The Most Mesmerizing and Unforgettable '90s Outfits (2024)

Table of Contents
Stay In The Know Pamela Anderson Jodie Foster Brooke Shields Naomi Campbell Lauryn Hill Meg Ryan Liv Tyler Christy Turlington Gwenyth Paltrow Winona Ryder Catherine Zeta-Jones Karyn Parsons as Hilary Banks from 'The Fresh Prince of Bel-Air' Shalom Harlow Kelly Ripa Brittany Murphy Cameron Diaz Winona Ryder Kate Hudson Destiny's Child Lil Kim Pamela Anderson Grace Jones Aaliyah Meg Ryan Sharon Stone Keanu Reeves Tyra Banks Jennifer Aniston Iman Jennifer Lopez Claudia Schiffer Cameron Diaz Carla Bruni Lela Rochon and Lauryn Hill Carmen Electra Elle MacPherson Eve Kate Hudson Sharon Stone Janet Jackson Sarah Jessica Parker TLC Selena Courtney Cox Aaliyah Whitney Houston Angelina Jolie Mary-Kate and Ashley Olsen Angelina Jolie Jennifer Aniston and Brad Pitt Vivica A. Fox Christina Aguilera Angela Bassett Cindy Crawford Melissa Joan Hart Halle Berry Jada Pinkett Smith Sarah Michelle Gellar Reese Witherspoon and Selma Blair Natasha Richardson Mandy Moore Linda Evangelista Gwen Stefani Lil' Kim Kate Moss and Naomi Campbell Aaliyah Dontalla Versace and Jennifer Lopez Christy Turlington Janet Jackson Mary J. Blige Madonna and Michael Jackson Julia Roberts Toni Braxton Mariah Carey Fran Drescher Tia and Tamera Mowry Lenny Kravitz and Lisa Bonet Nicole Kidman and Tom Cruise Drew Barrymore Mandy Moore Madonna Alicia Silverstone Chloë Sevigny Winona Ryder Winona Ryder and Johnny Depp Courtney Love and Kurt Cobain Liv Tyler Princess Diana Elizabeth Hurley and Hugh Grant Princess Diana Katie Holmes and James Van Der Beek Sarah Jessica Parker Jennifer Aniston and Matthew Perry The Spice Girls Halle Berry Liv Tyler and Steven Tyler Johnny Depp and Kate Moss Kate Moss and Johnny Depp Sarah Jessica Parker Brad Pitt and Gwyneth Paltrow Fabio Winona Ryder and Claire Danes Sarah Jessica Parker Mary-Kate and Ashley Olsen Nicole Kidman Destiny's Child Kirsten Dunst Jada Pinkett Smith Britney Spears Naomi Campbell and Kate Moss TLC Naomi Campbell Gwen Stefani Cameron Diaz Tyra Banks Cindy Crawford Reese Witherspoon Destiny's Child Gwyneth Paltrow Liv Tyler and Stella McCartney Jennifer Lopez Iman and David Bowie Salma Hayek Shania Twain Victoria and David Beckham
The Most Mesmerizing and Unforgettable '90s Outfits (1)

(Image credit: Mitchell Gerber/Corbis/VCG via Getty Images; Getty Images/Princess Diana Archive; KMazur/WireImage)

By The Editors

last updated

Looking back, the '90s feels like a golden era—the Game Boy! The Spice Girls! The Parent Trap! The last cell phone-less generation!—most of all when it comes to '90sfashion.Scrunchies, acid-wash jeans, tube tops, and capri pants reigned supreme among '90s style trends, along with crimped hair,Mary-Kate and Ashley Olsen,and punk rock. It was a glorious time, made only more glorious by the A-listers and '90s supermodels who blithely wore their finest on the red carpet and out and about, secure in the knowledge that they would never have to look back on these iconic looks and feel anything other than pride.

Unfortunately, in the year of our Lord 2023, some of these '90s looks...hit a little different. But, on the other hand, these looks prove just how much the '90s influenced some of today's most in-demand trends. So sit back, grab a packet of Pop Rocks, and instead of wondering how 1990 can be as far away from the present day as2050(!), enjoy these looks, which represent the very best (if "best" is the right word here) of '90s fashion.

Stay In The Know

Marie Claire email subscribers get intel on fashion and beauty trends, hot-off-the-press celebrity news, and more. Sign up here.

The Most Mesmerizing and Unforgettable '90s Outfits (2)

(Image credit: Mitchell Gerber/Corbis/VCG via Getty Images)

Pamela Anderson

It doesn't get more iconic than Pamela Anderson in this pink fuzzy hat an white buster combo at the 1999 MTV Video Music Awards. The blue eyeshadow really completes the look.

The Most Mesmerizing and Unforgettable '90s Outfits (3)

(Image credit: Sam Levi/WireImage)

Jodie Foster

This is the slip dress to end all slip dresses. Actress Jodie Foster donned this classic, elegant pick at the 1997 Vanity Fair Oscar Party, proving that simple sometimes is better.

The Most Mesmerizing and Unforgettable '90s Outfits (4)

(Image credit: Steve Granitz/WireImage)

Brooke Shields

Another stunner in red is Brooke Shields in this cherry-hued column gown at the Golden Globe Awards in 1998. The fresh-faced model added a red lipstick that perfectly coordinates with the look.

The Most Mesmerizing and Unforgettable '90s Outfits (5)

(Image credit: SGranitz/WireImage)

Naomi Campbell

Naomi Campbell looks stunning in just about everything she wears, but this pastel yellow boat-necked number that she wore to the The 68th Annual Academy Awards in 1996 is one of my underrated favorites.

The Most Mesmerizing and Unforgettable '90s Outfits (6)

(Image credit: SGranitz/WireImage)

Lauryn Hill

This leather blazer look that Lauryn Hill wore at the The 1999 Source Hip-Hop Music Awards is totally copy-able now thanks to the never-ending trend cycle.

