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Hyewon Lee

Jennifer Aniston, 56, is still making headlines with her new boyfriend, hypnotist Jim Curtis, amid whispers of a potential elopement in Cabo this year, according to Women’s Day. She also recently revealed to Vanity Fair that she and Gwyneth Paltrow chat about their shared ex, Brad Pitt, and reflected on her feelings about the infamous “love triangle” with Angelina Jolie.
The world-famous actress has graced our screens in many unforgettable roles – from Rachel Green in Friends to Alex Levy in The Morning Show and Audrey Spitz in Murder Mystery.
Now three decades in the spotlight, Aniston has never failed to dazzle us with her fashion choices, creating countless iconic moments both on red carpets and in everyday life.
Here are some of her best looks that prove she is a style icon.
Her iconic ‘Rachel haircut’ at the 49th Primetime Emmy Awards – 1995

For her first Primetime Emmys attendance, Aniston wore a black sleeveless gown paired with elegant black opera gloves. She showcased her trendsetting “Rachel haircut” styled down in face-framing layers. She attended the event with her late Friends co-star Matthew Perry.
Rocking an LBD at a Cosmopolitan Party – 1997

In 1997, Aniston graced the August cover of Cosmopolitan. At the celebratory party hosted by the magazine, the actress wore a classic little black dress – one of her many signature looks – with her hair styled in a neat updo.
Bohemian goddess at the 51st Primetime Emmy Awards – 1999

Two years later, Aniston stepped onto the Primetime Emmy Awards red carpet alongside her then-boyfriend, Brad Pitt. She opted for a stunning beaded Randolph Duke gown.
Classic elegance for the 72nd Academy Awards – 2000

Aniston made her Oscars debut in 2000, where she chose a floor-length satin dress with a plunging V neckline. The black gown was complemented by a diamond statement choker. Next to her, Pitt opted for a classic black tuxedo.
Casual yet polished while out and about in New York – 2002

In 2002, Aniston was spotted on the streets of New York in a casual yet polished outfit. She swapped her usual classic T-shirts for a chic satin camisole, finishing the look with blue jeans, strappy sandals and a black handbag.
Stunning in Chanel at the 56th Primetime Emmy Awards – 2004

On the 56th Primetime Emmy Awards red carpet, Aniston looked gorgeous in an embellished white Chanel gown. The flowy silhouette and gold detailing paired beautifully with her tousled blonde waves.
The sparkling Versace dress at the 33rd People’s Choice Awards – 2007

Aniston was named Favourite Female Movie Star at the 2007 People’s Choice Awards. For the occasion, she selected a shimmering, form-fitting Versace dress adorned with sparkling embellishments. Her stand-out accessory was, of course, the award in her hand.
A bold red Valentino gown for the 85th Academy Awards – 2013

Entering the 2010s, Aniston stunned at the 85th Oscars with a red Valentino ball gown from the label’s spring couture runway. She paired the fitted bodice and full skirt with a matching Salvatore Ferragamo clutch.
Vintage John Galliano at the 21st Screen Actors Guild Awards – 2015

The stylish actress turned heads at the 2015 SAG Awards in a vintage John Galliano dress that featured a plunging neckline and striking patterns. She completed the look with an Amrit Jewellery statement chain, adorned with 29 black diamonds.
Roberto Cavalli prints at the Office Christmas Party premiere – 2016

The next year, Aniston wore another eye-catching pattern at the Office Christmas Party premiere. She let her bold Roberto Cavalli dress take centre stage, kept her jewellery minimal and wore her hair down.
The Atelier Versace sequin dress at the Vanity Fair Oscars Party – 2017

Aniston’s love of black dresses made a return at the 2017 Vanity Fair Oscar Party. She looked stunning in her black Atelier Versace sequin dress that exuded glamour, featuring a daring high slit and deep neckline.
Ready for business in Los Angeles – 2019

The actress impressed with her street style once again while walking around Los Angeles in 2019. She wore a polished all-black ensemble with a fitted blazer and a pair of trousers. Her belt added a touch of flair to the monochrome, and her boots finished the stylish look.
A sheer Atelier Versace number for the Murder Mystery 2 LA premiere – 2023

At the Murder Mystery 2 premiere in Los Angeles, Aniston chose a sheer minidress from Atelier Versace’s spring 2023 collection. She finished the look with a pair of strappy dark silver sandals.
A showstopping Oscar de la Renta dress for the 76th Primetime Emmy Awards – 2024

Last year, Aniston attended the 76th Emmy Awards in a beaded Oscar de la Renta gown and elegant Jimmy Choo sandals. She amped up the bling even further with diamond jewellery from Tiffany & Co.


