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Featuring all your most loved '90s fashionistas

Author image: unnamedBy Abby HepworthPublished Sep 24, 2025

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From TV icons like Hilary Banks to IRL starlets like Britney Spears, there are a seemingly infinite number of fashion resources to help figure out what to wear a ‘90s party. In a decade where everything from ripped grunge flannels to preppy skirt suits to The North Face puffer jackets (all worn with lace-up Dr. Martens, of course) were trendy, there are many, many different ways to take the theme and run with it. Here you’ll find 22 outfits worn by all my most-loved ‘90s fashionistas that are sure to inspire a fabulous throwback party look.

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drew barrymore what to wear to a 90s partyRon Galella/Ron Galella Collection via Getty Images

1. Buttoned-Up Cardigan + Distressed Denim + Dr. Martens Boots

For a ‘90s look that’s just as stylish in 2024, try copying Drew Barrymore’s grunge-lite ensemble. As for makeup, don’t forget to swipe on some brown lipstick and fill in those brows.

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J.Crew Factory

Classic Cotton Cardigan

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Levi’s

Low Loose Jeans

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2. Oversize Sweatshirt + Colorful Bike Shorts + Chunky Socks + Sneakers

There are so many Princess Diana outfits worth copying, but this one is by far the comfiest—and one of the easiest to recreate using pieces you likely already own.

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Etsy TZshirts

Fly Atlantic Sweatshirt

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FP Movement

Never Better 5-Inch Bike Shorts

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3. Slim-Fit Turtleneck + Miniskirt + Black Tights + Knee-High Black Boots

The Nanny’s Fran Fine was a major fashion icon (and still is) thanks to her over-the-top looks and even bigger hair. Want more Fran fashion inspo? Check out the Instagram account @WhatFranWore for a catalog of all her best looks.

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Ulla Johnson

Aurelia Turtleneck Top

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Abercrombie & Fitch

Scarlett Mini Skort

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4. Flower Hat + Button-Up Vest + Lace Blouse + Matching Corsage

Another impossibly chic TV heroine, Hilary Banks’s outfits are a treasure trove of ‘90s inspiration. Unsurprisingly, she also has multiple Instagram accounts dedicated to cataloging her iconic style.

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Hat Attack

Luna Bucket Hat

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M&S Schmalberg

Flower Pin

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5. Sparkly Long-Sleeve Crop Top + Matching Flared Pants

Make sure to brush up on the lyrics to "Bidi Bidi Bom Bom" before you rock Selena’s iconic performance outfit.

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ASOS LUXE

Matching Top and Pants Set

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Lady Couture

Bravo Booties

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6. Leopard Jumpsuit + Oversize Sunglasses + Black Gloves + Grammy Award

Mary J. Blige has been serving looks since the beginning of her career back in the ‘80s, but this leopard-print number has to be one of my favorites. (P.S. This was the performer’s first Grammy win for Best Rap Performance by a Duo or Group for “I'll Be There for You/You're All I Need to Get By” with Method Man.)

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Natori

Leopard Robe

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Norma Kamali

Spat Leggings

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7. Pink Tube Top + White Cargo Pants + Chunky White Sneakers + Wireless Mic

Britney’s first album, …Baby One More Time, dropped in 1999 and instantly solidified her as one of the best new artists of the decade. Of course, her incredible performance looks helped as well.

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Skims

Cotton Jersey Tube Top

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Athleta

Midday Low Rise Poplin Pant

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8. Sheer Long-Sleeve Shirt + Denim Pencil Skirt + Baguette Bag

If you can’t find a denim skirt with embroidery along the hem just like Vivica A. Fox’s, try pinning a ribbon or embellished belt to your skirt to fake the look. Be sure to pin your hair back with a series of butterfly clips, too, for good measure.

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House of CB

Mistress Rocks Vintage Floral Print Top

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Lauren Ralph Lauren

Denim Skirt

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9. Empire-Waist Slip Dress + Coordinating Cardigan + Pieced Up-Do

I love Kirsten Dunst’s coordinating empire-waist slip dress and longline cardigan, but I adore her Pam Anderson-esque hairdo with, you guessed it, a plethora of butterfly clips to keep it in place.

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Cider

Mesh Square Neck Floral Bowknot Dress

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L.L.Bean

Pima Cotton Open Cardigan

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10. Red One-Piece Swimsuit + Rescue Tube

Speaking of Pam Anderson, the blonde bombshell was one of the biggest stars of the decade, and to this day you can’t look at a red one-piece swimsuit without thinking Baywatch.

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Andie

Tulum One-Piece

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Left On Friday

Sunday Suit

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11. Black Off-the-Shoulder Minidress + Sparkling Choker + Black Heels

Looking for something a bit dressier? You can’t do better than the little black dress seen ‘round the world: Princess Diana’s infamous “revenge dress.”

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Diane von Furstenberg

Lovinia Dress

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Anthropologie

Micropearl Layered Choker Necklace

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12. Cut-Out Black Dress + Gold Safety Pins

Or, if you want to go even bolder, why not look to another infamous LBD moment from the ‘90s—Elizabeth Hurley in a stunning Versace frock seemingly held together with gold safety pins. Even better if you can get Hugh Grant to accompany you to the party.

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Michael Costello x REVOLVE

Milan Gown

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AKSOVA

Extra Large Safety Pins

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13. Leather Jacket + Graphic Tee + Loose Jeans + Dr. Martens Boots

Winona forever, am I right? Channel the Stranger Things actress in all her ‘90s glory with an ensemble that would’ve been a go-to for any young star from the decade.

