Lifestyle

15 Unforgettable (& Totally Regrettable) Fashion Trends From the Early '00s

LifestylePublished Apr 15, 2016
By Courtney Leiva
2000s fashion trends

Fashion regrets start here. While we’re all probably growing weary of the ’90s style revival filled with crop tops and chokers, we’re even more uneasy about the possibility of questionable ’00s fashions making an undeserved comeback. 

Now without a doubt, the early ’00s was a weird time for fashion. Not only was all-over denim, surfer-chic, and tacky monogram purses a major thing, but it also was just awkward period filled with regrettable after regrettable style fails (remember denim Britney and Justin?) that we’re all probably second-guessing now.

So, if you’ve blocked out all your regrettable fashion choices you made back then, we don’t blame you at all. But if you are just a tad curious to relive all those crazy fashion memories, here are 15 items you probably had inside your closet.

Images via eBay

1/15
UGG Boots-placeholder
UGG Boots
eBay

UGG Boots

No, we aren’t talking EMU or Bearpaw boots, as every ‘it girl’ back then had to have a pair of these in every single color.

2/15
Juicy Couture Tracksuits-placeholder
Juicy Couture Tracksuits
ebay.com

Juicy Couture Tracksuits

Okay, so maybe you had the Old Navy knockoff version, but every popular princess in your school probably had a pair with the unforgettable Juicy logo on the butt.

3/15
High Heeled Timberland Boots-placeholder
High Heeled Timberland Boots
Image vie eBay.com

High Heeled Timberland Boots

Admit it, J.Lo definitely made you buy the Steve Madden version that’s hiding in the back of your closet somewhere.

4/15
Name Necklaces (a la Carrie Bradshaw)-placeholder
Name Necklaces (a la Carrie Bradshaw)
eBay

Name Necklaces (a la Carrie Bradshaw)

Eek. Remember all the name tag jokes you would get when wearing one of these bad boys?

More from The Stir: 20 Cringeworthy Fashion & Style Trends of the '90s

5/15
Bucket Hats-placeholder
Bucket Hats
eBay

Bucket Hats

Spoiler: Hats were HUGE in the early ’00s! Especially the Kangol kind of ones you regrettably wore for one season.

6/15
Trucker Hats-placeholder
Trucker Hats
eBay

Trucker Hats

Maybe Von Dutch was out of your price range, but you definitely had one of these with the words "Angel" or "Hottie" written on it.

7/15
Butterfly Clips-placeholder
Butterfly Clips
eBay

Butterfly Clips

Who else had butterfly-clip-collecting contests with their besties?

8/15
Tiffany Necklaces-placeholder
Tiffany Necklaces
eBay

Tiffany Necklaces

While you probably couldn’t get the same one Reese Witherspoon had in Legally Blonde, the necklace you bought at Claire’s still gave you that cool-girl look.

More from The Stir: The 14 Most Stylish Moms on Instagram

9/15
Chinese Slippers-placeholder
Chinese Slippers
eBay

Chinese Slippers

We’re just going to leave this here. #neveragain

10/15
Gaucho Pants-placeholder
Gaucho Pants
eBay

Gaucho Pants

Before leggings and yoga pants ruined our lives, we had gauchos, which would give all our classmates major capri envy.

11/15
Tacky Monogram Purses-placeholder
Tacky Monogram Purses
eBay

Tacky Monogram Purses

When Louis Vuitton Speedys clearly weren’t an option, you improvised and got the next best thing, which, of course, was either a monogrammed Coach or Dooney & Bourke bag.

12/15
Denim Skirts-placeholder
Denim Skirts
eBay

Denim Skirts

You probably had 10 of these skirts, which you proudly wore with those Rocket Dog platform sandals you saved up for.

More from The Stir: 17 Embarrassing Fashion & Style Trends From the '90s

13/15
Surfer Necklaces-placeholder
Surfer Necklaces
eBay

Surfer Necklaces

You didn’t live in California, or even by a beach for that matter. But you still found an opportunity to wear these things like the wannabe O.C. babe you knew you really were.

14/15
Polo Shirts-placeholder
Polo Shirts
eBay

Polo Shirts

And you layered them with tanks and tees like any Abercrombie poster-child of the ’00s.

15/15
Anything Abercrombie-placeholder
Anything Abercrombie
eBay

Anything Abercrombie

Seriously though, why did we even bother?!

More from The Stir: 18 Cringeworthy Fashion Accessories From the '80s

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