I'm in My 20s, and Jen Aniston Is in Her 50s, But I'd Wear Her Chic Outfits
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 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.
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.
If you ask us, Victoria Beckham's sunglasses are slept on.
On Jennifer Aniston: Bottega Veneta dress; Saint Laurent shoes
Get the Look
Get the Look
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.
-
Cape Tops! Round Toe Heels! H&M Studio's Holiday Drop Has 2025's Most-Anticipated Trends
See Amelia Gray's hand-picked edit.
By Anna LaPlaca
-
Black Friday Is Almost Here—This Is Everything I'm Loving From Madewell, Revolve, and H&M
Save these styles to shop during Black Friday.
By Chichi Offor
-
The Best Under-$500 Suede Items From Shopbop,Replica Store, and Revolve
The texture of the season.
By Caitlin Burnett
-
My Friend Wants a Chic Wardrobe—I Sent Her These Early Black Friday Fashion Deals
Discounted gems fromReplica Store, Zara, J.Crew, and more.
By Jennifer Camp Forbes
-
These 25 Incredibly Chic Sale Picks From Revolve Scream Fashion Person
These cool-girl picks are bound to sell out fast.
By Jennifer Camp Forbes
-
Law Roach's World: His New Book, Bag of Choice, and What He Grabs on a Target Run
"[Styling] has made my world so much bigger."
By Jasmine Fox-Suliaman
-
I'm a Gen Z Shopping Editor—35 Items I'm Buying From Revolve This Season
These are some seriously good finds.
By Grace O'Connell Joshua
-
The 34 Most Fashionable Sweaters From Shopbop, Revolve, andReplica Store
Sweater weather is here.
By Caitlin Burnett