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Jennifer Aniston’s Best Hairstyles of All Time

by POW! Showbiz
September 18, 2020
7 min read
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Jennifer Aniston's Best Hairstyles of All Time
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From the moment Jennifer Aniston graced our screens with ‘The Rachel’ on Friends, she’s been setting hair trends. There are her go-to beachy waves, short and choppy bobs, and the rare slicked-back pony. In honor of her latest Emmy nomination for The Morning Show, let’s relive the complete evolution of Aniston’s enviable locks.

1 of 56

June 19, 1990

Aniston as Jeannie Bueller, never forget.

2 of 56

January 6, 1992

When you’re ambivalent about your new bangs.

3 of 56

June 15, 1994

Behold, the first iteration of “The Rachel” from the year that Friends debuted on television.

4 of 56

1995

“I think it was the ugliest haircut I’ve ever seen,” Aniston told Allure in 2011 of Rachel Green’s polarizing hairstyle.

5 of 56

January 1, 1995

“It was a really fun cut and different to anything else around at the time. It was an easy cut, but it needed regular trims to keep the layers looking sharp,” says hair stylist Chris McMillan of his famous “Rachel” cut.

6 of 56

June 4, 1995

“It’s high-maintenance, not a wash-and-go style. You need to blow-dry with a round brush to help define all those flicks,” McMillan adds.

7 of 56

1996

Aniston straightens her layers through the growing out phase.

8 of 56

July 19, 1997

Aniston gives her blow dryer a break for the premiere of Picture Perfect.

9 of 56

July 23, 1997

Here, a sleek chignon to celebrate her Cosmopolitan cover.

10 of 56

April 9, 1998

Prom ringlets at the premiere of The Object Of My Affection.

12 of 56

September 12, 1999

Not pictured: ultimate ’90s Emmy Awards date, Brad Pitt.

13 of 56

October 23, 1999

Aniston experiments with ropey surf-waves.

14 of 56

March 26, 2000

Hair extensions are actual magic.

15 of 56

December 11, 2000

Blunt bob, but make it wavy.

16 of 56

January 7, 2001

Aniston at the People’s Choice Awards with a blunt bob (that would later become the standard issue Jenner-Hadid haircut of Summer 2017).

17 of 56

November 19, 2001

Aniston returns to the angled look she debuted in 1996.

18 of 56

January 20, 2002

It’s impossible to distinguish Jen from Brad at this point.

19 of 56

September 22, 2002

A rare curly hair moment for Aniston’s first Emmy win.

20 of 56

June 6, 2002

At the premiere of Bourne Identity giving very few f*cks.

22 of 56

January 19, 2003

An impossibly shiny ponytail for the Golden Globe Awards.

23 of 56

March 9, 2003

Pin-straight hair for the SAG Awards.

24 of 56

January 25, 2004

When you relapse on bangs.

25 of 56

February 18, 2004

When you successfully blend your grown-out bangs into the rest of your hair.

26 of 56

February 18, 2004

An easy bun for the London premiere on Along Came Polly.

27 of 56

September 19, 2004

An Aniston mainstay for the Emmy Awards, California beach waves.

28 of 56

October 30, 2005

Super-shiny voluminous waves.

29 of 56

March 5, 2006

The OG of face-framing layers returns to one of her signature looks.

30 of 56

March 27, 2006

Proof that a high ponytail doesn’t have to be boring. Aniston wears a tousled matte rendition.

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