21 of Jennifer Aniston's Most Iconic Hairstyles

Updated 06/03/19
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Jennifer Aniston's Hairstyles Over Time

Jennifer Aniston

@mrchrismcmillan

Jennifer Aniston's hair is arguably the most iconic hair of the '90s/noughties era. Do you ever find yourself sat in the hairdresser's chair, desperately trying to decide whether you want long layers or blunt ends, a choppy fringe or feathered lengths?

It's in that moment of sheer, sweaty-palm desperation that we often find ourselves thinking WWJD? That's "what would Jen do?" in case you were wondering. And we're almost certain we aren't the only ones to do so.

It can't be, because while she's tried nearly every hairstyle going, Jennifer Aniston possesses that rather irritating quality of never, ever getting it wrong. From her signature flicked ends to the generation-defining "The Rachel," she has single-handedly inspired thousands and thousands of haircuts the world over.

And that's exactly why we all find ourselves frantically searching Jennifer Aniston hair for some last-minute inspiration every time that next hair appointment crops up.

Here she's pictured in 2016 with bronde hair color, courtesy of her hairstylist Chris McMillan.

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1980s: Her Teenage Years

Jennifer Aniston

Vinnie Zuffante/Getty Images

Here we see Jen's hair in its natural state: long, unruly and brown. It's a great base for the hairstyles she wears later. Thick, naturally straight hair is the easiest to style.

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June 1995: Jennifer Aniston Debuts "The Rachel" Haircut

Jennifer Aniston

Vinnie Zuffante/Getty Images

She later dubbed this hairstyle "the ugliest haircut I've ever seen," but when it made its debut on the set of "Friends," the world went ga-ga for "The Rachel."

Still, there are few hairstyles as iconic as "The Rachel," with its shoulder-skimming length, swishy layers, and golden highlights. It remained the most popular hairstyle for at least a couple years.

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1998: A Few Years Into "Friends," A Few Months Into Dating Brad Pitt

Jennifer Aniston

Diane Freed/Getty Images

Here's Aniston in curly hair at the "Meet Joe Black" premiere, which featured her then-boyfriend Brad Pitt. The two had been set up on a blind date in the Spring of 1998.

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March 2000: The Longest Her Hair Ever Got

Jennifer Aniston

Chris Weeks/Getty Images

In March 2000, Jennifer grew her hair super long, sporting an almost bohemian look just before her July 30 wedding to actor Brad Pitt.

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Sept. 10, 2000

Jennifer Aniston and Brad Pitt

Kevin Winter/Getty Images

Here's Jennifer Aniston sporting a very demure look just two months after her $1 million lavish wedding to Brad Pitt, during which she vowed to make Brad's favorite banana split, and Brad, in turn, promised to find a balance on the thermostat.

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December 2000: Short & Wavy

Jennifer Aniston

Chris Weeks/Getty Images

This is the first time we've seen Aniston with genuinely short hair. She cropped her hair to a flattering length in between her chin and her shoulders in December 2000 and wore it short for just a few months.

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Sept. 4 2001: Her New Signature Cut

Jennifer Aniston and Brad Pitt

David Klein/Getty Images

One of the sexiest photos of Jen, this one shows off the haircut she would wear for much of the next decade: flat-ironed, long with a very few face-framing layers and the perfect color that's not entirely all blonde, yet not totally brunette either, a color we'd dub in 2009 as "bronde."

09 of 22

Sept. 2002

Jennifer Aniston and Brad Pitt

Vinnie Zuffante/Getty Images

Aniston wore her long hair curly to the 2002 Emmy Awards, during which she won Best Actress in a Comedy. She rarely wears her hair this curled. When she does wear her hair wavy, it's much more beachy than curly. If you have a natural wave to your hair, loose curls like this are completely achievable if you dry your hair with a diffuser. Got straight hair? You'll want to take a look at our guide for making curls last.

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January 2003

Jennifer Aniston

Vinnie Zuffante/Getty Images

The famed actress is rarely seen in bangs, and this shot of her in January 2003 shows her with thick, side-swept ones.

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Sept. 19, 2004

Jennifer Aniston and Brad Pitt

Kevin Winter/Getty Images

Just a few months before their announced separation in early January 2005, Jen and Brad look happy here. Her hair is tousled and loose.

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October 30, 2005

Jennifer Aniston

Evan Agostini/Getty Images

With her divorce from Brad Pitt finalized on October 2, Jennifer Aniston stepped out on October 30 looking ravishing. Of the many pictures of her taken on this day, this was one of only a few that showed her smiling. Still, she looks beautiful.

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June 2006: Long, Straight and Brunette

Jennifer Aniston

Dave Hogan/Getty Images

Jennifer Aniston ditched her golden color for a darker shade of brown in June 2006.

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December 2006

Jennifer Aniston

Charley Gallay/Getty Images

In this shot, you can see how layered her hair is just around the face.

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December 2008

Jennifer Aniston

Kevin Winter/Getty Images

This is one of the best cuts on Aniston. Her hair is thick and perfectly cut and the color couldn't be better.

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February 22, 2009

Jennifer Aniston

Michael Buckner/Getty Images

Here, she wears a braid to an awards show. It's a boho, beach chic look.

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March 2010

Jennifer Aniston

Carlos Alvarez/Getty Images

In 2010 it's back to the pin-straight hair and the bronde color.

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August 2010: Straight and Darker

Jennifer Aniston

Alberto E. Rodriguez/Getty Images

Another classic Jennifer Aniston look.

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Feb. 8, 2011

Jennifer Aniston

Jemal Countess/Getty Images

These beachy waves in this picture, taken just a few weeks—or perhaps even days—before she cut her hair to her shoulders, are gorgeous.

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Jennifer Aniston's Long Bob Hairstyle: Early 2011

Jennifer Aniston

Jason Merritt/Getty Images

In early 2011 Jennifer Aniston stepped out with a long bob (or lob) hairstyle and wowed the world. A super flattering length, the long bob is slightly shorter in the back and tapers to the front. This isn't the first time she cut her long hair off; the last time she debuted a short 'do was in late 2000, just after her summer nuptials to Brad Pitt.

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May 5, 2011

Jennifer Aniston

Mike Coppola/Getty Images

Back to the shorter haircut. This was the cut seen around the world—and plenty of people have tried to imitate it.

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June 2016

Jennifer Aniston

XPX/Getty Images

 At this point, Jen has stuck to her long hair for a few years. While we're a fan of all her changes, we've got to admit, we're loving the look.

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