13 '90s Fashion Moments You Will Always Remember

The most iconic '90s fashion moments you'll always remember were also some of the most unexpected. Fashion trends of the era came in many different forms and shapes and colors. There were amazing cool mesh band outfits from TLC, leather jackets with flowered skater dresses, Doc Martens, slip dresses with spaghetti straps, and flannels, plus everything in between. Every awards show was cause for a lot of hullabaloo and stars made splashes in Calvin Klein. Johnny Depp and Kate Moss were the "It" couple. Gwen Stefani was just becoming a popular artist and Clueless was in theaters everywhere.

I was just being born and singing along to Raffi and watching Sesame Street every morning. My mom was, of course, rocking mom jeans and huge pink wool sweaters. Her glasses were as big as teacup saucers. I was rocking little white Keds before my feet grew to be a size eleven practically two years later.

Now, with the return of '90s trends and fashion in full force, fashionistas and bloggers like me are reliving our childhoods. But, this time, we are able to dress ourselves. So, with that in mind, here are some fashion moments and stylish people that every '90s kid will remember.

1. When The Spice Girls Wore Outfits Based On Their Personalities


Everything the Spice Girls (my favorite band from back when) wore was fashionable, because each member of the was designed to attract a different type of girl. For example, Sporty wore Adidas sweats and Scary wore leopard print! This particular photo features Ginger's iconic red satin dress that was basically all of my #goals back in the day.

2. When Johnny Depp Wore A Huge White Collar

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When Johnny Depp rolled up to the 42nd Annual Golden Globe Awards in 1995 in a huge white collar and leather breasted tux, everyone just about lost their entire mind. And by "everyone," I mean "me."

3. When No Doubt Showed Up To A Red Carpet Like This:

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There is "No Doubt" that Gwen Stefani was hot in the '90s, but the entire band was known for their pretty crazy and progressive ensembles. Who could forget Stefani's sexy sailor suit — and that devil-horns-and-not-much-else look on her fellow bandmate?

4. When Madonna Donned The Cone Bra

No one can forget Madonna's release of the cone bra during her Blond Ambition tour.

5. When Kate Winslet & Leo DiCaprio Hit The Red Carpet

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After watching Titanic, I decided that I would never have a love like that and my heart died inside. Kate and Leo are each other's lobsters. This was one of their first shining moments together on the red carpet. Look at that choker and lace dress!

6. When Liv Tyler Debuted In Empire Records

Talk about skater chic at its height. Liv Tyler started a fashion and rock revolution with this powder blue sweater and plaid skirt.

7. When Kate Moss Teamed Up With Calvin Kliein

When Kate Moss partnered with Calvin Klein she came into her own as a model. The Calvin Klein Obsession campaign is what made her famous, in addition to giving her the chance to date Johnny Depp.

8. When Winona Ryder Wore This Strappy Red Carpet Dress

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Winona Ryder really came into her own after and during Great Balls of Fire! was released and crushed it with her red carpet dresses. First the off-the-shoulder white gown and then this beautiful black slinky number.

9. When Drew Barrymore Rocked A Flower Crown

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Barrymore and Courtney Love were two of the '90s biggest princesses. When Barrymore put on this flower crown, it was revolutionary.

10. When Brad Pitt & Jennifer Aniston Showed Up To The Fight Club Premiere


This duo was so fashionable in the '90s with their long hair and that crazy Leonardo DiCaprio collar. This was one of their first moments in public together! Aniston wore a classic TLC silk pajama top with an exposed stomach that would be popular for the next two decades.

11. When TLC Won Their First Grammy Awards


Bands like TLC were the queens of cutouts, crop tops, and '90s athleisure. This Grammy's look was important because it was one of the first times TLC showed off their personal style and who they were.

12. When Gwyneth Came Into Her Own

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1990s Gwyneth Paltrow was pretty in pink and totally in her prime. This pink strappy Academy Awards dress started a strap movement and put the American beauty on the map!

13. When Cher Horowitz Debuted In Clueless

A young Alicia Silverstone was really representative of '90s fashion moments. Clueless was — and still is — the number one source of '90s fashionspiration for young women.

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