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20 of Jennifer Aniston's best style moments

Frank Olito   

20 of Jennifer Aniston's best style moments
Jennifer Aniston has had many memorable looks.Getty
  • Jennifer Aniston has developed a signature style on the red carpet.
  • Aniston loves a plunging neckline and isn't afraid to wear a revealing dress.
  • The actress also is known for wearing well-tailored pantsuits.

Jennifer Aniston is no stranger to the red carpet, and she is always willing to take a fashion risk to turn heads.

Throughout her time in the spotlight, Aniston has always gravitated toward simple, black dresses, but they almost always have a revealing, plunging neckline or a high slit. On the other hand, some of her best looks are expertly tailored pantsuits.

In honor of her birthday on February 11, here are the most memorable looks Aniston wore on the red carpet, from the '90s to today.

In 1995, Aniston wore her signature "Rachel" haircut with a revealing outfit to the 2nd Annual VH1 Honors.

In 1995, Aniston wore her signature "Rachel" haircut with a revealing outfit to the 2nd Annual VH1 Honors.
Aniston at the 1995 2nd Annual VH1 Honors.      Terry McGinnis / Getty

The "Rachel" haircut became popular in the mid-'90s after Aniston wore the signature look while playing Rachel on "Friends." But this memorable look was less about the hair and more about the clothing, which revealed her navel and some cleavage, foreshadowing her future red carpet looks.

At the 1997 premiere of her movie "Picture Perfect," Aniston wore a floral printed dress.

At the 1997 premiere of her movie "Picture Perfect," Aniston wore a floral printed dress.
Aniston at the 1997 premiere of "Picture Perfect."      Kevin.Mazur/INACTIVE / Getty

The simple, floral dress was paired with an equally simple purse for a classic look.

She turned heads in her gown at the 1999 Emmy Awards.

She turned heads in her gown at the 1999 Emmy Awards.
Aniston at the 1999 Emmy Awards.      Ron Galella, Ltd. / Getty

Brad Pitt and Aniston appeared on the red carpet for the first time together, and the actress wore a beaded top with a flowy skirt by Randolph Duke. For this look, she departed from her "Rachel" haircut and chose relaxed waves.

At the 2002 Golden Globes, Aniston proved she wasn't all about gowns.

At the 2002 Golden Globes, Aniston proved she wasn
Aniston at the 2002 Golden Globes.      KMazur / Getty

On this red carpet, Aniston wore a simple yet expertly tailored black suit that matched Pitt's outfit. It was one of the first times the actress wore a suit, and it wouldn't be the last.

In 2002, Aniston accepted her Emmy Award for "Friends" in a pink gown with a vintage silhouette.

In 2002, Aniston accepted her Emmy Award for "Friends" in a pink gown with a vintage silhouette.
Aniston at the 2002 Emmy Awards.      Robert Mora / Getty

The Dior gown was beaded and complimented her skin tone perfectly. The choker was also a great addition to the vintage dress.

Read more: 21 of Michelle Obama's best style moments

Two years after her big win, Aniston wore another memorable dress to the Emmy Awards.

Two years after her big win, Aniston wore another memorable dress to the Emmy Awards.
Aniston at the 2004 Emmy Awards.      Jon Kopaloff / Getty

At the 2004 Emmy Awards, the actress wore a strapless Chanel dress that W Magazine has ranked among the "best Emmy red carpet dresses of all time."

While at a screening of her film "The Break-Up" in 2006, she wore a standout metallic dress.

While at a screening of her film "The Break-Up" in 2006, she wore a standout metallic dress.
Aniston in 2006.      Sean Gallup / Getty

Aniston's low-cut, sequin dress was "a departure from Aniston's typically understated style," according to Insider's Hannah Goldstein and Amanda Krause.

At the 2009 Women In Film Crystal + Lucy Awards, Aniston wore a dazzling, strapless dress.

At the 2009 Women In Film Crystal + Lucy Awards, Aniston wore a dazzling, strapless dress.
Aniston in 2009.      Jon Kopaloff / Getty

"This smokin' hot Prada number Jen wore to The Women In Film Awards in 2009 showcases her love of a good cocktail dress and a little bit of sparkle," Megan Gustashaw at Glamour wrote in 2011.

