Decoding Y2K Fashion: Here's What Actually Looks Good 20 Years Later (2024)

I'm old enough to remember Y2K fashion the first time around. I can still vividly recallthe cowl-neck black top I wore with my knee-length stonewash denim skirtanda choker for New Year's Eve 1999. I loved that outfit at the time, and 14-year-old me was very happy about it, but I know there isn't muchfrom it I'd wear today. However, thanks to TikTok and the fact that the 2000s were 20 years ago, there is a current revival going on of everything related to Y2K fashion. According to aStylight report, these turn-of-the-millennium trends are booming thanks to Gen Z discovering and showcasing them on TikTok. While I'm not keen to re-create muchfrom mywardrobe from that era, there are plenty of other trends that still look good today.

I delved into the archivesand dug up some of the best celeb outfits from that time to showcase just what I mean.While it might seem very particular, I'm looking at outfits from around the 1999/2000 mark, as this is thebest way to find the most Y2K looks. I discovered that thereare actually plenty of trends to wear today. I also found it interesting that fashion around the turn of the millennium wasn't very extravagant. Pre–Lady Gaga (she released her first single in 2008), everything seems pretty low-key in regard to red carpet looks. This was also the time when Dawson's Creek was big andThe O.C. was far from hitting our screens. Late-'90s fashion still had its influence, but there was a newer, more polished look coming in, too. Keep scrolling to see the Y2K trends that still look good today.

1. Crochet

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Style Notes:A surprising trend, crochet spans decades and still looks good with whatever you wear with it. This is the classic Y2K pairing of jeans and a nice top, with the statement bag adding a little extra.

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FRAME

Crocheted Cotton Vest

This crochet vest from FRAME has understated Y2K luxury at its core.

2. Lace-Up

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Style Notes:Strings are back, including theG-string (but not as you know it). Here, Lucy Liu is wearing what looks like a lace-up jumpsuit. Today, it's all about flashing a hint of this — think Jacquemus's SS23 collection.

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Weekday

Cassidy Lace Up Trouser

A very cost-efficient way of tapping into the trend.

3. Nice Tops

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Style Notes:There are few celebrities who avoided this look during Y2K. The nice-jeans-and-a-top outfit was a go-to for even red carpet events, as proven here by Liv Tyler.

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Free People

Greta Lace Shirt

From the sheer design to the flared satin cuffs, this top feels red carpet-ready.

4. Body Chains

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Style Notes:Jennifer Lopez was known for plenty of outfits during this time, and while most people were fairly restrained on red carpets, she wore that green Versace dress. But the trend that is coming back today? The body chain.

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Free People

The New Classic Belly Chain

I think these will be everywhere again this summer...

5. Feathers

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Style Notes:While head-to-toe extravagance wasn't necessarily embraced, details were. Rhinestones, gems and feathers were always present on the A-list at this time. We're still seeing feather trims going strong today.

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16ARLINGTON

Hoku Cropped Feather-Trimmed Crepe Top

Wear witha denim midi skirt and strappy heels for optimum Y2K appeal.

6. Basics

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Style Notes:With the more pared-back styling of the '90s hanging over our heads around Y2K, minimalist looks were often embraced for the red carpet. Case in point: Katie Holmes wearing a white T-shirt with a pencil skirt and strappy sandals.

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Arket

Crew-Neck T-Shirt

Our editors love this classic tee.

7. Baguette Bags

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Style Notes:It'll come as no surprise thatSarah Jessica Parkerwas the one trying to push the fashion boundaries around this time, and it was often hard to know where Carrie Bradshaw's wardrobe ended and hers started. This brightly coloured bagdemonstrates exactly what I'm talking about.

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Staud

Tommy Bead-Embellished Shoulder Bag

Staud’s beaded-bag offering just keeps getting better.

8. Loose Tailoring

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Style Notes:The king and queen of casual-but-chic outfits were Brad Pitt and Jennifer Aniston. These loosely tailored trousers on Jen An were the epitome of Y2K styling.

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COS

Wide-Leg Tailored Twill Trousers

These tailored trousers are wise style investment.

9. Chokers

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Style Notes:Find me someone who says they didn't own a tattoo choker, and you will have found yourself a liar. Nearly everyone owned some kind of choker at this time, and thanks to brands likeMango, they're back.

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Mango

Rigid Choker Necklace

An easy way to elevate your daily outfits.

10. Snakeskin

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Style Notes:WhileChristina Aguileramight have some questionable outfits from the past (let's avoid all the chaps talk), these snakeskin trousers are absolutely something I would wear today.

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Topshop

Topshop Faux Leather Snake Print Straight Leg Trousers

You needn’t opt for bright colours—neutral snake print will also nail the aesthetic.

11. Pinstripe

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Style Notes:The corporate world really bled into late-'90s styling, with pinstripe being a fixture for plenty of A-listers.

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GANNI

Stretch Striped Belt Blazer

I’m picturing wearing this with blue straight-leg jeans and mules.

12. Flatform Sandals

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Style Notes:There are so many flatform sandals around right now,particularly as we head into the warmer months. We can't help but feel nostalgic when we spot this trend out and about.

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M&S

Flatform Toe Thong Sandals

Flip-flop flatforms? Shoes don’t get much more Y2K than that.

13. Rose-Coloured Sunnies

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Style Notes:After some new sunnies? Well, good news: Y2K has your back. Rose-tinted glasses, as seen on Naomi Campbell, are sure to make a comeback. Try finding some rimless ones for the realnoughties effect.

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Ray-Ban

Ray-Ban Hexgonal Sunglasses

The thin gold frames make these throwback shades feel so premium.

This piece was published at an earlier date and has since been updated.

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