The Most Mesmerizing and Unforgettable '90s Outfits (7)

(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images)

Meg Ryan

Meg Ryan in this coat the "Anastasia" New York City premiere in 1997! That's it, that's the whole caption.

The Most Mesmerizing and Unforgettable '90s Outfits (8)

(Image credit: Jeff Kravitz/FilmMagic, Inc)

Liv Tyler

This simple cheer maxi dress on Liv Tyler in 1995 is the epitome of '90s fashion.

The Most Mesmerizing and Unforgettable '90s Outfits (9)

(Image credit: PAT/ARNAL/Gamma-Rapho via Getty Images)

Christy Turlington

Digital Lavender isn't just trending now. It was also big in the '90s, as proven by supermodel Christy Turlington on the runway at Versace in 1994.

The Most Mesmerizing and Unforgettable '90s Outfits (10)

(Image credit: Ke.Mazur/WireImage)

Gwenyth Paltrow

The velvet suit that spawned a million Pinterest pins! Gwenyth Paltrow wore this now-iconic velvet suit to the 1996 MTV Video Music Awards in New York City and became one of the most clicked-on images ever since.

The Most Mesmerizing and Unforgettable '90s Outfits (11)

(Image credit: Jeff Kravitz/FilmMagic, Inc)

Winona Ryder

Winona Forever! This simple tank-and-trousers 'fit on the red carpet for the 1998 MTV Video Music Award Arrivals is so simple, so easy, and so cool.

The Most Mesmerizing and Unforgettable '90s Outfits (12)

(Image credit: Kravitz/FilmMagic, Inc)

Catherine Zeta-Jones

Who doesn't love a simple slip dress! Catherine Zeta-Jones looks bubbly and oh-so-'90s at the 1999 MTV Movie Awards.

The Most Mesmerizing and Unforgettable '90s Outfits (13)

(Image credit: Gary Null/NBCU Photo Bank/NBCUniversal via Getty Images)

Karyn Parsons as Hilary Banks from 'The Fresh Prince of Bel-Air'

One of the best—and most stylish—TV characters of all time, Hilary Banks from 'The Fresh Prince of Bel-Air' (aka Karyn Parsons) is always on my style board.

The Most Mesmerizing and Unforgettable '90s Outfits (14)

(Image credit: Rose Hartman/WireImage)

Shalom Harlow

In a now-iconic clip from the Todd Oldham fashion show in 1994, Shalom Harlow overtakes fellow supermodel Amber Valletta on the runway in this micro mini skirt. Who would have guessed that looks inspired by this one would pop up on the runways and in street style photos just shy of 30 years later?

The Most Mesmerizing and Unforgettable '90s Outfits (15)

(Image credit: Ron Galella/Ron Galella Collection via Getty Images)

Kelly Ripa

Kelly Ripa's slinky white pearl-encrusted gown at the 5th Annual Daytime Emmy Award in 1998 is currently on my wedding mood board. The slicked-back hair adds just a touch of edge.

The Most Mesmerizing and Unforgettable '90s Outfits (16)

(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images)

Brittany Murphy

Confirmed: the sheer trend started in the '90s, and on Brittany Murphy specifically. This grungy ensemble from 1999 would totally work today.

The Most Mesmerizing and Unforgettable '90s Outfits (17)

(Image credit: Jim Smeal/Ron Galella Collection via Getty Images)

Cameron Diaz

Cameron Diaz was the queen of easy, laidback style in the '90s. Case in point, this effortless two-piece set at the The 70th Annual Academy Awardsin 1998.

The Most Mesmerizing and Unforgettable '90s Outfits (18)

(Image credit: Ron Galella/Ron Galella Collection via Getty Images)

Winona Ryder

Another day, another reason to wax poetic about Winona Ryder's '90s style. This beaded halter from 1998 is sexier than some of her other, more popular looks from the decade, but it's still one of my favorites.

The Most Mesmerizing and Unforgettable '90s Outfits (19)

(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images)

Kate Hudson

There's nothing better than Kate Hudson in pastel dress. Need I remind you about the epic yellow gown from 'How to Lose a Guy in 10 Days?' This icy blue pick that she wore to the Los Angeles premiere of '200 Cigarettes' is too good not to talk about.

The Most Mesmerizing and Unforgettable '90s Outfits (20)

(Image credit: by Brian Rasic/Getty Images)

Destiny's Child

Dressed in head-to-toe black leather, Destiny's Child proved that they were the moment on the red carpet at the MTV Europe Music Awards in Milan, Italy in 1998.

The Most Mesmerizing and Unforgettable '90s Outfits (21)

(Image credit: Ron Galella/Ron Galella Collection via Getty Images)

Lil Kim

If you love pink, wear it from head-to-toe. This Lil Kim look proves that monochromatic dressing is always a good idea, even down the wig.

The Most Mesmerizing and Unforgettable '90s Outfits (22)

(Image credit: Vinnie Zuffante/Michael Ochs Archives/Getty Images)

Pamela Anderson

She can do sporty looks too, people! Pam Anderson took a cooler, more casual approach to her style at in 1994.

The Most Mesmerizing and Unforgettable '90s Outfits (23)

(Image credit: Steve Eichner/Getty Images)

Grace Jones

Grace Jones can do no wrong. This blue bustier moment from 1992 undoubtedly inspired a similar Tom Ford look that Zendaya later wore in 2020.

The Most Mesmerizing and Unforgettable '90s Outfits (24)

(Image credit: KMazur/WireImage)

Aaliyah

Always cool and never too styled, Aaliyah made black and white look chic in 1995.

The Most Mesmerizing and Unforgettable '90s Outfits (25)

(Image credit: Jeff Kravitz/FilmMagic, Inc)

Meg Ryan

Queen of casual ensembles, Meg Ryan wore this oversized blazer, fitted trousers, and brogues is the ideal combination of menswear-meets-womenswear.

The Most Mesmerizing and Unforgettable '90s Outfits (26)

(Image credit: Evan Agostini/Getty Images.)

