Jennifer Aniston’s Most Iconic Haircuts, From 1990 To Now

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Jennifer Aniston has had many memorable haircuts, but the most iconic of all depends on who you ask — and whether or not they've seen all 10 seasons of Friends. The answer could be the full, heavily-layered shag known as the "The Rachel," or Aniston's early-2000s classic: a center-parted, highlighted mid-length cut with gradual layers and a certain soft, effortless je ne sais quoi.

Following that viral Pitt-Aniston arm grab at the SAGs and their star-studded table read of Fast Times at Ridgemont High, this felt like an appropriate time to flash back to Aniston's best hair looks ever. From her dark brunette beginnings to the choppy lob immortalized in a sitcom, scroll through the gallery ahead for every Jennifer Aniston haircut that will undoubtedly inspire salon appointments for years to come.

<h3>1990: Long & Dark</h3><br>In the years before Aniston was cast on <em>Friends</em>, she was a 21-year-old Hollywood baby with long, fluffy hair a few shades darker than her now-signature honey blonde.<span class="copyright">Photo: Barry King/Liaison/Getty Images.</span>

1990: Long & Dark


In the years before Aniston was cast on Friends, she was a 21-year-old Hollywood baby with long, fluffy hair a few shades darker than her now-signature honey blonde.Photo: Barry King/Liaison/Getty Images.
<h3>1994: Air-Dried Tousle</h3><br>The first season of <em>Friends</em> featured a young Aniston with a shorter cut and tousled, air-dried waves (possibly from her splash in the fountain during the show's opening credits).<span class="copyright">Photo: Reisig & Taylor/NBCU Photo Bank/NBCUniversal/Getty Images.</span>

1994: Air-Dried Tousle


The first season of Friends featured a young Aniston with a shorter cut and tousled, air-dried waves (possibly from her splash in the fountain during the show's opening credits).Photo: Reisig & Taylor/NBCU Photo Bank/NBCUniversal/Getty Images.
<h3>1995: "The Rachel"</h3><br>Who could ever forget "The Rachel"? Aniston's longtime hairstylist Chris McMillan gave the actress this short, choppy cut early in her career — and, like the sitcom, it came to define the '90s.<span class="copyright">Photo: Kevin Mazur/WireImage.</span>

1995: "The Rachel"


Who could ever forget "The Rachel"? Aniston's longtime hairstylist Chris McMillan gave the actress this short, choppy cut early in her career — and, like the sitcom, it came to define the '90s.Photo: Kevin Mazur/WireImage.
<h3>1998: Glossy Curls</h3><br>This 1998 look invokes a foolproof beauty trio: <a href="https://www.refinery29.com/en-us/lightweight-hair-oils" rel="nofollow noopener" target="_blank" data-ylk="slk:shine oil" class="link rapid-noclick-resp">shine oil</a>, a <a href="https://www.refinery29.com/en-us/best-new-curling-irons" rel="nofollow noopener" target="_blank" data-ylk="slk:curling wand" class="link rapid-noclick-resp">curling wand</a>, and, of course, <a href="https://www.refinery29.com/en-us/best-lip-gloss-reviews" rel="nofollow noopener" target="_blank" data-ylk="slk:lip gloss." class="link rapid-noclick-resp">lip gloss.</a> <span class="copyright">Photo: Allocca/DMI/The LIFE Picture Collection/Getty Images.</span>

1998: Glossy Curls


This 1998 look invokes a foolproof beauty trio: shine oil, a curling wand, and, of course, lip gloss. Photo: Allocca/DMI/The LIFE Picture Collection/Getty Images.
<h3>2001: Blunt Bob</h3><br>Aniston married Brad Pitt in 2000, and chopped her hair into this blunt, polished <a href="https://www.refinery29.com/en-us/2018/08/206672/wedding-haircuts" rel="nofollow noopener" target="_blank" data-ylk="slk:newlywed bob" class="link rapid-noclick-resp">newlywed bob</a> shortly after.<span class="copyright">Photo: Steve Granitz/WireImage.</span>

2001: Blunt Bob


Aniston married Brad Pitt in 2000, and chopped her hair into this blunt, polished newlywed bob shortly after.Photo: Steve Granitz/WireImage.
<h3>2006: Face-Framing Layers</h3><br>Serendipitously, Aniston's divorce from Pitt coincided with the premiere of <em>The Breakup</em> — which she starred in alongside then-boyfriend Vince Vaughn — and debuted what's arguably her most coveted haircut to date.<span class="copyright">Photo: Sean Gallup/Getty Images.</span>

