If I Went Fall Shopping With Jennifer Aniston, I'd Suggest These 7 Basics

As someone who tends to stick to a wardrobe of staples—with a daily uniform that consists of a knit sweater, a leather jacket, black jeans, and boots—I consider my style icons to be those with a similar classic aesthetic. Okay, you obviously already know from the title of this story, but the legendary Jennifer Aniston is at the top of my list.

TBH, I, like many, have had an infatuation with Jen and her effortless style ever since I first started watching Friends in the '90s. (I still watch the Netflix repeats every night before I go to bed.) While I coveted her on-camera persona Rachel Green's '90s and early '00s casual-cool looks, it's Jen's real-life wardrobe—spanning everything from tried-and-true denim favorites to tailored silhouettes—that's consistently influenced me. Given her longtime affinity for staples rather than gimmicky trends (mixed with the fact that the '90s are back with fervor), it's really no surprise that Jen's signature silhouette has remained timeless for decades.

In fact, I bet if I had the privilege to go on a little shopping date with Jen (something I do think about on the regular, don't judge), I imagine we'd each stock up on fresh and forward basics to add to our simple and sophisticated arsenals. Keep scrolling to check out the fall 2019 basics I think Jen would covet based on the essentials that have been working hard in her wardrobe for years. And Jen, if you read this, DM me.


1. Wear-Everywhere Blazer
(Image credit: Getty Images)

On Jennifer Aniston: Bottega Veneta Single-Breasted Blazer ($2545); Chanel bag

It's no secret that tossing on a blazer adds instant sophistication to any outfit. Jen is clearly well aware of this (ahem, this sleek fit). I know she'd totally feel all the reworked blazers featuring slouchier fits and classic patterns that just hit the shelves this season.

Shop blazers:


2. Black Skinny Jeans
(Image credit: Backgrid)

Jen seems to live in classic denim staples. While she favors a variety of styles, black skinny jeans are definitely a front-runner. Fortunately, there's a plethora of cool and classic new silhouettes out there for fall 2019.

Shop skinny jeans:


3. Black Ankle Boots
(Image credit: Getty Images)

On Jennifer Aniston: Chanel bag

While we all probably have a variety of black booties in our closets (Jen included), an updated pair to kick off the new season doesn't hurt. This fall, it's all about those styles that have a little something extra, such as unique heel shapes or in mock-croc finishes.

Shop black booties:


4. Midi Dress
(Image credit: Getty Images)

On Jennifer Aniston: Loewe dress

Known for stepping out in midi dresses for events, Jen would likely be interested in the cool midis that are sweeping the fashion world this fall.

Shop midi dresses:


5. Duster Coat
(Image credit: Getty Images)

The simplest way to make even the most casual ensemble look polished? Toss on a sleek floor-sweeping coat. While I'd suggest a thicker, wool silhouette come winter, it's all about the lightweight styles for fall.

Shop duster coats:


6. Polished Crossbody Bag
(Image credit: Getty Images)

On Jennifer Aniston: Proenza Schouler dress; Chanel bag

If Jen goes for a bag, it's often a functional crossbody. With the ladylike-handbag trend going strong for fall 2019, she'd 100% covet the fresh offering of modern hands-free styles.

Shop crossbody bags:


7. Leather Dress
(Image credit: Getty Images)

On Jennifer Aniston: Celine dress; Saint Laurent sandals

One of Jen's forever staples just so happens to be one of the key trends for fall. Yep, it's all about the leather dress. This season, the silhouettes really run the gamut in terms of shape and hue. I could honestly see her in just about every style out there.

Shop leather dresses:

Next, check out more trends Jennifer Aniston would probably buy and skip right now.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.