From J.Lo to Jennifer Aniston, These Are the '90s Hairstyles We'll Never Forget

Ah, the '90s. An era defined by MTV, halter-neck tops, and more boy bands than we care to count. Some of our absolute favorite pop culture moments were born out of this decade, and when we think back on it, we can't help but relish in the wonderfully wild '90s hairstyles. And with the boom of the Y2K trend that we've seen over the last few months, it seems we're not the only ones who are feeling a little nostalgic.

From messy buns to a broad selection of fringes, and, of course, butterfly clips galore, there was something special about the hair trends from this time. The It girls of the era, such as Britney Spears, Janet Jackson, and Gwen Stefani, were serving up enough inspiration to carry us right into the following decade.

If you're as nostalgic as we are, then you'll love this roundup of the 20 most quintessentially '90s hairstyles we would low-key wear today. We might get some strange looks, but hey, we'll never shy away from an adventurous beauty look. Keep reading for our favourites.

1. Tiny Twists

Best '90s Hairstyles: Alicia Silverstone with tiny twists

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The only thing that could make this style more '90s is a mini clip placed at the end of these tiny twists. This half-rolled hairstyle, also dubbed "picture-day hair" by the primary school set, ruled the decade.

Get the look:

The perfect mini-sized claw clips that screams 90s hairstyle. 

2. The Winona Pixie

Best '90s Hairstyles: Winona Ryder with a Pixie cut

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The subtle layers and laid-back styling made this pixie cut an instant hit when Winona Ryder debuted it in the late '90s.

Get the look:

Pixie cut devotees know the power of a great pomade—this one smells good, too. 

3. Micro Braids

Best '90s Hairstyles: Brandy with micro braids

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No one rocked micro braids quite like Brandy Norwood. This was her signature hairstyle on her hit TV show Moesha as well as in her real life.

Get the look:

Keep your braids looking fresh everyday with a little hair gloss. 

4. Bumped Bob

Best '90s Hairstyles: Angelina Jolie with a bumped bob

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The soft curl added to this classic bob adds an interesting element to the hairstyle. Shown here on an angelic-looking Angelina Jolie, this spin on the bob would make us do a double take if we saw it walking down the street today.

Get the look:

Go big or go home with our favourite afforable mega-volume mousse. 

5. Feathered Fringes

Best '90s Hairstyles: Tiffany Amber Thiessen with a feathered fringe

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There was a period of time when it seemed like every TV character was sporting these voluminous, feathered fringes. From D.J. Tanner to Kelly Bundy and, of course, Tiffani Thiessen's Saved by the Bell character, Kelly Kapowski, these bangs were the mark of a cool girl.

Get the look:

A blow dry brush will help you get that voluminous fringe just right.

6. Claw Bangs

Best '90s Hairstyles: Tatiana Ali with claw bangs

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On the other end of the fringe spectrum were these claw bangs, defined by face-framing, peekaboo pieces.

Get the look:

Never underestimate the power of the perfect round brush.

7. Teeny Double Dutch Pigtails

Best '90s Hairstyles: Britney Spears with double dutch pigtails

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This easy hairstyle screams '90s. Britney Spears fashioned her short haircut into two messy plaits fastened on the ends with elastics and just enough hair peeking out of the bottoms for a playful 'do.

Get the look:

Invisible elastics will do the trick. 

8. The Flip

Best '90s Hairstyles: Drew Barrymore with the flip bob

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From the pencil-thin eyebrows to the dark lipstick and the leopard-print collar, this photo of our queen Drew Barrymore is like a time capsule into the '90s. Her flipped hair (and those enamel hair clips) is another huge clue as to which decade we're looking at.

Get the look:

When your go-to 'do calls for a multipurpose tool. 

9. Bedazzled Bandanas

Best '90s Hairstyles: J. Lo wearing a bedazzled bandana

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Okay, so in all fairness, this photo was taken in the year 2000. But it's important to call out here because it exemplifies the influence that '90s hip-hop had on style and culture well into the decade that followed. J.Lo's bedazzled bandana accentuating her braided hairstyle is proof.