2006: Face-Framing Layers


Serendipitously, Aniston's divorce from Pitt coincided with the premiere of The Breakup — which she starred in alongside then-boyfriend Vince Vaughn — and debuted what's arguably her most coveted haircut to date.Photo: Sean Gallup/Getty Images.
<h3>2009: Braided Accent</h3><br>If Aniston's hairstyles have one thing in common, it's simplicity. This mini <a href="https://www.refinery29.com/en-us/french-braid-hairstyles" rel="nofollow noopener" target="_blank" data-ylk="slk:French braid" class="link rapid-noclick-resp">French braid</a> accent is a chic, subtly <a href="https://www.refinery29.com/en-us/romantic-hairstyles" rel="nofollow noopener" target="_blank" data-ylk="slk:romantic" class="link rapid-noclick-resp">romantic</a> accent to an otherwise low-key look at the 2009 Oscars.<span class="copyright">Photo: Jason Merritt/Getty Images.</span>

2009: Braided Accent


If Aniston's hairstyles have one thing in common, it's simplicity. This mini French braid accent is a chic, subtly romantic accent to an otherwise low-key look at the 2009 Oscars.Photo: Jason Merritt/Getty Images.
<h3>2010: Side Fringe</h3><br>In 2010, we were <em>all</em> wearing <a href="https://www.refinery29.com/en-us/2018/11/217121/types-of-bangs-styles" rel="nofollow noopener" target="_blank" data-ylk="slk:side bangs" class="link rapid-noclick-resp">side bangs</a> — Aniston included. If we're being honest, though, hers might've been better executed...<span class="copyright">Photo: Kevin Winter/Getty Images.</span>

2010: Side Fringe


In 2010, we were all wearing side bangs — Aniston included. If we're being honest, though, hers might've been better executed...Photo: Kevin Winter/Getty Images.
<h3>2011: Zig-Zag Part</h3><br>Aniston's slightly askew hair part is the perfect complement to her <a href="https://www.refinery29.com/en-us/2019/11/8704914/smokey-gold-hair-color-trend" rel="nofollow noopener" target="_blank" data-ylk="slk:beachy blonde highlights." class="link rapid-noclick-resp">beachy blonde highlights.</a><span class="copyright">Photo: James Devaney/WireImage.</span>

2011: Zig-Zag Part


Aniston's slightly askew hair part is the perfect complement to her beachy blonde highlights.Photo: James Devaney/WireImage.
<strong><h2>2013: Beachy Highlights</h2></strong><br>For the premiere of We're The Millers in 2013, Aniston returned to her Cali-girl roots with a summer tan, lots of bronzer, and white-blonde highlights that brighten up her face. <span class="copyright">Photo: Jim Spellman/WireImage.</span>

2013: Beachy Highlights


For the premiere of We're The Millers in 2013, Aniston returned to her Cali-girl roots with a summer tan, lots of bronzer, and white-blonde highlights that brighten up her face. Photo: Jim Spellman/WireImage.
<h3>2016: Natural Roots</h3><br>Aniston and her colorist, Justin Anderson, leaned into a more natural, <a href="https://www.refinery29.com/en-us/how-to-grow-out-hair-color" rel="nofollow noopener" target="_blank" data-ylk="slk:grown-out root" class="link rapid-noclick-resp">grown-out root</a>, blending to a lighter tone through the mid-shaft and ends.<span class="copyright">Photo: Jonathan Leibson/Getty Images.</span>

2016: Natural Roots


Aniston and her colorist, Justin Anderson, leaned into a more natural, grown-out root, blending to a lighter tone through the mid-shaft and ends.Photo: Jonathan Leibson/Getty Images.
<h3>2020: Soft & Pulled Back</h3><br>In Aniston's most recent appearance at the SAG Awards in January, she paired her <a href="https://www.refinery29.com/en-us/2020/01/9240149/jennifer-aniston-sag-awards-white-dress-vintage-dior" rel="nofollow noopener" target="_blank" data-ylk="slk:vintage Dior white silk gown" class="link rapid-noclick-resp">vintage Dior white silk gown</a> with pared-down glam: <a href="https://www.refinery29.com/en-us/2019/12/8995352/makeup-trends-2020" rel="nofollow noopener" target="_blank" data-ylk="slk:barely-there makeup" class="link rapid-noclick-resp">barely-there makeup</a> and hair down, tucked back behind her shoulders.<span class="copyright">Photo: Kevin Mazur/Getty Images.</span>

2020: Soft & Pulled Back


In Aniston's most recent appearance at the SAG Awards in January, she paired her vintage Dior white silk gown with pared-down glam: barely-there makeup and hair down, tucked back behind her shoulders.Photo: Kevin Mazur/Getty Images.

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