Jennifer Aniston is one of those stars who rarely misses the mark when it comes to fashion. Her leggy, red carpet dresses consistently turn heads, her jeans and T-shirts always seem casual-cool, and her go-to wedges have sent us on our own personal shopping sprees. In short, the Emmy award-winning actress’s style can’t be beaten—and even the looks she wore in the ’90s serve as modern-day outfit inspiration.
The thing is, when Aniston likes something, she really likes it and wears it on repeat—sometimes even for decades. Looking back at the Friends alum’s best fashion moments, it’s clear that the A-lister is a pro in styling hacks and tricks. So we thought it appropriate to round them up and subsequently learn a thing or two about how to dress like one of our favorite style icons.
Keep scrolling for Jennifer Aniston’s fashion rulebook.
Invest in a Pair of Wedges
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While some people love white sneakers or sexy stilettos, Aniston’s go-to shoe is a pair of wedges. She’s been wearing this style for years, breaking it out for both casual outings and red carpet appearances. The actress does wedges so well, in fact, that she’s proved to the general public that these babies pair well with everything.
Go Beyond Your Trusty Denim
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Jeans are cool and all, but according to Aniston’s outfits, olive green cargo pants are worthy competitors. They’re still neutral and versatile and look great with all the basics in our closet—but they add a slight pop of color. Not to mention, they’re much comfier than skin-tight jeans.
Leather Isn’t Just For Jackets
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Many of us have motorcycle somethings tucked away in our closets, but the actress is a fan of leather skirts, dresses, and pants too. (A little ode to her onscreen love, Ross Gellar, perhaps?) She even wore a longer, duster-style jacket back in the ’90s, making quite The Matrix-y statement.
Hats Will Boost Any Outfit
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She could be hoping to avoid the sun. Or maybe she’s shielding herself from prying paparazzi. Or perhaps Aniston just knows a fedora can give casual outfits a little extra oomph. She frequently gives her look a laid-back, boho vibe with this type of addition, and over the years, has developed quite the hat collection.
Scarves Are Practical and Stylish
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While a scarf is no doubt a practical accessory for winter, it’s also a stylish one—just look to Aniston as proof. In fact, the Golden Globe award-winning actress has been known for pulling this styling trick since her Friends days. Follow her lead and reach for a neutral palette that will wear well with the rest of your wardrobe.
Find Your Signature Fit
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Sure, Aniston loves a boot-cut jean, but she also has a ton of baggier pants in rotation. When she opts to wear boyfriend jeans, she keeps her outfits simple and slim-fitting on top to create balance. Cuffing the bottoms of her jeans plays up the casual vibe while also allowing her to show off her footwear.
Stock Up on White Tees
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It’s hard to think of an outfit that won’t work with a white tee. This staple looks great with denim, skirts, sweats, and suits. Plus, it’s super easy to dress up or down with a blazer or jeans, respectively. To add interest, consider incorporating an accessory, like jewelry or a hat, into your look.
When in Doubt, Grab a Button-Down
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Of course, when a T-shirt seems too casual for what you’ve got going on, a button-down shirt can easily take its place. The Morning Show star has worn her fair share on the red carpet and occasionally goes for an all-black look, which is always super sleek.
While Aniston favors the full tuck with her button-downs, you can also try a half-tuck. The French tuck and side tuck are two popular ways to achieve the street style star look.
A Structured Blazer Is Extremely Versatile
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Structured and versatile, a blazer is a wardrobe staple and one of Aniston’s outfit go-to’s. While a black blazer is classic, you may also want to consider experimenting with color and proportion for an alternative look. Whether you’re wearing one for practical purposes, style points, or both, it will elevate casual and fancier outfits alike.
String Bikinis Are the Ultimate Vacation Staple
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Nothing gives off vacation vibes like hitting the beach in an itty-bitty string bikini. This swimwear is versatile and sexy, making it forever stylish—no wonder Aniston is a fan. Complement yours with a bucket hat and your beach cover-up of choice, whether that’s a caftan or jean shorts.
A Black Crossbody Is a Great Everyday Option
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Stylish and practical, black crossbody bags are a constant in Aniston’s accessory collection. Not only does the color mean you can reach for it any day of the week, but it’s also easy and hands-free for those who are always on the run. The size and fit are another bonus.
Pendant Necklaces Add Interest
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It’s pretty much guaranteed that if you find the perfect pendant necklace, you’ll start pairing it with all your outfits, from the office-appropriate ones to your throw-on-and-go looks. The Murder Mystery co-star is a prime example of this. It’s a quick and fail-safe way to add a beautiful focal point to your ‘fit.
Aviator Sunglasses Are Timeless
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Despite the different sunglass trends that are out there—tiny sunglasses, cat-eyes, wayfarers—aviators continue to remain Aniston’s favorite. They’re universally flattering, never go out of style, and give off an edge. You really can’t go wrong.
Long Black Dresses Are Foolproof
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For those who have a ton of weddings and formal events on their calendar, do as Aniston does and make sure you have a long, black dress handy. This foolproof option has helped her rule the red carpet for years and can even be worn again.
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