In 2003, Aniston wore a floor-length navy blue dress at the Screen Actors Guild Awards.

In 2003, Aniston wore a floor-length navy blue dress at the Screen Actors Guild Awards.
Aniston at the 2003 SAG Awards.      Jean-Paul Aussenard / Getty

Aniston opted for a navy blue floor-length gown with revealing cut-outs.

She wore a similarly cut black dress to the 2004 Golden Globe Awards.

She wore a similarly cut black dress to the 2004 Golden Globe Awards.
Aniston at the 2004 Golden Globe Awards.      Carlo Allegri / Getty

Harper's Bazaar calls this vintage Valentino gown one of "the best Golden Globes dresses in history."

For the 2009 Vanity Fair Oscars party, Aniston wore a strapless gown.

For the 2009 Vanity Fair Oscars party, Aniston wore a strapless gown.
Aniston at the 2009 Vanity Fair Oscars party.      Axel Koester / Getty

At the 2010 Golden Globes, Aniston wore yet another perfectly fitted black dress.

At the 2010 Golden Globes, Aniston wore yet another perfectly fitted black dress.
Aniston at the 2010 Golden Globes.      Kevin Winter / Getty

The Valentino gown featured a high slit so the actress could show off her legs.

She brought a pop of color to the 2013 Oscars red carpet.

She brought a pop of color to the 2013 Oscars red carpet.
Aniston at the 2013 Oscars.      Jason Merritt/TERM / Getty

"Jennifer Aniston wore romantic red for the Oscars 2013 in a Valentino gown. With a strapless shape and classic a-line shape, Jen kept it traditional and did it well as only Jennifer can," Penny Goldstone at Marie Claire wrote in 2020.

Aniston returned to her pantsuit look for the 2015 Critics' Choice Movie Awards.

Aniston returned to her pantsuit look for the 2015 Critics
Aniston at the 2015 Critics' Choice Movie Awards.      C Flanigan / Getty

This Gucci pantsuit was the perfect color for the actress, and the plunging neckline was highlighted with gold jewelry.

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At the 2015 Screen Actors Guild Awards, she stood out in a green dress.

At the 2015 Screen Actors Guild Awards, she stood out in a green dress.
Aniston at the 2015 SAG Awards.      Jon Kopaloff / Getty

The vintage John Galliano dress had Aniston's signature plunging neckline, and Harper's Bazaar named it one of the best looks that year.

Aniston stunned in another gown at the 2015 Vanity Fair Oscars party.

Aniston stunned in another gown at the 2015 Vanity Fair Oscars party.
Aniston at the 2015 Vanity Fair Oscars party.      Axelle/Bauer-Griffin / Getty

Although the Academy snubbed Aniston for her role in "Cake" in 2015, Aniston still showed up to the award show in a stunning, beaded Versace gown.

In 2017, Aniston revived her love for a black dress for the Vanity Fair Oscars party.

In 2017, Aniston revived her love for a black dress for the Vanity Fair Oscars party.
Aniston at the 2017 Vanity Fair Oscars party.      John Shearer / Getty

The Versace gown had Aniston's signature plunging neckline and a high slit.

Aniston combined her love of black and pantsuits in one memorable look for an event in Paris in 2017.

Aniston combined her love of black and pantsuits in one memorable look for an event in Paris in 2017.
Aniston in 2017.      Marc Piasecki / Getty

At a fashion event at the Louvre in Paris, Aniston kicked the pantsuit up a notch with a leather top and a unique jacket.

Aniston chose a black ballgown for the 2020 Golden Globe Awards.

Aniston chose a black ballgown for the 2020 Golden Globe Awards.
Aniston at the 2020 Golden Globes.      Kevork Djansezian/NBC/Getty

The black dress by Dior took over 200 hours to make, according to Harper's Bazaar.

Aniston stepped away from her signature black dresses to wear a memorable white silk gown to the 2020 Screen Actors Guild Awards.

Aniston stepped away from her signature black dresses to wear a memorable white silk gown to the 2020 Screen Actors Guild Awards.
Aniston at the 2020 SAG Awards.      Axelle/Bauer-Griffin / Getty

Like at the Golden Globes, Aniston turned to Dior for this figure-hugging gown.

Read more: 34 photos that show how Jennifer Aniston's style has evolved over the years

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