6 Outfits Jennifer Aniston Wore Constantly in the '90s That Remain Relevant Today

      As a fashion editor with fourteen years of experience in the industry, I’ve accumulated quite a mental collection of celebrity looks over the years. While the organization may be a bit chaotic, one category stands out — '90s celebrity looks. There’s just something captivating about that decade, whether you experienced it like I did or not. '90s fashion is so ingrained in what we still wear today that I would argue it's one of the most significant fashion eras in history. At the center of this is Jennifer Aniston.

      A figure who really requires no introduction, Aniston has always been an undeniable sweetheart—American, yes, but cherished globally. I still admire her and her outfits today, likely because she has consistently stayed true to her personal style over the years. However, it’s her outfits from the 1990s, when she gained immense fame as part of the main cast of Friends, that I often revisit for style inspiration. Feeling nostalgic, I decided to explore Aniston's '90s fashion archives this week and identified the pieces she repeatedly wore. Consequently, the ultimate Jennifer Aniston '90s capsule wardrobe was created. In just six pieces, you can replicate Aniston's iconic style with completely interchangeable items that remain relevant, making them potentially timeless. Scroll down to discover what Jennifer Aniston wore on repeat throughout the 1990s.

      **Jennifer Aniston's 6-Piece '90s Capsule Wardrobe**

      1. **Denim Shorts**

       Style Notes: Let’s kick things off with something suitable for summer. While denim shorts weren't exclusively worn by Aniston—they rank among the most essential '90s pieces—she wore them so frequently that they became integral to her style. Although they've never truly gone out of fashion, there has been an increase in tailored shorts in recent years. This summer, however, denim styles are making a strong comeback. Opt for cut-offs for an authentic '90s vibe or hemmed styles for a sleeker look. I also suggest checking your local thrift shop for affordable Levi's to customize to your liking (don’t forget to look in the men’s section).

       **Shop the Look:**

       - Levi 501® Original Shorts

       - Abercrombie & Fitch Curve Love High Rise Dad Short (this fit works wonderfully for hourglass figures).

      2. **Knee Skirts**

       Style Notes: Neither maxi nor mini, '90s trends featured skirts that hit just at the knee. Aniston wore knee-length skirts at numerous events, ranging from theater openings to film premieres. For autumn/winter 2025, knee skirts are making a notable return on runways; get ahead with some of the curated options below.

       **Shop the Look:**

       - Anthropologie Tilda Knee-Length Slip Skirt (the lace trim adds extra '90s charm).

       - LORO PIANA Vivian Cashmere-Blend Mini Skirt (simple and sleek, perfectly capturing the '90s essence).

      3. **Leopard-Print Bag**

       Style Notes: I was surprised to see how frequently Aniston carried a standout shoulder bag, often in leopard print. Leopard patterns were a hallmark of '90s fashion, but for a minimalist like Aniston, a dress or coat might have seemed excessive. Hence, the leopard-print bag came into play—a style still adored in fashion today.

       **Shop the Look:**

       - & Other Stories Leopard-Print Leather Tote Bag (a casual style that fits with everyday outfits).

       - ALAÏA Le Teckel Medium Leather Shoulder Bag (the perfect leopard-print accessory).

       - SAINT LAURENT Le 5 À 7 Embellished Leather-Trimmed Leopard-Print Pony-Hair Shoulder Bag.

      4. **Platform Flip-Flops**

       Style Notes: With sandal season approaching, Jennifer Aniston is an ideal source for '90s sandal trends, especially since she lives in L.A. While Friends was set in New York City, it was filmed in California, giving her '90s looks a notable beachy vibe. And what screams California girl more than flip-flops? Specifically, platform flip-flops—she was rarely seen without them.

       **Shop the Look:**

       - ZARA Satin-Effect Platform Sandals (the brown satin finish adds to their retro feel).

       - Ancient Greek Sandals Charys Flatform (a subtler option if that suits your style).

       - Coperni Platform Thong Sandals (a popular choice among trendy dresser circles).

      5. **Cropped Trousers**

       Style Notes: Aniston may experiment with different trouser styles now, but she has always favored cropped trousers, usually in cotton or linen and neutral colors. They paired perfectly with her collection of tank tops and baby tees—and yes, her seemingly endless variety of thick-soled flip-flops.