We can all agree Jennifer Aniston has been serving Pinterest-worthy looks since the '90s. Now in her 50s, Aniston has cemented her signature style as unfussy, chic, and—thankfully for us—totally copyable. Although I'm in my 20s, I find myself looking to Aniston's paparazzi photos for fashion inspiration. Most recently, she's been seen in some especially easy-to-copy looks, inspiring this story. The stunning asymmetric Bottega Veneta midi dress she wore on The Tonight Show Starring Jimmy Fallon paired with strappy Saint Laurent heels is one ensemble I'd like to steal for myself. It's the epitome of how to perfect the little-black-dress look. In addition to press appearances, she has proven that her street style is also attention-worthy. The Murder Mystery 2 actress recently wore an effortless white tee and jeans that made for the perfect casual daytime outfit. Ahead, I re-created some of her standout looks with accessible brands we all know and love.
Get the Look
This midi-length coat is perfect if you're looking for chic outerwear at an affordable price point.
This 'fit is everything.
This bag is the perfect combination of edge and elegance.
The chic and classic silhouette of these black boots makes them an easy sell.
Get the Look
Aniston's got the right idea. A strapless black jumpsuit is a perfect substitute for a little black dress. This one from Revolve is so posh.
A stylish pair of stiletto sandals is a necessity, and this pair from Steve Madden is the perfect touch to any dressy outfit.
Mixed metals are for cool girls only.
Did you hear the Burch is back?
On Jennifer Aniston: Aquazzura So Nude Sandals ($695); Oliver Peoples x Brunello Cucinelli Deadani Sunglasses ($657)
Get the Look
This wool overcoat can be dressed up, as seen on Aniston, or pared down with jeans and a tee.
If you're feeling dressy, channel your most elegant self with this shift dress from Ann Taylor.
This has classic Aniston all over it.
If you ask us, Victoria Beckham's sunglasses are slept on.
On Jennifer Aniston: Bottega Veneta dress; Saint Laurent shoes
Get the Look
The asymmetrical cut of this dress is gorgeous.
Looking for elevated heels under $100? Keep an eye out for these.
Keep it classic and look effortless with this open-front trench.
Any A-lister worth her salt has a great sunglasses collection.
Get the Look
Every wardrobe needs a handy white tee.
A good pair of chic jeans is always a good investment.
You can never go wrong with a jeans-and-booties combo. These suede shoes from Sam Edelman will make any outfit look polished.
I'd personally wear a cozy sweater like this over a tee, but styling it like Aniston is a neat idea as well.
-
6 Fall 2025 Runway Trends I Already Found at Zara, H&M, and MangoAffordability's never looked so good.
-
Calling It: These Spring 2025 Revolve Items Will Be the First to Sell OutThese just nail the season's color trends.
-
I Just Saved $360 by Purchasing These New H&M Flats Instead of the Designer Pair I Originally WantedTalk about a win.
-
The $25 H&M and $50 Zara Flats I'm Buying Because This Shoe Trend Is Suddenly EverywhereIt's good enough to buy in multiples.
-
Fwrd Just Launched Its One-Day Anniversary Sale—33 Top-Tier Fashion Items That'll Go FirstShop these beautiful pieces before they sell out.
-
I Shop for a Living—30 J.Crew, Zara, and H&M Items That Will Elevate a Spring OutfitThese are all so chic.
-
I'm Over Winter—41 Spring Items Already in My Revolve CartWho's with me?
-
I'm Transitioning My Wardrobe Into Spring—32 Items I'm Eyeing From Revolve, Ref, and Net-a-PorterSpring is in the air.