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Jennifer Aniston

Jennifer Aniston’s most iconic fashion looks over the years – from Chanel to Versace

Jennifer Aniston has stepped out in some striking looks through the years. Photos: Getty Images

Jennifer Aniston showcased her famous “Rachel haircut” with an elegant black gown alongside Matthew Perry at the 47th Primetime Emmy Awards. Photo: Getty Images

Jennifer Aniston turned heads in a classic LBD back in 1997. Photo: Twitter @womenthusiasm

Jennifer Aniston attended the 51st Primetime Emmy Awards with then-boyfriend Brad Pitt in a gold-and-bronze beaded gown. Photo: Getty Images

Jennifer Aniston made her first appearance at the Oscars with her then-fiancé Brad Pitt in 2000, wearing a plunging black dress and diamond choker. Photo: Getty Images

Jennifer Aniston chose a satin camisole and light blue jeans for this casual look. Photo: Getty Images

Jennifer Aniston with her then-husband Brad Pitt at the 56th Primetime Emmy Awards in 2004. Photo: Reuters

Jennifer Aniston wore a shimmering Versace dress to receive the Favourite Female Movie Star award at the 33rd People’s Choice Awards in 2007. Photo: Getty Images

Jennifer Aniston wore a red Valentino gown to the 85th Academy Awards in Hollywood, California, in 2013. Photo: Reuters

Jennifer Aniston with Justin Theroux at the 2015 SAG Awards. Photo: Getty Images

Jennifer Aniston’s Roberto Cavalli dress at the Office Christmas Party premiere in 2016. Photo: Getty Images

US actress Jennifer Aniston poses as she arrives at the Vanity Fair Party following the 88th Academy Awards in February 2017. Photo: AFP

Aniston’s all-black ensemble in Los Angeles in 2019 gave her a polished, chic look. Photo: Getty Images

Jennifer Aniston wore an Atelier Versace minidress for the Murder Mystery 2 premiere. Photo: Getty Images

At the Emmys last year, Jennifer Aniston paired an Oscar de la Renta gown with Tiffany & Co. jewellery. Photo: @kristin_hahn1/Instagram

9 timepieces from Rihanna’s luxury watch collection: Cartier, Rolex, Jacob & Co and more

Rihanna poses at the Super Bowl LVII half-time show press conference in 2023; she later wore a Brilliant Skeleton Northern Lights watch from Jacob & Co. Photo: Getty Images

Audemars Piguet’s Royal Oak 77450OR with a pink dial. Photo: Handout

The Panthère de Cartier watch in yellow gold. Photo: Handout

Rihanna’s also been seen wearing the Santos de Cartier watch. Photo: Handout

Rihanna enlisted Jacob & Co to make her a watch choker featuring the Brilliant Flying Tourbillon. Photo: @fentybeauty/Instagram

Rihanna sporting her signature all-red outfit with a Jacob & Co Brilliant Skeleton Northern Lights. Photo: Jacob & Co.

Chopard’s diamond-encrusted, white gold Happy Sport from the Happy Sport Joaillerie collection. Photo: Handout

Meet Patrick Brammall, the actor playing Andy’s love interest in The Devil Wears Prada 2

Meet Australian actor and family man Patrick Brammall, who was recently spotted on the set of The Devil Wears Prada sequel with Anne Hathaway. Photo: @patrickbrammall/Instagram

Patrick Brammall at NeueHouse Hollywood in October 2017. Photo: @patrickbrammall/Instagram

Patrick Brammall at the Ritz Cinema in Sydney in July 2015. Photo: @patrickbrammall/Instagram

Patrick Brammall celebrating at The Australian Academy of Cinema and Television Arts Awards, known as the AACTA Awards. Photo: @patrickbrammall/Instagram

Patrick Brammall with his wife, Harriet Dyer. Photo: @patrickbrammall/Instagram

Patrick Brammall and Harriet Dyer are proud parents to two children. Photo: @patrickbrammall/Instagram

Patrick Brammall suffered from a rare genetic disorder in his younger years. Photo: @patrickbrammall/Instagram

Why Asian women are reclaiming tradition with teeth blackening

Aspiring fashion designer Mou Isabel Phung, who goes by Mou, at Camille Renée’s senior show at the Columbus College of Art and Design. Photo: Gabrielle Shamon

How to Style like Gemma Chan, Crazy Rich Asians actress and Cartier ambassador

Actress and Cartier ambassador Gemma Chan wears pieces from the brand’s En Équilibre high jewellery collection. Photo: Handout

Bulgari Serpenti Color Metamorphosis necklace. Photo: Handout

Louis Vuitton Virtuosity Florescence high jewellery ring. Photo: Handout

Tiffany & Co. Blue Book Sea of Wonder Seahorse brooch. Photo: Handout

Boghossian Lirya earrings. Photo: Handout

Who is Jackie Chung, who plays Belly’s mum Laurel on The Summer I Turned Pretty?

Jackie Chung plays Belly’s mum Laurel on Amazon Prime’s The Summer I Turned Pretty. Photo: @anotherjackiechung/Instagram

Jackie Chung prepares for a press event in June ahead of season three of The Summer I Turned Pretty. Photo: @anotherjackiechung/Instagram

Jackie Chung attends an event for Gold House in May 2023. Photo: @anotherjackiechung/Instagram

Jackie Chung attends an event for The Summer I Turned Pretty. Photo: @anotherjackiechung/Instagram

Jackie Chung with her husband Louis Ozawa. Photo: @anotherjackiechung/Instagram

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The star, best known for Friends and her marriage to Brad Pitt, has turned heads in everything from Valentino to Oscar de la Renta


The star, best known for Friends and her marriage to Brad Pitt, has turned heads in everything from Valentino to Oscar de la Renta.


Jennifer Aniston’s most iconic fashion looks over the years – from Chanel to Versace

.css-1c6uqr6{color:inherit;font-weight:inherit;font-size:inherit;font-family:inherit;line-height:inherit;overflow-wrap:break-word;}The star, best known for Friends and her marriage to Brad Pitt, has turned heads in everything from Valentino to Oscar de la Renta

The star, best known for Friends and her marriage to Brad Pitt, has turned heads in everything from Valentino to Oscar de la Renta