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6 Pieces Jennifer Aniston Wore Nonstop in the '90s That Still Feel Relevant Today

By Swedan Margen

6 Pieces Jennifer Aniston Wore Nonstop in the '90s That Still Feel Relevant Today

As a fashion editor who has been working in the industry for fourteen years now, I have built up quite the mental rolodex of celebrity looks over the years. Although the categorisation is a little messy, there's one category that's overflowing—'90s celebrity looks. There's just something about that decade isn't there—whether you lived through it like I did or not, '90s fashion is so deeply rooted in what we still wear today, I'd argue that it's one of the most important fashion eras of all time. And at its heart is Jennifer Aniston.

A woman who really ought to need no introduction, Aniston was (and remains) a bona fide sweetheart—American, yes, but one the world adopted as their own. Of course, I still admire her and her outfits today, probably because she has remained so true to her personal style throughout the years, but there's something about the outfits she wore in the 1990s, adjacent to the time she became really famous as one sixth of the principle cast of Friends, that I'll always come back to when I'm in need of some style inspiration.

Feeling nostalgic, this week I decided to look back through Aniston's '90s fashion archives and, in doing so, was able to pinpoint the pieces she wore over and over again. Thus, the ultimate Jennifer Aniston '90s capsule wardrobe was born. In just six pieces, you can re-create Aniston's iconic style for yourself with items that are totally interchangeable and, considering how relevant they still feel now, might just be trend-proof, too.

Scroll on to see the items Jennifer Aniston wore on repeat throughout the 1990s.

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

1. Denim Shorts

Jennifer Aniston wears a navy jumper, denim shorts and a pair of beige flip flops in the 90s

Style Notes: Let's start off with something summery, shall we? of course, denim shorts weren't exclusively worn by Aniston—they are one of the '90s most-tethered pieces—but she wore them so much, they became a core part of her style identity. Although they've never really gone out of style, the past few years have seen more of a penchant for tailored shorts. This summer, however, denim styles are back in a big way. Choose cut-offs for an authentic '90s feel or hemmed styles for a cleaner finish. I also recommend heading to your local charity shop to see if you can pick up some affordable Levi's to chop as you like (be sure to check the men's department).

Shop the Look:

Denim Shorts – Washed Blue – Women – Arket Gb
501® Original Shorts

Levi

501® Original Shorts

If you can't find them secondhand in your size, go straight to the source.

Curve Love High Rise Dad Short

Abercrombie & Fitch

Curve Love High Rise Dad Short

These come in Abercombie's Curve Love fit which, as an hourglass, I really rate.

2. Knee Skirts

Jennifer Aniston wears a yellow pencil skirt with a white vest top in the 90s

Style Notes: Not a maxi, not a mini—instead the '90s were all about skirt lengths that hit just on the knee. Aniston wore such skirting to a slew of events including theatre opening nights and even movie premieres. For autumn/winter 2025, knee skirts made a big runway comeback, too; get ahead of the curve with one of the emerging shopping options I've handpicked for you below.

Shop the Look:

The Tilda Knee-Length Slip Skirt: Scallop Lace Edition

Anthropologie

Tilda Knee-Length Slip Skirt

The lace trim gives this skirt even more '90s appeal.

Meadow Skirt - Butter Polka Dot

Tick off another major trend with a polka-dot style.

Vivian Cashmere-Blend Mini Skirt

LORO PIANA

Vivian Cashmere-Blend Mini Skirt

Simple and sleek—and so '90s.

3. Leopard-Print Bag

Jennifer Aniston wears a white dress with a leopard print bag in the 90s

Style Notes: One thing that surprised me was just how often I spotted Aniston carrying a statement shoulder bag which, on more than one occasion, was leopard print. Leopard motifs were a core '90s trend but, for a minimalist like Aniston, a dress or coat probably felt a little too much for her. Enter the leopard print bag; a style fashion people still love today.

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6 Pieces Jennifer Aniston Wore Nonstop in the '90s That Still Feel Relevant Today - Vanity Fair Fashion