Sharon Stone

The iconic high-low moment when Sharon Stone wore a Gap button-down with a Vera Wang skirt is forever engraved in my brain.

The Most Mesmerizing and Unforgettable '90s Outfits (27)

(Image credit: Jeff Kravitz/FilmMagic, Inc.)

Keanu Reeves

No thoughts, just this picture of Keanu Reeves in a tan suit at the 1993 MTV Movie Awards.

The Most Mesmerizing and Unforgettable '90s Outfits (29)

(Image credit: Kevin Mazur Archive/WireImage.)

Jennifer Aniston

Jennifer Aniston opted for a grey two-piece at VH1 Divas Live back in 1998, and we would totally wear this look today.

The Most Mesmerizing and Unforgettable '90s Outfits (30)

(Image credit: Tom Wargacki/WireImage.)

Iman

Only Iman could get away with wearing this colorful Versace frock to the opening of Chanel's new Flagship Boutique back in 1996.

The Most Mesmerizing and Unforgettable '90s Outfits (31)

(Image credit: Jeff Kravitz/FilmMagic, Inc.)

Jennifer Lopez

Does it get more '90s than J.Lo in this slinky chainmail top and a pair of low-rise leather trousers at the MTV Movie Awards? No, it does not.

The Most Mesmerizing and Unforgettable '90s Outfits (32)

(Image credit: PIERRE VERDY/AFP via Getty Images.)

Claudia Schiffer

Claudia Schiffer had the honor of going as the bride at Chanel's Fall/Winter 1993/1994 haute couture collection.

The Most Mesmerizing and Unforgettable '90s Outfits (33)

(Image credit: Bertrand Rindoff Petroff/Getty Images.)

Cameron Diaz

The '90s were clearly a great time for cream-colored suits.

The Most Mesmerizing and Unforgettable '90s Outfits (34)

(Image credit: Foc Kan/WireImage.)

Carla Bruni

I could totally see one of today's It-Girls donning this satin number that Carla Bruni wore to the Versace High Fashion Show in January, 1995.

The Most Mesmerizing and Unforgettable '90s Outfits (35)

(Image credit: Jeff Kravitz/FilmMagic, Inc.)

Lela Rochon and Lauryn Hill

The pastel looks on this duo at the 1996 MTV Movie Awards lives rent-free in my mind.

The Most Mesmerizing and Unforgettable '90s Outfits (36)

(Image credit: Jeff Kravitz/FilmMagic, Inc.)

Carmen Electra

This all-over pink look that Carmen Electra wore to the 1997 MTV Rock 'n Jock Basketball game is pure '90s perfection.

The Most Mesmerizing and Unforgettable '90s Outfits (37)

(Image credit: Jeff Kravitz/FilmMagic, Inc.)

Elle MacPherson

How chic is Elle MacPherson in this micro mini skirt at the 1994 MTV Movie Awards?

The Most Mesmerizing and Unforgettable '90s Outfits (38)

(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images.)

Eve

Eve donned this glittery micro-mini dress for the Fifth Annual Soul Train Lady of Soul Awards on 1999, proving *just* how influential the '90s were on today's biggest fashion trends.

The Most Mesmerizing and Unforgettable '90s Outfits (39)

(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images.)

Kate Hudson

Kate Hudson looks ever bit the '90s superstar in this sheer corset top and low-rise maxi skirt from1999.

The Most Mesmerizing and Unforgettable '90s Outfits (40)

(Image credit: Ke.Mazur/WireImage.)

Sharon Stone

Opera-length gloves may be trending right now, but this pair on Sharon Stone from 1993 proves that they were *always* a good idea.

The Most Mesmerizing and Unforgettable '90s Outfits (41)

(Image credit: Dickson/Redferns.)

Janet Jackson

Never not thinking about this Janet Jackson performance look from 1995.

The Most Mesmerizing and Unforgettable '90s Outfits (42)

(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images.)

Sarah Jessica Parker

Yes, this photo is a BTS shot from Sex And The City. Yes, Sarah Jessica Parker still looks amazing.

The Most Mesmerizing and Unforgettable '90s Outfits (43)

(Image credit: Jeff Kravitz/FilmMagic, Inc.)

TLC

TLC were ahead of their time in these lace-up coordinating looks at the 1995 MTV Video Music Awards.

The Most Mesmerizing and Unforgettable '90s Outfits (44)

(Image credit: Arlene Richie/Getty Images.)

Selena

This Selena look is forever iconic.

The Most Mesmerizing and Unforgettable '90s Outfits (45)

(Image credit: Jim Smeal/Ron Galella Collection via Getty Images.)

Courtney Cox

Another day, another oversized pantsuit that I can't get out of my head.

The Most Mesmerizing and Unforgettable '90s Outfits (46)

(Image credit: Jeffrey Mayer/WireImage.)

Aaliyah

Aaliyah's performance looks were second-to-none.

The Most Mesmerizing and Unforgettable '90s Outfits (47)

(Image credit: JMEnternational/Getty Images.)

Whitney Houston

This leather corseted look on Whitney Houston is what two-piece dreams are made of.

The Most Mesmerizing and Unforgettable '90s Outfits (48)

(Image credit: Ron Galella, Ltd./Ron Galella Collection via Getty Images)

Angelina Jolie

Minutes after this photo was taken, Jolie jumped in the pool at the 1999 Golden Globes. She took home the trophy for Best Actress in a Mini Series thanks to her peformance in Gia.

The Most Mesmerizing and Unforgettable '90s Outfits (49)

(Image credit: Getty Images/George Dabrowski)

Mary-Kate and Ashley Olsen

No one did twinning better than these two. The Olsen sisters matched in black cardigans and fringe skirts at themovie premiereofAnnaand the Kingin 1999.

The Most Mesmerizing and Unforgettable '90s Outfits (50)

(Image credit: Getty Images/Jeff Kravitz)

Angelina Jolie

The singer attended the 1997 Cable ACE Awards and proved then and now that theslip dressis a classic piece to have in your wardrobe. Try styling it with a velvet cape.

