Y2K Celebrity Outfits We'd Still Wear Today

Picture it: a cropped white tank top, cargo pants, and a pair of platform flip-flops. It's an outfit that could easily work for 2003—or today. Whether it's Gen Z's penchant for trends, millenials' nostalgia, or just the natural cycle of [insert garment here] coming in and out of fashion again, Y2K style is having a revival. And while some of the decade's trends are somewhat questionable, there are fresh and modern ways to wear early 2000s fashion. Meaning, if we're going to commit to wearing items such as corset tops and duster coats that remind us of The Matrix, we're going to do it right. That means looking up actual Y2K outfits—as in, what celebrities wore from 1999 through 2003.

Whether the goal is Destiny's Child-level sexy or cool and casual like Angelina Jolie in her Lara Croft era, here's a bit of Y2K fashion inspiration, straight from the celebrities that defined the era.

Jennifer Lopez's Cargo Pants

Since this bottom style is so baggy, choose something tight or cropped to wear up top, like Jennifer Lopez's baby tee. A bodysuit would also work, especially if you're looking for more coverage. Add a cool sneaker to finish the look.

Jennifer Aniston's Shirtless Suit

This look is still a red carpet and event favorite, and you don't have to be a celebrity to pull it off. We love how the actress skipped the shirt and added a statement necklace instead. It's simple yet stunning.

Devon Aoki's Sweater Dress

If you're searching for cute winter outfits, try this timeless, model-approved formula: a printed sweater dress, styled with knee-high boots and minimal accessories. This outfit was a hit in the early aughts, and it can still work today. Add an edgy combat boot Ron Galella / Ron Galella Collection via Getty Images.

Destiny's Child's Floral Outfits

We can't decide which outfit we love more: Beyoncé's flower top and sparkly pants, Kelly Rowland's floral-printed ensemble, or Michelle Williams's sweet matching skirt set. Try on any of these looks today and you're bound to earn major compliments. It's fairycore meets Y2K in the best way.

Angelina Jolie's Leather Pants

Turn faux leather pants into a statement piece by balancing them with a solid T-shirt, just like Angelina Jolie. Simple accessories like a studded belt and black heeled boots keep up the edgy theme of the aesthetic. Finish with matte makeup to bring Jolie's outfit to life.

Janet Jackson's Maxi Skirt

If you've grown tired of micro-minis, take a tip from Jackson and reach for a maxi instead. A shirt with bold sleeves and boots will make these bottoms work for cooler weather. Come summer, a tank and strappy sandals make the perfect replacement.

Aaliyah's Dress-Over-Pants Outfit

Dresses over pants are controversial, but here's proof that it works. If you're not yet sold on this Y2K fashion trick, experiment with a long, sheer tunic on top, similar to Aaliyah's. For a subtler take, swap the sequin styles for basic alternatives like a sheer or knit top.

Sarah Michelle Gellar's Halter Top

A silky, solid halter top will look great with almost any pair of pants—even shiny blue snakeskin designs. This outfit is a solid contender for date night or a night out with friends. If you like a simpler style, switch out the snakeskin pants for your favorite pair of jeans.

Katie Holmes's Flare Jeans

If you're still stumped about what shoes to wear with denim, let Y2K outfits serve as a source of inspiration. Pair flare jeans with sleek black boots and opt for a small kitten heel, much like what Holmes wore at the 2002 MTV Movie Awards.

Jessica Simpson's Pink Dress

Outfits to Wear in April for Transitional Weather Days Diane Kruger Wore the Ageless Staple Hailey Bieber Relies on All the Time. Keep the accessories simple and carry a bolero or duster in case you feel cold. Add your favorite shoulder bag, and you're ready to head out the door.

Kaley Cuoco's Monochrome Brown

Celebrities have been trading their jeans for trousers as of late. If you're still unsure what to wear up top, choose something in a coordinating color. It's an easy, sleek solution that will elevate any type of bottoms.

Victoria Beckham's Corset Dress

Victoria Beckham may have worn this lace-up corset dress to a Y2K awards show (specifically, the 2003 MTV Movie Awards), but today, we'd pair it with a cardigan and boots for a fun date-night look. A dress like this is a statement, so have some fun with it. How iconic would it be for a birthday party or bridal shower?

Christina Aguilera's Metallic Set

We love a pre-made outfit (a.k.a. a matching set) and one in head-to-toe metallics is sure to be a showstopper. It's the perfect going-out outfit; however, consider mixing metals for a more modern take.

Busy Philipps's Tube Dress

Do you know who loves a long skirt and wedge boot combo? Today's top style icons. We'd admittedly copy Philipps's fashion formula from tube top to bottom. The black and burgundy color pairing is also worth taking note of.

Mary-Kate and Ashley Olsen's Casual Outfits

From Katie Holmess flare jeans to Lucy Lius leather duster. The Row designers are still big fans of rocking long coats with sporty sneakers. Now that we've mostly ditched slim-fitting jeans for wider-leg options, this outfit feels like a fresh and fun everyday look.

Sandra Bullock's Black Dress

A black dress could be considered more of a classic than a Y2K fashion trend, but this dress worn with pants is so early-aughts coded. As we dream up all the ways to style an LBD, we'll be keeping Bullock's ensemble in mind. With the scarf and pointed pumps, it's sartorial perfection.

Brittany Murphy's Pleated Skirt

There's no shortage of schoolcore street style, but the archives hold a ton of outfit inspiration, too. Case in point: Murphy's pleated skirt, which she wore with a bomber jacket and knee-high boots for 2003's Cadillac Super Bowl Grand Prix.

Christina Milian's Denim-On-Denim

Denim-on-denim will always be one of our favorite ways to wear jeans. If you're looking for something sexier than an oversized jacket and flares, copy Milian's corset and miniskirt combo. Weirdly enough, it contains pieces similar to those we've shopped on Revolve.

Lucy Liu's Leather Duster Jacket

Long, oversized duster coats have become a go-to for stars such as Hailey Bieber. These days, we'd skip the scarf, but other than that, Liu's look wouldn't feel out of place on today's top models. The deep red shade is such a nice touch, too.

Britney Spears's Tracksuit

Long live the Juicy Couture tracksuit. Velour tracksuits are one of Y2K's most recognizable fashion trends, so naturally, we noticed when SKIMS, ALO, and Aerie began selling them again. Now, the laid-back (yet weirdly elevated) look is being worn by everyone from L.A. to Milan.

Halle Berry's Ruched Dress

Ruched dresses were a popular style in the early 2000s. They were good enough for a high school homecoming dance as much as they were for Halle Berry on the red carpet. Rather than opt for a classic shade of red, consider this red-orange hue that is fiery and fun. Heck, even Katie Holmess Most Iconic Cool-Girl Looks of 2025 Inspired My Spring Closet Overhaul.