In her 50s and fabulous! Jennifer Aniston has been serving us some serious ~lewks~ since the early 90s. Whether she’s rocking “The Rachel” or a more modern cut, the actress can pull off just about anything. Sigh. Must be nice, huh?
When it comes to fashion, Jen has proven time and again that a black dress is her absolute favorite item of clothing. As far back as 1995, the Friends star was wearing the look to red carpet events. Flash forward nearly a decade and she donned a simple black slip dress for the 2004 premiere of then-husband Brad Pitt‘s film Troy.
Jen wowed in a super sexy black gown at the 2017 Oscars. At the age of 48, she was still in such amazing shape that the stunner pulled off one of her most amazing looks ever. The We’re The Miller’s star wore a black sequined Atelier Versace gown with a deep plunging V-neckline and a left side slit that came up to her hip. After over two decades of massive stardom, a black dress continued to be Jen’s go-to look.
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Black also helps keep things simple and clean, as that’s been Jennifer’s style aesthetic she’s found her way to being one of Hollywood’s best-dressed women. She wore a plunging, black sleeveless jumpsuit to the 2021 HBO Max Friends reunion special. At the age of 52, Jen looked sensational … and her yoga-honed body looked just as fantastic as when the show debuted in 1994.
In addition to her fashion sense, Jennifer’s blown-out, golden highlighted locks are some of the most enviable tresses in Hollywood. Her longtime hairstylist Chris McMillan is known for creating “The Rachel” hairstyle in the mid-90s. Jennifer absolutely loathed the choppy layered bob, which became a worldwide hairstyle sensation after she debuted it midway through the first season of Friends.
Jennifer told Allure magazine in 2011, “I love Chris, and he’s the bane of my existence at the same time because he started that damn Rachel, which was not my best look. How do I say this? I think it was the ugliest haircut I’ve ever seen.”
The actress also hated how long it took to get the style just right. “’The Rachel’ was high maintenance,” Jen told Marie Claire. in 2013. “I’d curse Chris every time I had to blowdry. It took three brushes — it was like doing surgery!”
The Morning Show star ended up growing out “The Rachel” and has stuck primarily with a longish, blown-out straight style over the years. Sometimes she’ll rock her tresses with beachy waves, while occasionally adding a touch of curls. But Jen’s soft, straight golden locks have become her trademark look, as seen above in 2020 while wearing — what else? — a little black dress!
Keep scrolling to see all of Jennifer’s most iconic style moments.
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1995
Rachel Green, is that you? The A-lister was just 26 years old in 1995 when she catapulted to fame on Friends, which debuted on September 22, 1994.
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1996
The brunette beauty may not have starred alongside Tom Cruise and Renée Zellweger in Jerry Maguire, but she *did* attend the premiere looking hella chic in glasses and a leather jacket.
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1997
The girl next door! Jen wore a different set of specs to the premiere of Good Will Hunting on December 22, 1997. Just months later, she would go on her first date with Brad Pitt.
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1998
The 90s called and they want, well, everything back! From the updo and the heels to the tiny bag and the dainty jewelry, we’re being transported back in time, y’all.
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2000
Jen was just four months shy of her wedding to Brad in March 2000 when she attended the SAG Awards. She opted for a slinky LBD and swept-back hair. Hubba, hubba!
In an interview with Rolling Stone, she admitted that her friends worried Brad would be a “conceited f–k” at first. Awk! However, they quickly came around. “You know, if there’s ever an argument, it’s not like you can go, ‘Screw you, I’m outta here!’ You’re there for the long haul,” she said about marriage. “It’s a beautiful thing to actually realize that for the first time, to have that knowing. It takes the heat and the weight out of things.”
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2000
No shade, but The Morning Show star loves to wear black and TBH, we can’t say we blame her. That said, we were thrilled to see her in this form-fitting number at the Warner Brothers Emmy afterparty in 2000.
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2002
If you got it, flaunt it. Right, J? She showed off her, ahem, assets at the 75th Anniversary Celebration of NBC at Rockefeller Plaza on May 5, 2002.
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2002
Tan but not bland! Jennifer kept her hair sleek and simple with this below-the-knee dress and strappy metallic heels at the Hollywood Film Festival Gala in Los Angeles on October 7, 2002.
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2003
Leave it to Jen to look amazing on the red carpet … while using a cane! Right before the People’s Choice Awards in 2003, the star broke her toe and needed a walking boot. Still, she managed to stun in a plunging blazer and diamond choker.
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2004
Along came Jen! She rocked a new ‘do at the Along Came Polly premiere in Los Angeles on January 12, 2004.
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2004
Greek goddess? Nay! It’s just our girl. She shined bright at the 56th Annual Emmy Awards on September 19, 2004. Though their marriage would end the following year, Brad was also in attendance and they made one stunning couple.