The Most Mesmerizing and Unforgettable '90s Outfits (51)

(Image credit: Getty Images/Barry King)

Jennifer Aniston and Brad Pitt

The only thing more memorable than Aniston's Rachel Green haircut/outfits was who she was dating at the time: Brad Pitt. We'll just leave this here.

The Most Mesmerizing and Unforgettable '90s Outfits (52)

(Image credit: Getty Images)

Vivica A. Fox

The actress hit all the '90s fashion benchmarks in this outfit: the purple bandanna, the see-through matching purple shirt, a skinny chain belt, and slightly flared jeans.

The Most Mesmerizing and Unforgettable '90s Outfits (53)

(Image credit: Getty Images)

Christina Aguilera

The singer went for a head-to-toe gold look. Personally, we're getting Academy Award statue vibes.

The Most Mesmerizing and Unforgettable '90s Outfits (54)

(Image credit: Getty Images/Ron Galella)

Angela Bassett

The star and Janet Jackson dressed up in blazers to attend the 66th Academy Awards Nominees Luncheon in 1994. Bassett went with a bold fuchsia color while Jackson kept it classic in all white.

The Most Mesmerizing and Unforgettable '90s Outfits (55)

(Image credit: Getty Images/Ron Galella, Ltd.)

Cindy Crawford

The supermodel attended the Second Annual Revlon's Unforgettable Women Contest in 1990 at the MET in New York City. She wore a striking halter neck red dress nude tights and red heels. We're eyeing the sparkly diamonds on her neck and ears too.

The Most Mesmerizing and Unforgettable '90s Outfits (56)

(Image credit: Getty Images)

Melissa Joan Hart

Who grew up watchingSabrina the Teenage Witch?Here's the actress, circa 1990, in a genie-like costume, complete with a long braid.

The Most Mesmerizing and Unforgettable '90s Outfits (57)

(Image credit: Getty Images)

Halle Berry

The star was a fan ofrocking two pieceson the red carpet. She wore this flashy pink fringe outfit to the MTV Movie Awards in 1990.

The Most Mesmerizing and Unforgettable '90s Outfits (58)

(Image credit: Getty Images)

Jada Pinkett Smith

Also in 1990, Jada Pinkett Smith debuted this shimmery green skirt and top set. We're getting mermaid vibes.

The Most Mesmerizing and Unforgettable '90s Outfits (59)

(Image credit: Getty Images/Ron Galella, Ltd.)

Sarah Michelle Gellar

We love a '90s matching moment. Here, Brittany Daniel, Shane McDermott, and Sarah Michelle Gellar coordinated outfits in a promotion forSwans Crossingin 1992.

The Most Mesmerizing and Unforgettable '90s Outfits (60)

(Image credit: Getty Images/Dave Allocca)

Reese Witherspoon and Selma Blair

It seemed like everyone owned a lace slip dress back in the '90s. Here, Blair wore one at the premiere ofCruel Intentionsin 1999.

The Most Mesmerizing and Unforgettable '90s Outfits (61)

(Image credit: Getty Images/Frank Trapper)

Natasha Richardson

The actress played one of the most stylish moms on TV inThe Parent Trapand her fashion sense IRL was equally as good, as this blazer skirt (dress?) set proves.

The Most Mesmerizing and Unforgettable '90s Outfits (62)

(Image credit: Getty Images)

Mandy Moore

The actress and singer showed off a matching graphic set in 1990. We're taking bets on what the print is.

The Most Mesmerizing and Unforgettable '90s Outfits (63)

(Image credit: Getty Images/Ron Galella)

Linda Evangelista

The '90s supermodel's crop blazer top and high-waisted pants is a look we still love today.

The Most Mesmerizing and Unforgettable '90s Outfits (64)

(Image credit: Getty Images/Jim Smeal)

Gwen Stefani

The singer was known for adding a little glamour to her punk rock looks in the '90s. Here, Stefani arrived to the 1998 MTV Video Music Awards in a fuzzy blue bikini top that matched her icy blue hair and...face jewels.

The Most Mesmerizing and Unforgettable '90s Outfits (65)

(Image credit: Getty Images/Trevor Gillespie)

Lil' Kim

Always known for pushing the fashion envelope with her style, at 1999 MTV Video Music Awards, Lil' Kim hit the red carpet in an unforgettable boob-baring one-shoulder jumpsuit. The rapper finished off the look with a purple wig.

The Most Mesmerizing and Unforgettable '90s Outfits (66)

(Image credit: Getty Images/Dave Benett)

Kate Moss and Naomi Campbell

This model duo owned the '90s with their fashion. Moss and Campbell were spotted leaving a London Fashion Week event hand-in-hand in 1991, wearing their own renditions of school-girl-chic attire.

The Most Mesmerizing and Unforgettable '90s Outfits (67)

(Image credit: Getty Images/Jeffrey Mayer)

Aaliyah

Aaliyah mastered streetwear long before the term became a fashion phenomenon, as evidenced by her Tommy Hilfiger yellow tracksuit in 1997. The singer was the poster child for the modern-day phrase "chill but still a big deal."

The Most Mesmerizing and Unforgettable '90s Outfits (68)

(Image credit: Getty Images/Marion Curtis)

Dontalla Versace and Jennifer Lopez

Proof Dontalla Versace and J.Lo gowayback. The two posed for the cameras while wearing some glitzy '90s fashion looks of sparkles and metallics.

The Most Mesmerizing and Unforgettable '90s Outfits (69)

(Image credit: Getty Images/Ron Galella)

Christy Turlington

The model casually out and about while rocking Versace. Iconic! We're gettingChervibes, except Turlington's sheer top makes the outfit slightly more risqué than Alicia Silverstone's.

The Most Mesmerizing and Unforgettable '90s Outfits (70)

(Image credit: Getty Images/Ron Galella, Ltd.)

