100+ Most Stylish Looks By Jennifer Aniston

Best Jennifer's Style (107)

It has been over 20 years since Friends made its debut on TV, making Jennifer Aniston a household name. The actress known for her role as the charming Rachel Green is happy that the ’90s are back in style.


Jennifer Aniston has influenced our fashion choices for a couple of solid decades. We all eagerly adopted the “Rachel” then upgraded to minimalist silhouettes as Jen grew out of her friends persona and into the early 2000s.

In an interview with Vogue, Aniston says she regrets a phase in the ’80s where she sported a bad haircut, but adds that she’s happy she kept two fashion items from the Friends set after being reminded that ’90s fashion has made a comeback.


That’s really good because I have certain things I have yet to throw away from my days on Friends. My red, squared-toe loafers might actually be making a comeback, that’s awesome. See, it’s coming back—I knew it. I also have those nice high-waisted jeans. I’m so glad I didn’t throw any of those out. I loved the ’90s,” she says.

More recently, Jen’s stayed true to a sophisticated brand of cool-girl dressing, complete with perfect denim on one hand and a chic arsenal of red carpet looks on the other. You’ve got to assume a woman who transitions so seamlessly from eveningwear to casual clothes has a pretty strong sense of style. And you’d be right. We’ve gleaned 28 fashion truths straight from some of Jennifer’s best looks. Just read on to soak up the inspiration from the actress who’s been a fashion girl all along.


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