“Forever Fashionable: Jennifer Aniston’s Unwavering Love for This Trouser Style Since the ’90s”

Jennifer Aniston Wearing Jeans

Jennifer Aniston has proven throughout the years that she loves wearing jeans in practically any season or occasion, making it a staple in her style. Her fashion choices have been closely monitored, and she has showcased that denim can be dressed up or down. Even though she isn’t fond of skinny jeans, she has mastered different silhouettes, including slouchy fits. Jennifer’s reliable fashion tips include some from the ’90s that are still applicable today. One example is pairing boyfriend cut jeans with a bomber jacket, which Jennifer has effortlessly pulled off.

   

Jen Wore Her Boyfriend Cut Jeans With a Bomber Jacket

The lady in question possesses a pair of cropped, straight-legged trousers that perfectly meet her boots.

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

Jen added a touch of casualness to her outfit with a pair of ripped boyfriend jeans that perfectly balanced out her luxurious coat and white sneakers. The overall look was effortless yet stylish, making it a great inspiration for anyone looking to achieve a chic and comfy outfit. Photo credit goes to Getty/PG/Bauer-Griffin.

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

The combination of a sophisticated blazer paired with skinny jeans provided a relaxed and casual touch. This look was captured in an image sourced from Getty by photographer Marc Piasecki.

Skinny Jeans Lent a Casual Touch to a Sophisticated Blazer

It’s no surprise that Jen has a pair of white jeans in her wardrobe, which she typically saves for wearing during the summer months.

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

Jen looked effortlessly stylish in her olive-toned denim that perfectly complemented her neutral-colored outfit. The combination of these hues added a touch of sophistication to her overall look. The photo, captured by Raymond Hall of Getty Images, showcases Jen’s fashion sense and proves that sometimes less is more when it comes to fashion.

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

Raymond Hall captured an image of a woman donning a stylish outfit, consisting of a pair of denim boyfriend jeans, a white shirt, and a black blazer. The ensemble was perfectly put together, making her look fashionable and trendy.

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

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This Fashion Month Belonged to '90s Supermodels

The latest Fashion Month celebrated the iconic ‘90s supermodels. They brought their unique style to the runways, and it was a huge hit among fashion enthusiasts. The boot-cut jeans made a comeback, and they looked amazing with a black jacket and brown boots.

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

Jen has found the ideal match for her bootleg jeans – a perfect pair of boots to complete the look! The image source is Getty’s Ray Tamarra.

Jen Paired These Bootleg Jeans With the Perfect Boot

Casual denim attire paired with a sweater and fedora made for a stylish and relaxed ensemble. The rolled-up jeans added a touch of cool to the overall look. The image can be attributed to Getty / BG017/Bauer-Griffin.

Slouchy, Rolled Denim Looked Cool With a Jumper and Fedora

She rocked a stylish outfit consisting of a polka-dot blouse, ripped boyfriend jeans and strappy heels. The ensemble was both chic and edgy, making a statement wherever she went. The combination of the ripped denim and delicate heels created a unique and trendy look that showcased her individuality.

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

Jen flaunted her classic brogues in a practical way by rolling up this specific pair, as seen in the photo from Getty / SMXRF/Star Max.

Jen Showed Off Her Functional Brogues by Rolling Up This Pair

Jen rocks a groovy style by pairing her bell-bottoms with a crisp white button-up blouse. The combination creates a classic yet trendy look that is perfect for any occasion. With this outfit, she can easily transition from work to happy hour with friends. The Getty image captured her confident and stylish demeanor, showcasing her fashion-forward choices.

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

During the summertime, she effortlessly donned her light-washed cropped pants and paired them with some comfortable sandals.

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

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The Boyfriend Shirt Is Having a Moment, From Selena Gomez to Kendall Jenner

The trend of the boyfriend shirt is currently in vogue, with celebrities like Selena Gomez and Kendall Jenner spotted wearing it. Jen, on the other hand, has been pairing her jeans with booties and socks for a unique touch.

Jen's Worn Booties and Socks With Her Jeans

Jen managed to transform her dark denim attire into an exquisite all-black ensemble by incorporating hints of gold. The result was a stunning and chic outfit that exuded sophistication and style. The clever use of accessories such as jewelry, belts, and shoes, added the perfect touch of glamour to her look.

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

She’s aware that white tees are the perfect match for any silhouette.

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

Whenever Jen wears denim, she has a habit of accessorizing her outfit with a scarf wrapped around her neck. This style choice is frequently seen in photos of her taken by James Devaney for Getty Images.

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

Back in the day, there was a time when she decided to show off her Converse sneakers by rolling up her flared pants. It was a fashion statement that caught people’s attention and became a trend.

She Once Rolled Up Her Flares to Reveal Converse Sneakers

Jen utilized her denim pants to enhance the appearance of her military green anorak and broad-brimmed hat.

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

Jen’s choice of attire on a rainy day was a relaxed boyfriend jean. This image is sourced from Getty/Raymond Hall.

Jen Chose a Relaxed Boyfriend Jean on a Rainy Day

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Taylor Swift Has a Princess Diana Moment in a Graphic Tee and Biker Shorts

Taylor Swift channels Princess Diana in a casual outfit consisting of a graphic tee and biker shorts. Meanwhile, Jen amps up her date night look by pairing belted flares with platform sandals and a simple black vest top.

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

Jen has a great fashion tip for the winter season – she wears her favorite denim jeans but with lots of layers. This way, she can look stylish and stay warm at the same time. It’s a simple yet effective way to beat the chilly weather. So, if you’re a denim lover, don’t pack away your jeans just yet. Follow Jen’s lead and bundle up with cozy sweaters, jackets, scarves, and hats to create a fashionable and practical winter outfit.

Jen Wears Her Denim Through Winter With Lots of Layers

She also appreciates a polished appearance with clothing properly tucked in and accessorized with a belt.

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

Back in 2009, Jennifer Aniston stunned everyone with her unexpected coolness as she rocked a pair of low-slung denim. Her style was on point and she looked effortlessly chic in the outfit. This moment proved that Jen was not only a timeless beauty but also a fashion icon. The picture of her in that denim is still remembered and admired by many fashion enthusiasts today.

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

Jen stylishly paired her dark-wash boot-cut denim with a buttoned blazer to create an elegant ensemble. The overall look is sophisticated and polished, perfect for any occasion. She effortlessly showcases that denim can be dressed up when paired with the right pieces.

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

In 2004, Jen managed to pull off a stylish Parisian look by pairing her jeans with a beret. It was a chic and effortless look that showcased her fashion sense. The timeless appeal of this combination still holds up today and can be a great inspiration for anyone looking to add a touch of French flair to their wardrobe.

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

Jen looked fabulous in her latest outfit pairing a stylish taupe wrap sweater with a pair of jeans and fashionable booties. The overall look was both chic and casual, making it perfect for a variety of occasions. Getty photographer Mario Magnani captured the moment perfectly, highlighting Jen’s impeccable fashion sense.

Jen Wore a Taupe Wrap Sweater With Her Jeans and Booties

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Picture credit:
The picture is courtesy of Getty / Arnaldo Magnani.
Related:

Julia Fox's 15 Most Jaw-Dropping Fashion Moments, From Duct Tape to Latex

Julia Fox has certainly made a name for herself in the fashion world, showcasing her unique and daring style choices. From wearing duct tape to latex, her 15 most memorable fashion moments are truly jaw-dropping. However, one look that stands out is her ability to make mom jeans look fabulous with a sheer blouse and platform shoes back in 1998. Her confidence and individuality shine through in all of her fashion choices, making her a true trendsetter.

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

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