Janet Jackson

This laidback but classic '90s look by the singer and actor can easily be recreated present day. ThePoetic Justicestar tucked a long-sleeved boatneck tee into a belted pair of mom jeans and wore a newsboy cap over her long box braids.

The Most Mesmerizing and Unforgettable '90s Outfits (71)

(Image credit: Getty Images/Ron Galella)

Mary J. Blige

In 1996, Mary J. Blige attended the Grammy Awards wearing a full leopard print ensemble with velvet gloves and dark sunglasses. It's safe to say this print will never go out of style. What a lewk.

The Most Mesmerizing and Unforgettable '90s Outfits (72)

(Image credit: Getty Images/David McGough)

Madonna and Michael Jackson

Name a better duo than this King and Queen of Pop. In 1991, Madonna and Michael Jackson arrived to the 63rd Annual Academy Awards in the most glamorous Hollywood outfits. Madonna wore a glittery strapless gown, a fur stole, and Harry Winston jewelry while Michael went for a sequin cream blazer paired with his iconic gloves.

The Most Mesmerizing and Unforgettable '90s Outfits (73)

(Image credit: Getty Images/Ron Galella, Ltd.)

Julia Roberts

That time Julia Roberts stunned in a suit and tie at the 1990 Golden Globe Awards. The actress had stunned in a variety of dresses inPretty Woman(released in 1990!) but we love her in this oversize masculine suit just as much.

The Most Mesmerizing and Unforgettable '90s Outfits (74)

(Image credit: Getty Images)

Toni Braxton

It's hard to miss the singer's toned abs in this glittery two-piece ensemble in 1990. In fact, this classic-yet-sexy attire has been reworked over the years and celebrities are still loving two-piece skin-baring looks (exhibitsAandB).

The Most Mesmerizing and Unforgettable '90s Outfits (75)

(Image credit: Getty Images/Victor Malafronte)

Mariah Carey

Singer Mariah Carey stole the show at the 1997 MTV Video Music Awards by baring her abs in a bandeau top and showing off her legs in a high-slit skirt. Mimi's glamorous bombshell style has continued to serve as style inspo for decades to come.

The Most Mesmerizing and Unforgettable '90s Outfits (76)

(Image credit: Getty Images)

Fran Drescher

If you've never seenThe Nanny,I don't know you.Fran Drescher's outfits on the show, which included teeny-tiny sweaters and body-hugging miniskirts, were iconic looks. Drescher's real life style was a little more toned-down glamorous, like this white halter-neck dress though she did find ways to jazz things up (see: her floral head piece).

The Most Mesmerizing and Unforgettable '90s Outfits (77)

(Image credit: Getty Images/Time & Life Pictures)

Tia and Tamera Mowry

If we were to name a more iconic duo than Mary-Kate and Ashley Olsen that would be Tia and Tamera Mowry. The twins were the stars ofSister, Sisterand their closets (both on the show and off) were amazingly good. Think everything from covetable denim overalls and bucket hats to these mini shift dresses with the scarves (!!). Someone bring back these exact looks on the runway, please.

The Most Mesmerizing and Unforgettable '90s Outfits (78)

(Image credit: Getty Images)

Lenny Kravitz and Lisa Bonet

Let this photo of Lisa Bonet in the '90s be proof that her daughter Zoë Kravitz is the spitting image of her. In addition to being a sought-after actress during that time, Bonet was known for her free-spirited, bohemian style. Her outfits, like the one on the left, were an expression of her artistic perspective.

The Most Mesmerizing and Unforgettable '90s Outfits (79)

(Image credit: Getty Images/Terry McGinnis)

Nicole Kidman and Tom Cruise

The two took couple matching to the next level when they were spotted in Los Angeles wearing white button-down shirts and jeans.

The Most Mesmerizing and Unforgettable '90s Outfits (80)

(Image credit: Getty Images)

Drew Barrymore

With her unique flower-child-meets-wild-child look, Barrymore was one of the decade's most badass style stars. She borrowed elements of grunge—dark makeup, choppy hair, tattoos—and mixed them with bohemian staples like daisy chains for a style that was all her own. Here she is rocking a fanny pack covered in the word "f*ck," because why not.

The Most Mesmerizing and Unforgettable '90s Outfits (81)

(Image credit: Getty Images)

Mandy Moore

Before herA Walk to Remember Days, Mandy Moore was an established singer (remember "Candy"?) and definitely a '90s gal. Her style was defined by simple tank tops and bottoms with a thin chain belt running across. This photo is peak '90s.

The Most Mesmerizing and Unforgettable '90s Outfits (82)

(Image credit: Getty Images/Frank Micelotta/Hulton Archive)

Madonna

Madonnais a fashion icon for the ages, but one of her most memorable (and most copied) signature looks was the cone bra that Jean Paul Gaultier designed for her Blond Ambition Tour in 1990.

The Most Mesmerizing and Unforgettable '90s Outfits (83)

(Image credit: Getty Images)

Alicia Silverstone

BeforeCluelesstook the '90s fashion world by storm, introducing Cher Horowitz–plaid and an obsession with Alaïa, Alicia Silverstone's personal style could best be described as laid-back. The actress wore a pair of t-strap Mary Janes with a long skirt and slouchy sweater (because comfort is key, folks).

The Most Mesmerizing and Unforgettable '90s Outfits (84)

(Image credit: Getty Images)

Chloë Sevigny

Since her breakout role in the controversial cult filmKids, Chloë Sevigny has been a "cool girl" beyond typical grunge queens and bubblegum pop girls. Known for her obsession with vintage and her playful take on fashion (she's considered one of the first true street style stars), she became the ingenue every designer wanted as their date at awards shows.

The Most Mesmerizing and Unforgettable '90s Outfits (85)

(Image credit: Getty Images/Ron Galella, Ltd)

Winona Ryder

Ryder was the ultimate '90s It girl. In the early part of the decade, she scored a number of roles in cult-classic films, includingEdward ScissorhandsandReality Bites, and her tomboyish style quickly caught the public's attention. Raven-colored hair and all-black red-carpet ensembles became her signatures.

