Jennifer Aniston’s best style moments

A perpetual style icon on and off the screen.

From her television debut all the way back in 1990, Jennifer Aniston was a style sensation. Taking on the role of the spoilt-yet-sweet character of Rachel Green in Friends, she cemented herself as a timeless style icon. Beyond popularising the ‘Rachel’ haircut and setting fashion trends on through the hit sitcom, Jennifer Aniston’s style has evolved along with her stellar career over the years.

Here’s a look back at some of her best style moments.


Before she was Rachel Green, Jennifer Aniston revived the role of Jeannie Bueller (originally portrayed by Jennifer Grey) in the television adaptation of Ferris Bueller’s Day Off. For her 55th birthday, the actress posted this throwback photo of herself on Instagram along with a poem by Stanley Kunitz.


Jennifer Aniston was an It Girl both on and off the screen. Here she is rocking the iconic ‘Rachel’ cut in a little black dress.

Jennifer Aniston portrays Rachel Green from Friends wearing a black mini dress and heels whilst sporting the rachel haircut


Jennifer knows the power of a LBD moment, it’s a staple in her wardrobe.


Who could forget the star power of Brad Pitt and Jennifer Aniston? The power couple attended the red carpet for the film Troy with Jen yet again reaching for a classic LBD.


Jennifer stole the show on this red carpet in a glittering midi gown and strappy heels.


Jennifer arrived at the Cinematheque Award Gala honouring Ben Stiller in a gown that oozes timeless elegance.


For the Golden Globes in 2010, Jennifer opted for this asymmetrical black gown with a daring thigh-high split.


Though she tends to favour more muted tones, for the 2013 Oscars Jen opted for a bright red gown.


Jen Aniston proved she was well ahead of the ‘office siren’ aesthetic when she arrived on the red carpet in 2016 in this edgy blazer-dress.


For the 2017 Vanity Fair Oscars afterparty, Jen ditched her usual wavy locks in favour of a sleek, straight ‘do. She paired that with a sequined black gown with a plunging neckline and thigh-high split.


Posing alongside Reese Witherspoon, Jen looks dreamy in a ruffled silk top and a pair of black trousers whilst promoting The Morning Show.


Jennifer Aniston is known for her style, so when her Murder Mystery 2 co-star Adam Sandler opted for a pair of sweatpants on the red carpet, it made for a hilarious interaction between the two long-time friends.


In yet another dazzling black dress moment, Jennifer Aniston sent Friends fans spiralling at the 2024 Golden Globes when she unveiled a familiar hairdo. The actress parted with her long locks in favour of a shorter, wispier cut that is very reminiscent of the iconic ‘Rachel’ she popularised 30 years ago on Friends.

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