In the ‘90s, Jennifer Aniston became a notable style icon thanks to her playing everyone’s favorite on-screen fashionista Rachel Green in Friends. The actor had a similar wardrobe as Green IRL, as they both adored the ‘90s fashion trends of slip dresses, knee-high socks, and miniskirts. Presently, Aniston still retains the badge of honor as a style queen, but her wardrobe has evolved to become more minimalistic and classic. (Think pieces that are less trend-driven and more timeless like a sleek trench coat or an everyday Celine handbag.) Over the years, Aniston’s most iconic outfits, from her countless casually chic outfits to glammed-up looks, served as reliable sources of dressing inspo for many fans.
The 52-year-old actor has no doubt opted for more daring, statement-making ensembles when the occasion calls for one — like her plunging V-neck dress at the 2017 Vanity Fair Oscar party. From her best looks to date, it’s clear that she knows what she likes — neutral tones over flashy colors. That goes for her accessories on or off the red carpet as well. When she’s not working, she prefers her daily black crossbody bags and gravitates towards minimalist clutches or pouches for celebrity events.
That said, even The Morning Show actor is not immune to an of-the-moment trend or two as they come along such as wide-leg trousers or the classic ‘90s fall combo of a leather jacket and jeans. Yet, in true Aniston fashion, she manages to make these trendy themes feel timeless. In particular, throughout her years on the red carpet, whether she’s making an appearance at a low-key media event or attending a major awards ceremony, Aniston’s given the world a virtually endless collection of stylish ensembles anyone can appreciate.
Ahead, you’ll see how the actor has adapted her style over the years through her most iconic looks yet.
26th Screen Actors Guild Awards
Aniston steers towards a classic style, but that doesn't mean she plays it safe. Her 2020 SAG Awards look proved it. The actor wore a vintage, figure-hugging white silk V-neck dress from Christian Dior by John Galliano. The silky dress had a tie detail on the hip that draped to the floor for a stylish flair.
77th Golden Globe Awards
At the 2020 Golden Globe Awards, Aniston went for a dramatic black strapless ball gown. The stylish Dior Haute Couture number featured soft ruffle details along the bodice, which created a sophisticated and romantic appearance. She also cinched in her waist (to account for the voluminous bodice) with a nearly invisible skinny black belt. A diamond ring and glistening necklace completed the look.
2018 Chanel x National Resources Defense Council Party
In 2018, Aniston attended the Chanel and NRDC benefit while wearing a full head-to-toe black ensemble from the French fashion house. A tank top was tucked into a pair of polished wide-leg trousers, which featured two rows of matching buttons. For a casual, but fashion girl-approved touch, the actor draped a cropped blazer over her shoulders instead of slipping it on all the way.
2017 Vanity Fair Oscars Party
Thigh-high splits and a plunging V-neck are two common details you can find in Aniston’s dresses for red carpet events. These daring designs were of course present in Aniston’s party look at the 2017 Vanity Fair Oscar after-party. She wore a bold black sequined dress from Atelier Versace with matching colored heels.
2016 Premiere For Office Christmas Party
While attending the premiere for Office Christmas Party in 2016, the actor wore a Roberto Cavalli dress that embraced her bohemian side. The floor-length dress featured a variety of colorful whimsical floral prints and had a V-neck design. She kept her accessories pared-back, opting for warm gold tones via a clutch and bangles.
