Jennifer Aniston
May 30, 2019

5 Basics Jennifer Aniston Has Been Wearing for 24 Years

by Megan Beauchamp

Jennifer Aniston Wardrobe Basics

Photo:

Sam Levi/WireImage

Fashion icon Jennifer Aniston is pretty much synonymous with '90s style. From slip dresses to straight-leg jeans to, yes, even flip-flops, her affinity for basics that rose to popularity in the '90s is unmistakable. Now, you can blame it on the fact that the style star typically shies away from following gimmicky trends or the fact that the '90s are back with fervor (hello, platform sandals and micro sunglasses), but Jen's style is at once timeless and of-the-moment in 2019.

To uncover exactly how she's managed to maintain her coveted '90s style, we culled through 24 years of Jen's best fashion moments to bring you the enduring wardrobe basics she continually wears on repeat. Spanning iconic little black dresses, tried-and-true structured blazers, and the classic sunglass style she has a penchant for, these are the proven basics Jen has been reaching for since 1995. Keep scrolling to find out which of Jennifer Aniston's wardrobe basics have been working hard for decades.

Jennifer Aniston '90s little black dress

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Richard Corkery/NY Daily News Archive via Getty Images

Then: In a slinky little black dress and strappy heels, Jen is the picture of '90s minimalism.

Jennifer Aniston little black dress

Photo:

Kevin Winter/Getty Images

Now: Twenty years later, Jen proves that the little black dress is truly timeless, no matter the silhouette.

Jennifer Aniston '90s jeans

Photo:

Sam Levi/WireImage

Then: Simple and classic, straight-leg jeans are a staple that has been in Jen's wardrobe since the '90s.

Jennifer Aniston white jeans

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Raymond Hall/GC Images

Now: Here, Jen makes a case for one of 2019's top denim trends: low-slung, straight-leg jeans.

Jennifer Aniston '90s blazer

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Ron Davis/Getty Images

Then: A structured blazer layered over jeans is a surefire way to make a casual ensemble look more polished, as Jen demonstrates here.

Jennifer Aniston blazer with jeans

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Axelle/Bauer-Griffin/FilmMagic

Now: Even today, a smart blazer with straight-leg jeans is a tried-and-true outfit formula Jen swears by.

Jennifer Aniston '90s aviator sunglasses

Photo:

Ron Davis/Getty Images

Then: Jen favored small aviators in the '90s, leaning into the micro-eyewear trend that dominated the decade.

Jennifer Aniston modern aviator sunglasses

Photo:

Marc Piasecki/GC Images

Now: Fast-forward to 2017, and Jen can still be seen sporting the classic eyewear style—just with larger frames.

Jennifer Aniston '90s flip-flops

Photo:

Bauer-Griffin/Getty Images

Then: If there's anything we've learned from culling through pics of Jen, it's that she loves a pair of flip-flops.

Jennifer Aniston flip-flop style

Photo:

Emilio Andreoli/GC Images

Now: The laid-back style is still Jen's off-duty footwear of choice.