The Most Mesmerizing and Unforgettable '90s Outfits (86)

(Image credit: Getty Images)

Winona Ryder and Johnny Depp

Yes, Ryder was a style star on her own. But there's a reason the fashion world is still obsessed withWinona and Johnny's relationshiptoday—the duo were the definition of gothic chic. The couple arrived hand-in-hand at the 48th Annual Golden Globe Awards in 1991 looking like they came straight from the set of a Tim Burton film.

The Most Mesmerizing and Unforgettable '90s Outfits (87)

(Image credit: Getty Images/Jeff Kravitz/FilmMagic, Inc)

Courtney Love and Kurt Cobain

The king and queen of Seattle grunge, Kurt and Courtney were more or less the most influential couple of 1990s fashion. The Nirvana singer arguably started the entire grunge trend, with his mismatched, oversized outfits and shaggy mop of hair. Similarly, the Hole frontwoman was known for her torn, sheer slips, dark makeup, and babydoll dresses.

The Most Mesmerizing and Unforgettable '90s Outfits (88)

(Image credit: Getty Images)

Liv Tyler

Liv Tyler was the ultimate '90s babe—who could forget her role, alongside Alicia Silverstone, in the '93 video for Aerosmith's "Crazy?" In 1992, Tyler's wardrobe was filled-t0-the-brim with edgy dresses (like this one) and long skirts.

The Most Mesmerizing and Unforgettable '90s Outfits (89)

(Image credit: Getty Images/Princess Diana Archive)

Princess Diana

Princess Di wore this daring LBD the same night Prince Charles' tell-all interview about their life came out. It was dubbed the "revenge dress" because the princess didn't let anyone, or anything, hold her down from shining that night. The off-the-shoulder design and asymmetrical hemline made a major style statement and is one of the most iconic looks of British royalty to date.

The Most Mesmerizing and Unforgettable '90s Outfits (90)

(Image credit: Getty Images/Dave Benett)

Elizabeth Hurley and Hugh Grant

The couple arrived to the post-premiere party of Grant's film,Four Weddings and a Funeralin London. Hurley left her style mark that night in this iconic Versace pin dress. Since then many celebrities have tried this look, including Irina Shayk at the 2018Cannes Film Festival.

The Most Mesmerizing and Unforgettable '90s Outfits (91)

(Image credit: Getty Images/Anwar Hussein)

Princess Diana

Another iconic look from Princess Di. (Hailey Bieber even recreated this casual outfit forBritishVogue).She was ahead of her time in adopting the biker shorts and oversized pullover trend, which has just now taken over the fashion world.

The Most Mesmerizing and Unforgettable '90s Outfits (92)

(Image credit: Getty Images/Jim Smeal)

Katie Holmes and James Van Der Beek

Dawson's Creekfans will love this throwback moment from its two cast members at the47th Annual Emmy Awards. Van Der Beek looked dapper in a suit while Holmes rocked that square neckline gown (that style is now back in fashion) with a ball-shaped floral bag (also back in fashion).

The Most Mesmerizing and Unforgettable '90s Outfits (93)

(Image credit: Getty Images)

Sarah Jessica Parker

Two words:Carrie Bradshaw. We can't even begin to count how many trends Sarah Jessica Parker's character singlehandedly started in the late '90s, but many of the world's most well-known fashion brands (we're looking at you, Manolo Blahnik) owe her quite a bit of thanks. Here, three years before the premiere ofSex and the City, Parker preluded Bradshaw with this pink, feathery ensemble.

The Most Mesmerizing and Unforgettable '90s Outfits (94)

(Image credit: Getty Images)

Jennifer Aniston and Matthew Perry

It's impossible to conjure an image of the '90s without picturing the cast ofFriends(and, in particular,Jennifer Aniston's now-famous Rachel haircut). In 1995, co-starsAnistonand Matthew Perry walked the 47th Annual Primetime Emmy Awards red carpet in ensembles that defined the decade: Aniston opted for a strapless, floor-length gown, complete with a pair of silky gloves, while Perry paired a classically '90s vest with an ill-fitting suit.

The Most Mesmerizing and Unforgettable '90s Outfits (95)

(Image credit: Getty Images)

The Spice Girls

A mid-'90s British invasion came in the form of five bubbly ladies in some seriously flashy outfits. The Spice Girls celebrated girl power and individuality: Scary, Baby, Ginger, Sporty, and Posh each contributed unique looks that young women all over the world admired. We can credit the Spice Girls with the popularity of platform shoes, pigtail buns, and—of course—body glitter.

The Most Mesmerizing and Unforgettable '90s Outfits (96)

(Image credit: Getty Images)

Halle Berry

At the 50th Annual Primetime Emmy Awards in 1998, style icon Halle Berry walked the red carpet in a so-pretty, bejeweled gown and tiny sunglasses. It goes without saying that this outfit hasdefinitelybeen recreated in recent years.

The Most Mesmerizing and Unforgettable '90s Outfits (97)

(Image credit: Barry King/WireImage)

Liv Tyler and Steven Tyler

The Most Mesmerizing and Unforgettable '90s Outfits (98)

(Image credit: Getty Images)

Johnny Depp and Kate Moss

Post-Winona, Depp took up with Kate Moss—a duo that became arguably as iconic as the gothic exes. In 1995, they arrived at a Los Angeles premiere looking the part of a high-fashion pair.

The Most Mesmerizing and Unforgettable '90s Outfits (99)

(Image credit: Getty Images)

Kate Moss and Johnny Depp

Moss and Depp also shined style-wiseoffthe red carpet—the couple dressed down in sleek coats and leather boots for the perfect combination of disheveled and chic.