Get the look:

A refresh on the classic bandana—a daisy print always works. 

10. Jumbo Box Braids

Best '90s Hairstyles: Janet Jackson with jumbo box braids

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Janet Jackson's braids circa Poetic Justice were (and still are) a legendary look. The addition of this newsboy cap solidifies it as one of our favourite looks of hers.

Get the look:

Keep your braids healthy and hydrated with this daily moisturising treatment.

11. Butterfly Clips

Best '90s Hairstyles: Gwen Stefani with butterfly clips

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Stefani wasn't afraid to push the envelope when it came to hair. But here, we see her adopting a trend that took hold of just about every '90s girl: the infamous butterfly clip. It was such a thing.

Get the look:

Prepare for this trend to make a comeback by stocking up on these butterfly clips.

12. Shortest Possible Platinum Pixie

Best '90s Hairstyles: Jada Pinkett Smith with a platinum pixie

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Jada Pinkett Smith showed us plenty of short haircuts in the '90s, but this bleach-blonde, barely there cut takes the cake. 

Get the look:

Fight frizz and humidity on shorter styles with daily use of this texturising and thickening styling paste. 

13. The Hilary Banks

Best '90s Hairstyles: Hilary Banks aka Karyn Parsons with the Hilary Banks haircut

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Everything about The Fresh Prince of Bel-Air is a perfect representation of '90s life, but nothing compares to Hilary Banks's perfectly coiled coif, which she'd often top with a statement hat or oversize bow to tie her ensemble together. 

Get the look:

If you are naturally curly, then you already know the importance of using products specifically formulated for curly hair textures. This leave-in treatment from Briogeo leaves curls bouncy and defined.

14. Messy Bun + Wispy Tendrils 

Best '90s Hairstyles: Gwyneth Paltrow with a messy bun and wispy tendrils

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Don't be fooled by the name: The messy bun could be a super-chic look. Paltrow proved this point on a '90s red carpet, where she kept with the undone theme by letting some face-framing curls hang loose.

Get the look:

15. The Rachel

Best '90s Hairstyles: Jennifer Aniston with the Rachel haircut

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Do we even need to explain? Didn't think so.

Get the look:

We have a feeling Rachel Green would have sworn by this handy little contraption.

16. The Sky-High Pony

Best '90s Hairstyles: Tyra Banks with a sky high pony

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Leave it to supermodel Tyra Banks to claim even more height with this sleek high pony. The flipped curl and swooshed bang add that much more '90s flair.

Get the look:

It never hurts to go back to great basics. This hairbrush effortlessly glides through the hair without snagging.

17. Antennae

Best '90s Hairstyles: Jennifer Love Hewitt with antennae

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Nineties girls were all about an undone look, as evidenced by the trend of leaving just two straight strands of hair out in the front of an otherwise polished style.

Get the look:

Perfect for creating antennae at home.

18. Two Braids

Best '90s Hairstyles: Mariah Carey with two braids

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In an era marked by plenty of grungier looks, this almost childlike style really stood out. Note the clipped bangs as well.

Get the look:

Who said clips had to be simple? Add a pretty touch to your hairstyle with these adorable clips. 

19. Chunky Highlights

Best '90s Hairstyles: Kelly Rowland chunky highlights

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Apparently subtlety just wasn't in style in the '90s. Kelly Rowland's lurid streaks, coupled with her choppy cut, were clearly meant to stand out.

Get the look:

We're fully in support of bringing back (temporary) colourful highlights. 

20. Scrunchies

Best '90s Hairstyles: Sarah Jessica Parker with a scrunchie

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Scrunchie madness was such a defining trend of the '90s. They were perfect for securing any kind of ponytail or even just wearing around one's wrist like a bracelet. You know, just in case.

Get the look:

Fact: One can never have too many scrunchies. 

Next Up: These 15 Medium-Length Hairstyles Are Easy and Insanely Flattering

 

This story was originally posted on Who What Wear US and has since been updated.