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Aged 35 or 56—Jennifer Aniston's Timeless Jeans-and-Sandals Pairing Always Works

By Swedan Margen

Aged 35 or 56—Jennifer Aniston's Timeless Jeans-and-Sandals Pairing Always Works

I'll admit it—the trend cycle moves fast. But I’ll stand by this: not every trend that comes "in" is destined to be dragged "out" again. Case in point? The enduring jeans-and-sandals pairing Jennifer Aniston has been wearing since 2004.

Transcending fleeting fashion moments, Aniston has long understood the lasting appeal of a flip-flop-and-jeans combo. Styling the effortless look just this week, she stepped out in baggy mid-wash jeans, a sleeveless checked top, an elegant tan hat and, of course, a relaxed pair of flip-flops.

Jennifer Aniston opens a car door wearing a plaid sleeveless top, baggy blue jeans and brown flip-flops sandals.

This certainly isn’t the first time we’ve seen her lean into the throw-on formula. In fact, the moment I spotted the new image this morning, I couldn’t help but recall a strikingly similar look from November 2004. Same relaxed blue jeans, same easy thong sandals—proof that some outfits really do stand the test of time.

Jennifer Aniston wears baggy jeans with black flip-flops and a black long sleeve top in 2004.

The enduring appeal of this classic combination lies in its simplicity: denim—a wardrobe hero that, although styles and cuts may ebb and flow in popularity, will never leave our repertoire—meets the effortless appeal of a slip-on flip-flop. The gold-star standard in easy-going, chic styling, this tried-and-true combination will continue to deliver year after year.

Read on to shop my edit of the best jeans and flip-flops below.

SHOP BAGGY JEANS AND FLIP-FLOPS:

Baggy High Jeans

This comes in UK sizes 4—30.

Leather Flip-Flops

These also come in brown, red and a snake-print design.

Trf Baggy Balloon Mid-Waist Jeans

Zara

Baggy Balloon Mid-Waist Jeans

These also come in a deeper shade of blue.

Leather Sandals With Toe Divider

Massimo Dutti

Leather Sandals With Toe Divider

I really can't see these staying in stock for long.

Volume Wide-Leg Jeans

COS

Volume Wide-Leg Jeans

Shop these while they're on sale.

Jessie Thong Sandal

Reformation

Jessie Thong Sandal

Reformation's Jessie Thongs are a fashion person's favourites.

Cary Low Rise Slouchy Wide Leg Jeans

Reformation

Cary Low Rise Slouchy Wide Leg Jeans

Style with a white tee for a simple and chic summer look.

Havaianas ® X Zara Sandals

Every great summer wardrobe starts with a pair of flip-flops.

Coral Wide Jeans – Dark Blue – Women – Arket Gb

Style with flip-flops or dress these up with a kitten heel.

Darcie Platform Flip Flops

Free People

Darcie Platform Flip Flops

The platform design adds a little extra height without sacrificing any comfort.

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Aged 35 or 56—Jennifer Aniston's Timeless Jeans-and-Sandals Pairing Always Works - Vanity Fair Fashion