I Re-Created Jennifer Aniston’s Most Iconic 1990s Outfits

Every time we bring up the topic of ’90s style, it’s not long before someone drops Jennifer Aniston’s name. Her style is so synonymous with ’90s fashion that it’d be hard not to give her a mention. These days, we’ve mentioned the decade quite a bit since its über-minimalistic aesthetic has continued to hold an influence on fashion two decades (and counting) later.

Pluck out any of the biggest 2019 trends at random—strappy sandals, cargo pants, baby tees, I could go on—and chances are Jennifer Aniston wore the trend first and better. From her days playing Rachel Green on-screen to her red carpet appearances, Jennifer Aniston’s 1990s outfits are a treasure trove of throwback style that feels just as nostalgic as it does cool right now. To prove it, I went ahead and used current pieces to re-create her most iconic style moments from the decade to show you how timeless those looks really are. Keep reading to fill up on inspiration from our friend Jen, see my versions of her best outfits, and then shop pieces to get the looks for yourself.

Before we dive into Jen’s dressier looks, let’s just take moment to appreciate her off-duty style. Remember when she taught us how to layer a slip dress over a T-shirt (and made her Walkman headphones into the chicest accessory of the decade)?