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Sam Edelman

Leather Moto Jacket

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Etsy YQue Trading Post

Free Winona T-Shirt

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14. Oversize Overalls + Plaid Shacket + Gold Hoops

Go all in on denim with some TLC-approved wide-leg overalls with lots of, er, patches. Throw a plaid shirt on over the top and keep your footwear casual with either Timberland boots or socks and Tevas.

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GAP

UltraSoft Denim Horseshoe Overalls

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Jessica Simpson

Twisted Gold Hoop Earrings

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15. Matching Green Shirt + Midi Skirt

To be honest, I wouldn’t even need to be headed to a ‘90s-theme party to want to copy this matching Donna Karan set from Great Expectations. Don’t forget to add some black strappy sandals and a black croc-embossed tote to truly embody Gwyneth.

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Pretty Little Thing

Green Satin Tie Front Boxy Shirt

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Pretty Little Thing

Green Satin Fishtail Midaxi Skirt

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16. Embellished 'Rock Royalty' Tee + Black Skirt or Brown Trousers

You may now associate the Met Gala with over-the-top gowns and wild red-carpet getups, but in 1999, Liv Tyler and Stella McCartney showed up in matching homemade one-shoulder T-shirts pairs with rather casual separates. In all honestly, the duo stayed truer to the Rock Style theme than most guests that year.

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H&M

Fitted T-Shirt

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Worthofbest

Bedazzler Kit

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17. Metallic Minidress + Dark Eyeshadow + Model BFF

Or, if you want to embody another iconic ‘90s duo, opt for a sparkly minidress, crimped locks and a heavy dose of eyeshadow just like Naomi Campbell and Kate Moss.

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h:ours

Candy Dress

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Miss Circle

Serenity Silver Copper Mesh Dress

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18. Denim Bucket Hat + Denim Vest + Button-Up Shirt + Henley Tee

Tia and Tamera Mowry’s show Sister Sister was an instant classic, not just because of the real-life twins’ charm, but because of their all-star outfits. Whether or not they opted for matching ensembles, they always looked incredible.

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The Hat Depot

Denim Bucket Hat

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Intimately FP

Going Places Cardi

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19. Cropped Cardigan + Cropped Tube Top + Dark-Wash Denim + Platform Slides

What a girl wants, what a girl needs, is a tutorial for how to achieve Christina Aguilera’s bouncy blowout so I can copy this 1999 look from head to toe.

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LOFT

Modern V-Neck Cardigan

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Susana Monaco

Strapless Crop Top

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20. Space Buns + Face Jewels + Fuzzy Bikini Top + Parachute Pants

Before embracing her country side with husband Blake Shelton, Gwen Stefani was just a girl with a truly iconic punk rock style and blue hair. I have no doubt her MTV Video Music Awards fit from 1998 will earn you tons of compliments, especially those face gems.

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UO

Easy Peasy Face Gems

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Etsy Crochetfield

Faux-Fur Bikini Top

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21. Faux-Fur Collar Duster + Minidress or Tubetop + Mini Skirt

Buffy the Vampire Slayer is yet another show chock-full of awesome late ‘90s fashion, but stars Alyson Hannigan’s and Sarah Michelle Gellar’s real-life looks are also worth copying. Case in point, these two takes on party outfits, both of which look perfect with a crimped up-do.

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ASOS DESIGN

Faux-Fur Trim Coat

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Princess Polly

Floral Sleeveless Minidress

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22. Latex Minidress + Silver Choker + Platform Sandals

If it’s a ‘90s fashion movie moment you’re after, we think Romy and Michele are the way to go. Their actual reunion looks may require a little DIY to get just right, but any outfit from the film is guaranteed to be a big hit. And don’t forget to bring some Post-Its, too.

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California Costumes

Pink Dress

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California Costumes

Blue Dress

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23. Denim Vest + T-Shirt + Maxi Skirt + Clogs

When in doubt, look to Friends. The first six seasons of the show offer up tons of ‘90s fashion inspo, whether you prefer Phoebe’s eclectic vibes, Monica’s casual ensembles or Rachel’s more fashion-focused fits. Heck, even the guys might inspire you, especially Chandler’s numerous sweater vests.

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Levi’s

Braided Denim Vest

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Everlane

Cotton T-Shirt

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What’s a Good ’90s Theme Party Outfit for Couples?

If it’s a couples costume you’re after, I suggest looking to the most popular couples of the day for inspiration—Kurt Cobain and Courtney Love, Reese Witherspoon and Ryan Phillippe, Justin Timberlake and Britney Spears, Will Smith and Jada Pinkett Smith, Hugh Grant and Elizabeth Hurley, David and Victoria Beckham, etc. Or you could look to other famous duos of the ‘90s like Cher Horowitz and Dionne Davenport, Ben Affleck and Matt Damon, Wayne and Garth, Romy and Michele, Mary Kate and Ashley Olsen—the possibilities really are endless.

The decade saw a wide range of aesthetics come into style, including grunge, sleek minimalism, hip-hop streetwear (hello, The North Face Nupste puffer), goth and even the beginnings of Y2K’s metallics obsession. If you want to know what folks were wearing on a regular day, check out TVs from the era that followed characters living average (if entertaining) lives, like Friends, Clarissa Explains It All, Seinfeld or Dawson’s Creek.

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unnamedAbby Hepworth

Editor

  • Covers fashion, trends and all things running
  • Received certification as an RRCA run coach
  • Has worked in fashion for over a decade
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