- Though she’s most well-known for her acting career, Jennifer Aniston is also often recognized for her sleek sense of style.
- Since the start of her career, Aniston has managed to evolve her fashion sense, while also keeping true to her favorite designs.
- Aniston appears to be particularly fond of black dresses, which she’s worn repeatedly over the years in various styles.
- The actress also appears to be a fan of pantsuits, understated accessories, and pops of red throughout her looks.
Jennifer Aniston has long been admired by American women for her grounded sense of style.
Despite her celebrity and wealth, she’s always worn clothing that the average person could easily transition into their own lives. She defines the best version of the “every woman’s style,” something that has stuck with her from the very moment she appeared in the spotlight.
Follow along as we dissect Aniston’s evolution from ’90s chic to modern-day style maven.
Aniston’s big break came with her first TV role on “Friends.”
Her go-to looks included a jeans-and-T-shirt ensemble, and a classic Little Black Dress. “The Rachel” hairstyle also became a huge ’90s trend.
Just a couple years later, in 1997, Aniston is back on the red carpet in another LBD.
Her updo is a lot like one that her "Friends" character, Rachel Green, would wear.
Aniston isn't the only member of the "Friends" cast to rock a classic black dress.
For this appearance, Aniston paired her knee-length strapless gown with a shiny hairstyle.
Aniston experimented with her style a little when she was dating Brad Pitt.
This sequin-embellished dress is certainly a departure from the actress' signature style, as is her hairstyle.
Aniston dresses up her LBD with a simple necklace.
She's also sporting a shorter haircut.
In 2001, Aniston swapped out her signature black dress for another wearable look on the red carpet.
Aniston and Pitt frequently matched outfits while attending red-carpet events together.
This early 2000s outfit shows off Aniston's midriff, though she's not wearing a crop top.
While her skirt is draped, it's not part of a dress.
This look gives us an early peek at Aniston's now-famous edgy side.
We didn't expect Aniston to take this kind of fashion risk in 2002, but she still kills it.
When Aniston won an Emmy for her role on "Friends," she wore an embellished blush pink gown that was way ahead of its time.
Her choker, on the other hand, was trendy both in 2002 and now.
Aniston knows how to style a pair of black dress pants.
The all-black outfit is timeless, and her thick choker makes the look more current in 2003.
In 2004, Aniston wore a floor-length black gown with a deep V-neck and statement buckle detail to attend the Golden Globes.
The actress began to make more daring fashion decisions in the mid-2000s.
Aniston kept up with the trends of the mid-2000s in a low-cut sequin dress.
At the time, sparkles were a departure from Aniston's typically understated style.
In 2009, Aniston was still rocking a black pair of slacks.
She also made gold layered necklaces part of her signature style around this time. It's a look she still wears today.
In 2010, Aniston wore a high-slit dress to the Golden Globes, choosing a silhouette that has been seen on runways and red carpets throughout this decade.
The star has since worn multiple dresses with similar cuts.
Aniston wore a spaghetti-strap minidress to attend Spike TV's Guys Choice Awards in 2011.
The classic LBD is a look Aniston has returned to multiple times over the years.
Read more: From the 'Rachel' to the silky blowout, here's Jennifer Aniston's famous hair evolution
Aniston first stepped out with her now ex-husband (then boyfriend) Justin Theroux in a black-and-white gown for the 2012 American Cinematheque Award Gala.
The duo showed off their capacity for sophisticated couples' style.
This Valentino red dress Aniston wore to the 2013 Oscars is a truly iconic red-carpet look.
It's a simple yet attention-grabbing look.
Aniston rarely does street style at events, but she made an exception for a special screening of "Cake" in 2014.
If this navy peacoat and matching plaid dress are any indication of what she wears when she's off camera, we want to see more of it.
This dress Aniston wore to the "Horrible Bosses 2" premiere in 2014 marks a shift in her style.
Sure, she's worn looks outside of her typical style in the past, but after this asymmetric number, she starts going for it more often.
Aniston has occasionally worn outfits that fall outside of her typical style, but this assymetric number is one of her bolder looks.
Aniston wore a rust-colored suit to the 2015 Critics' Choice Movie Awards.
The delicate layered necklaces are the perfect accessory.
Aniston wowed on the red carpet at the Academy Awards in 2010 in this sparkly, semi-sheer piece.
She paired the standout dress with a pair of simple strappy heels.
The only piece that was considered chicer than a black dress in the 2010s was a black jumpsuit.
This one specifically stood out, with its asymmetric neckline and ruffle.
Aniston wore a sparkly, high-slit, low-cut gown for the 2017 Vanity Fair Oscar Party.
The actress ditched her classic girl-next-door style for the night.
In April 2017, Aniston wore a leather dress with one sleeve, an asymmetrical neckline, and a 3D statement frill detail.
This twist on a signature black dress proves Aniston has transitioned from the girl next door to a cool trendsetter.
Aniston continued to wear edgy looks and leather throughout 2017.
While attending a Louis Vuitton event in April 2017, the actress wore a strapless leather shirt and a matching black suit.
But three months later, the actress returned to her roots with a long, flowing dress.
Her black dress featured a bright floral print, adding a nice pop of color to her look.
After more than two decades' worth of red-carpet appearances, Aniston still experiments with new styles.
In June 2018, the star wore a Chanel ensemble comprised of wide-legged pants, a satin jacket, and a fringe purse.
While attending the American Film Institute's 46th Life Achievement Award Gala Tribute to George Clooney, Aniston kept things simple with a long black gown.
Her look was classic, but the textured top and uniquely-shaped straps on her dress added a modern touch.
At the December 2018 premiere of her film "Dumplin," Aniston channeled some of her earliest looks.
She wore a sparkling, long-sleeved dress paired with a black pair of strappy heels.
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