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Jennifer Aniston Wearing Jeans

Jennifer Aniston Has Worn This Trouser Style Since the '90s — and She's Never Looked Back

Nothing separates Jennifer Aniston from her jeans. There is simply no season or occasion she won't try them on for, as we've learned over the years while tracking her style. From red carpets to date night, Jen has proven that denim isn't just a sign of a casual look.

While she's admitted skinny jeans aren't her favourite and she clearly knows how to rock a slouchy fit, the star's managed to come up with a handful of ideas for every silhouette in the book. Read on for a few of her most trustworthy lessons, some of which come from the '90s, but can still easily be applied today.

Image Source: Getty / James Devaney

Jen Wore Her Boyfriend Cut Jeans With a Bomber Jacket

Image Source: Getty / Alo Ceballos

She Owns Cropped, Straight-Legs That Go Right Down to Her Boots

Jen's Ripped Boyfriend Jeans Balanced Out a Luxe Coat and White Sneakers

Image Source: Getty / Marc Piasecki

Skinny Jeans Lent a Casual Touch to a Sophisticated Blazer

Image Source: Getty / Raymond Hall

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Jen Owns White Jeans, of Course, Which She's Reserved For Summers in the Past

Image Source: Getty / Raymond Hall

Jen's Olive-Toned Denim Worked With a Handful of Neutrals

Image Source: Getty / Raymond Hall

She Paired Her With Denim Boyfriend Jeans With a White Shirt and Black Blazer

Boot-Cut Jeans Broke Up a Black Jacket and Brown Boots

Image Source: Getty / Ray Tamarra

Jen Paired These Bootleg Jeans With the Perfect Boot

Slouchy, Rolled Denim Looked Cool With a Jumper and Fedora

Image Source: Getty / James Devaney

She Paired Ripped Boyfriend Jeans With Strappy Heels and a Polka-Dot Blouse

Jen Showed Off Her Functional Brogues by Rolling Up This Pair

Image Source: Getty / James Devaney

Jen Pairs Bell-Bottoms With a White Button-Up Blouse

Image Source: Getty / James Devaney

She Slipped Into Her Light-Wash Crops With Sandals in the Summer

Image Source: Getty / James Devaney

Jen's Worn Booties and Socks With Her Jeans

Image Source: Getty / James Devaney

Jen Made Her Dark Denim Look Like the Perfect All-Black Outfit With Pops of Gold

She Knows They Work Best in Any Silhouette With a White Tee

Image Source: Getty / James Devaney

Jen Always Seems to Wrap a Scarf Around Her Neck When She's in Her Denim

She Once Rolled Up Her Flares to Reveal Converse Sneakers

Image Source: Getty / James Devaney

Jen Used Her Jeans to Play Up a Military Green Anorak and Wide-Brim Hat

Image Source: Getty / Raymond Hall

Jen Chose a Relaxed Boyfriend Jean on a Rainy Day

Image Source: Getty / James Devaney

For Date Night, Jen Styled Her Belted Flares With Platform Sandals and a Basic Black Vest Top

Image Source: Getty / Alo Ceballos

Jen Wears Her Denim Through Winter With Lots of Layers

Image Source: Getty / James Devaney

She Likes a Proper Look Too — All Belted and Tucked In

Image Source: Getty / Ray Tamarra

In 2009, Jen Exhibited Unexpected Coolness in Some Low-Slung Denim

Jen Made Boot-Cut Dark-Wash Denim Look Sophisticated With a Buttoned Blazer

Image Source: Getty / James Devaney

Jen Pulled off a Parisian Chic Look in 2004 By Wearing Her Jeans With a Beret

Image Source: Getty / Mario Magnani

Jen Wore a Taupe Wrap Sweater With Her Jeans and Booties

Back in 1998, She Made Mom Jeans Look Fabulous With a Sheer Blouse and Platforms

Image Source: Getty / Frank Trapper

Image Source: Getty

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