I’ll never get over it.
3. Gwen Stefani, 2001
Just gonna leave it at the gaucho pants. Not judging, I did it too.
4. Eva Longoria, 2001
This patchwork leather ensemble was so 🔥 it didn’t even need a shit. But seriously, what if she got hot in all that cow hide?
5. Britney Spears and Justin Timberlake, 2001
If there was any fashion statement that screamed “My girlfriend made me wear this,” it’s this one. Iconic.
6. Jessica Simpson, 2001
This completely monochromatic red leather ensemble took the red all the way down to her square-toed boots.
7. Christina Aguilera, 2002
From top to bottom: Newsboy hat, some kind of infinity scarf (probably), then nothing for awhile, denim micromini, nothing again, then black boots.
8. Lindsey Lohan, 2002
I don’t know what’s more confusing: this velour tracksuit paired with a scarf and flip-flops, or the fact that she wore this to a Memorial Fund concert.
9. Kelly Clarkson, 2002
When you wanna wear your new dress, but you’re afraid the movie theater will be too cold.
10. Janet Jackson, 2002
If I had those abs I’d show them off too, TBH. But maybe not in a crochet bikini top, paired with an utterly useless scarf that looks like the knitter was just trying to use up the rest of the yarn.
11. Shania Twain, 2002
Your classic case of too many things at one time. The hat, the earrings, the polka dots, the floral, the ruffles, the belt – I’m not sure where I’m supposed to be looking.
12. Avril Lavigne, 2002
Avril looks like she got caught by her boyfriend’s mom sleeping over, and just grabbed whatever was nearby to make a speedy exit.
13. Chris Pratt, 2002
Paisley should have never made it out of the 70s.
14. Lil Kim, 2003
Just going to assume that it was really hot in LA that day and Kim would have rather been poolside.
15. Hilary Duff, 2003
Those shoes are just a bit too much Cadet Kelly.
16. Scarlett Johansson, 2003
The most aggressive cowl neck you will ever see.
17. Mischa Barton, 2004
Pointed toe high heels and flare jeans … college me just stole her look 100%.
18. Orlando Bloom, 2004
Why does that shirt collar have those highly-visible buttons? And why is the tie trying to blend into the shirt? And I’m sorry but why are you business on top and casual on the bottom?
19. Fergie, 2004
This VMA look is some kind of strange trucker-meets-sock-hop-attendee.
20. Blake Lively, 2005
Someone forgot to tell Blake to roll down her pants when puddles were no longer a threat. Also, belts are supposed to be worn inside the loops.