The Most Mesmerizing and Unforgettable '90s Outfits (100)

(Image credit: Getty Images)

Sarah Jessica Parker

SJP arrived at the 49th Annual Tony Awards in 1995 in the '90s outfit of our dreams: a part-silky, part-sheer dress topped off with a pair of strappy, silver sandals.

The Most Mesmerizing and Unforgettable '90s Outfits (101)

(Image credit: Getty Images)

Brad Pitt and Gwyneth Paltrow

As one of the most beloved couples of the '90s, Brad and Gwyneth's relationship was well-documented until the pair parted ways in 1997. The duo was often photographed on the red carpet in coordinating outfits—and for a short period,matching haircuts—and their looks spanned the spectrum of '90s trends, from stark minimalism to grunge to preppy chic.

The Most Mesmerizing and Unforgettable '90s Outfits (102)

(Image credit: Getty)

Fabio

That hair! That billowing shirt! How can the man, the myth, the legend not be considered a '90s fashion icon?

The Most Mesmerizing and Unforgettable '90s Outfits (103)

(Image credit: Getty Images)

Winona Ryder and Claire Danes

My So Called LifemeetsHeathers! Winona Ryder and Claire Danes debuted matching pixie cuts and badass dresses at the Los Angeles Fire and Ice Ball in 1996.

The Most Mesmerizing and Unforgettable '90s Outfits (104)

(Image credit: Getty Images)

Sarah Jessica Parker

If one thing is clear about red carpet events of the '90s, it's that SJP had a knack for arriving in outfits thatonlyshe could pull off. Here, Parker wears an early version of"the naked dress" to the VH1VogueFashion Awards.

The Most Mesmerizing and Unforgettable '90s Outfits (105)

(Image credit: Getty Images)

Mary-Kate and Ashley Olsen

Even though they were just a pair of tykes at the time, theOlsen twins were the epitome of '90s fashion. Exhibit A: The twins (epically) walked a red-carpet movie premiere in matching,tiny sunglassesand monochromatic outfits.

The Most Mesmerizing and Unforgettable '90s Outfits (106)

(Image credit: Getty Images)

Nicole Kidman

The lace! The shawl! The hair! Nicole Kidman looked to be the belle of the ball in an epic '90s look at the American Film Institute Awards in Melbourne.

The Most Mesmerizing and Unforgettable '90s Outfits (107)

(Image credit: Getty Images)

Destiny's Child

It's no secret that the ladies of Destiny's Child had their outfitsdown. Here, the group posed in matching fabric at the The London Aquarium. If a photo like thisdoesn'tmake you want to start a girl group right this very second, you aren't looking close enough.

The Most Mesmerizing and Unforgettable '90s Outfits (108)

(Image credit: Getty Images)

Kirsten Dunst

Even before she owned the box office in the early aughts with classics likeBring It OnandSpider-Man,Kirsten Dunsthad a way of making an impression at events. In 1998, she attended the 8th Annual Environmental Media Awards in Los Angeles wearing a strappy black-floral dress and Mary Janes (the shoe that you and the rest of the world probably owned multiple pairs of in the '90s).

The Most Mesmerizing and Unforgettable '90s Outfits (109)

(Image credit: Getty Images)

Jada Pinkett Smith

A pregnant Jada Pinkett Smith attended theWoopremiere in 1998 wearing the Ultimate '90s 'Fit: Maternity Addition. The actress paired an all-black jumpsuit with a sheer, button-down top. And what would a red carpet be without a pair of tiny sunglasses?

The Most Mesmerizing and Unforgettable '90s Outfits (110)

(Image credit: Getty Images)

Britney Spears

The late '90s ushered in an era of bubblegum pop, with Britney Spears leading the pack. Her sexy, belly-baring schoolgirl uniform in the video for "…Baby One More Time" paved the way for the low-slung jeans, navel rings, miniskirts, and bedazzled tank tops that would characterize the end of the decade's style.

The Most Mesmerizing and Unforgettable '90s Outfits (111)

(Image credit: Getty Images)

Naomi Campbell and Kate Moss

Supermodels Naomi Campbell and Kate Moss reigned Queens of the '90s Modeling World. They were spotted, towards the end of the decade, at the Versace Diamonds are Forever show in London wearing the coolest,slinkiest slip dresses.

The Most Mesmerizing and Unforgettable '90s Outfits (112)

(Image credit: Getty Images)

TLC

When TLC hit the scene, the music world went nuts—the drama! The music! The money! The girl gang defined their style with baggy athleisure pants, oversized tees and sweatshirts, and cropped tops. Their coordinating outfits epitomized an era of in-sync girl squads.

The Most Mesmerizing and Unforgettable '90s Outfits (113)

(Image credit: Getty Images)

Naomi Campbell

Towards the end of the decade, Campbell stunned at the UNICEF party in London—the model contrasted her vibrant dress and matching shoes with a bright-white bag.

The Most Mesmerizing and Unforgettable '90s Outfits (114)

(Image credit: Getty Images)

Gwen Stefani

The face of the SoCal ska-punk movement happened to be a ball of energy by the name of Gwen Stefani. The No Doubt frontwoman was known for her athletic build and style, often performing in nothing but cargo pants and a cropped beater. Here she is perfecting the art of matching your hair with your shoes.

The Most Mesmerizing and Unforgettable '90s Outfits (115)

(Image credit: Getty Images)

Cameron Diaz

Cameron Diaz's outfit at the 56th Annual Golden Globe Awards in 1999 was so freaking '90s it hurts. The actress paired grungy eye makeup and crimped hair with a pant-dress combo and tiny purse.

The Most Mesmerizing and Unforgettable '90s Outfits (116)

(Image credit: Getty Images)

Tyra Banks

At the 1999 ESPY Awards, supermodel and fashion icon Tyra Banks wore an ultra-coordinating look—her rose hair clips matched the floral print on her dress and shoes.

The Most Mesmerizing and Unforgettable '90s Outfits (117)

(Image credit: Rose Hartman)

Cindy Crawford

Cindy Crawford wore this now-iconic Versace dress at the Rock N' Rule Benefit For AmFar. It's not hard to see why it made such an impact!

