32 Jennifer Aniston Outfits That Will Never Go Out Of Style

She's the ultimate style icon.

Ever since Jennifer Aniston rose to fame in the 90s for her role as Rachel Green on Friends, she has been a style inspiration. Her down-to-earth persona is echoed in her street style, which is always on trend but paired back, with a casual and carefree element.

For big events like red carpets, Aniston elevates her style, stunning her fans in rich colours, tailored dresses and gowns from the designer labels the likes of Valentino, Chanel and Dolce & Gabbana.

A big fan of wearing black and glamorous Hollywood silhouettes, she’s been a trendsetter for decades, and shows no sign of dropping her ‘it-girl’ crown. So here, we take a walk down memory lane, looking at some of her most iconic looks and outfits of all time.   


2023: Jen attends a ‘Murder Mystery 2’ photo call in Paris. (Credit: Getty)
2023: Jennifer Aniston attends the ‘Murder Mystery 2’ premiere in Los Angeles. (Credit: Getty)
2023: Jen wears a chic coat and heels in New York. (Credit: Getty)
2021: Ever the beach babe, Jen rocks a casual blue sun dress and strappy sandals, (Credit: Getty)
2020: Jen stuns at the SAG Awards in vintage white bias-cut gown, designed by John Galliano for Christian Dior. (Credit: Getty)
2020: Jen is the picture of elegance in custom Dior at the 2020 Golden Globes. (Credit: Getty)


2017: Jen glowed in black at the Vanity Fair Oscar’s party. (Credit: Image: Getty)
2015: A rust pantsuit moment at the Critics’ Choice Movie Awards. (Credit: Image: Getty)
2015: How stunning is this figure-hugging gown at the SAG awards? (Credit: Image: Getty)
2013: A shorter silhouette for the European premiere of ‘We’re The Millers’. (Credit: Image: Getty)
2013: Jen was a vision in red at the Oscars. (Credit: Image: Getty)
2012: This monochrome look was effortless glamour personified. (Credit: Image: Getty)
2010: We’re obsessed with this peach gown for the premier of ‘The Bounty Hunter’. (Credit: Image: Getty)
Jen wore a blazer and mini dress to the UK premier of ‘The Bounty Hunter’. (Credit: Image: Getty)
2010: This Golden Globes look will never go out of style. (Credit: Image: Getty)


2009: Jennifer Aniston attends the Women In Film 2009 Crystal And Lucy Awards in a reflective gold mini dress and strappy heels. (Credit: Image: Getty)
2009: Aniston attends the “Marley & Me” London Premiere in a blue corseted maxi dress. (Credit: Image: Getty)
2007: Jennifer Aniston at the The 33rd Annual People’s Choice Awards in a nude sequined gown with organic lines sewn into it. (Credit: Image: Getty)
2004: Aniston opts for a floral motif nude dress at The 56th Annual Primetime Emmy Awards. (Credit: Image: Getty)
2004: This all black buckle-neckline maxi dress was a daring and fun choice for 61st Annual Golden Globe Awards. (Credit: Image: Getty)
2003: Aniston rocks a low neckline and layered necklaces for the The 29th Annual People’s Choice Awards. (Credit: Image: Getty)
2002: This nude v-check dress and neck scarf is an iconic look from Aniston, worn at The 54th Annual Primetime Emmy Awards. (Credit: Image: Getty)
2002: Aniston rocks a skin-baring suit for the The 59th Annual Golden Globe Awards. (Credit: Image: Getty)
2001: Aniston cuts a casual figure at the “Rock Star” Los Angeles Premiere. (Credit: Image: Getty)
2001: Aniston wore a silky slip-style dress to the 27th Annual People’s Choice Awards, with ruching in the bodice. (Credit: Image: Getty)
2000: A rare departure from her neutral colour palette for the 52nd Annual Primetime Emmy Awards. (Credit: Image: Getty)
2000: Probably one of Aniston’s most famous looks of all time at The 26th Annual People’s Choice Awards. (Credit: Image: Getty)


Jen Aniston
1999: Jen embraces a bohemian look at the 1999 Emmy Awards. (Credit: Image: Getty)
Jen 1999
1999: Jen wears low rise red trousers while shopping with Brad Pitt. (Credit: Image: Getty)
Jen 1997
1997: Jen models another LBD to a ‘Cosmopolitan’ Party. (Credit: Image: Getty)
Jennifer Aniston 1995
1995: Jen wears a classic little black dress to the Seventh on Sale Gala opening. (Credit: Image: Getty)
Jennifer Aniston
1990: Jen wears a casual shirt and jeans to the NBC All Stars party. (Credit: Image: Getty)

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