The Most Mesmerizing and Unforgettable '90s Outfits (118)

(Image credit: Steve.Granitz/INACTIVE)

Reese Witherspoon

Fashion in the '90s was all about going back to the basics: a good button-down, a trusty pair of jeans, and simple, clean makeup. This outfit that Reese Witherspoon wore in 1994 checks all the right boxes.

The Most Mesmerizing and Unforgettable '90s Outfits (119)

(Image credit: Jim Smeal)

Destiny's Child

I'll leave this here in case you needed more proof that Destiny's Child were some of the OG fashion icons! The group rocked purple from head to toe at the 13th Soul Train Music Awards back in 1999.

The Most Mesmerizing and Unforgettable '90s Outfits (120)

(Image credit: Kevin.Mazur/INACTIVE)

Gwyneth Paltrow

Paltrow went on to win the Oscar for Best Actress for her role inShakespeare in Lovewhile wearing this classic bubblegum pink Ralph Lauren gown way back in 1999—and it still remains a classic to this day.

The Most Mesmerizing and Unforgettable '90s Outfits (121)

(Image credit: Mitchell Gerber)

Liv Tyler and Stella McCartney

The year was 1999 and the Met Gala theme was "Rock Style," so who better to don some edgy graphic tees than Liv Tyler and Stella McCartney? McCartney made these tees for them both on the day of the gala and it worked!

The Most Mesmerizing and Unforgettable '90s Outfits (122)

(Image credit: KMazur)

Jennifer Lopez

The '90s wereallabout the classic slip dresses, and no one wore themquiteas well as Jennifer Lopez did over the course of the decade. Case in point: she donned this slinky sheer number for the 17th Annual CFDA Awards in 1998.

The Most Mesmerizing and Unforgettable '90s Outfits (123)

(Image credit: Ron Galella)

Iman and David Bowie

Talk about a power couple! Iman and David Bowie had many fashionable moments throughout the '90s, but this coordinating look of theirs at the 69th Regiment Armory in 1990 is one of the best.

The Most Mesmerizing and Unforgettable '90s Outfits (124)

(Image credit: Jim Smeal)

Salma Hayek

Hayek wore this beaded Armani gown to her first-ever Oscars in 1997—and may have single-handedly started the tiara trend as a result.

The Most Mesmerizing and Unforgettable '90s Outfits (125)

(Image credit: Ron Galella)

Shania Twain

A longtime lover of all things glittery, Shania Twain rocked this sequined turtleneck gown to the GRAMMY Awards back in 1999.

The Most Mesmerizing and Unforgettable '90s Outfits (126)

(Image credit: Justin Goff)

Victoria and David Beckham

This is the definition of a daring couples look if I've ever seen one! The Beckhams wore head-to-toe leather outfits to the Versace Club Gala Party in London way back in 1999.

The Editors

Latest
  • Doria Ragland and Tina Knowles Hung Out at a Recent Sussex Event, Could Form New Momager "Clique" With Kris JennerOMG, they would literally be unstoppable.By Iris GoldsztajnPublished 8 April 24
  • Emily Maitlis, the Anchor from the Netflix Movie 'Scoop,' Is Working on Her Own Adaptation of the 2019 Prince Andrew InterviewLearn more about the acclaimed journalist who grilled the disgraced royal.By Quinci LeGardyePublished 8 April 24
  • How Netflix's 'Ripley' Compares to the Original 'The Talented Mr. Ripley'With Netflix's release of 'Ripley,' we ask: Why are audiences continuously fascinated with the ultimate literary grifter?By Quinci LeGardyePublished 8 April 24
You might also like
  • The Best Chunky Sandals Prove Minimalism Is OutAnother footwear trend embracing maximalism in 2024.By Lauren TappanPublished 5 April 24
  • The Brands to Shop for the Best SwimsuitsFrom size-inclusive labels to sustainable and designer options, this list is all-encompassing.By Lauren TappanPublished 4 April 24
  • The Best Vacation-Worthy Beach DressesFrom barely-there to playful fringe.By Lauren TappanPublished 2 April 24
  • Could a 'Shirt Sandwich' Pull You Out of a Fashion Rut?The gourmet styling trick may help you fall back in love with your wardrobe.By Emma ChildsPublished 2 April 24
  • The Best Spring Dresses Simplify Any Outfit FormulaStyle this wardrobe staple for any occasion, from farmer's markets to formal affairs.By Lauren TappanPublished 1 April 24
  • The Fashion Insider Wishlist from Nordstrom's New Spring DropThese pieces will refresh your capsule wardrobe with ease.By Lauren TappanPublished 29 March 24
  • The Best 15 Slip Skirts, Inspired by the Spring 2024 RunwaysFrom sheer midi-skirts to satin maxi versions, these are going to be the most covetable styles.By Lauren TappanPublished 29 March 24
  • The Best Spring Street Style Outfits Inspired by Rain HatsThe accessory, synonymous with wet weather, re-emerges as a fashion favorite.By Lauren TappanPublished 27 March 24
View More ▸
The Most Mesmerizing and Unforgettable '90s Outfits (2024)
Top Articles
Latest Posts
Article information

Author: Prof. An Powlowski

Last Updated:

Views: 5442

Rating: 4.3 / 5 (44 voted)

Reviews: 83% of readers found this page helpful

Author information

Name: Prof. An Powlowski

Birthday: 1992-09-29

Address: Apt. 994 8891 Orval Hill, Brittnyburgh, AZ 41023-0398

Phone: +26417467956738

Job: District Marketing Strategist

Hobby: Embroidery, Bodybuilding, Motor sports, Amateur radio, Wood carving, Whittling, Air sports

Introduction: My name is Prof. An Powlowski, I am a charming, helpful, attractive, good, graceful, thoughtful, vast person who loves writing and wants to share my knowledge and understanding with you.