New Yorkers Will Wear This Celeb-Concocted Ankle-Boot Outfit for the Next 3 Months

If you're feeling like we're in a bit of an ankle-boot dry spell, you're not wrong—especially as far as celebrities are concerned. Knee-high boots and flats have reigned supreme this season, but that doesn't mean ankle boots are out by any means. It's a staple shoe style that we all own. On that note, there's some new ankle-boot outfit inspiration courtesy of Sydney Sweeney.
Sweeney has been spending a lot of time in NYC to film The Housemaid, and she packed a NYC cool girl–coded wardrobe to see her through her time there. The fact of the matter is that East Coasters have a few more months of winter to contend with, and that amounts to a lot of outfits to choose. While out on a rainy night in the city, Sweeney was photographed wearing an ankle-boot outfit that makes the boots look fresh, NYC-appropriate, and very 2025. She wore a fitted black leather jacket layered over a camel sweater with a leather miniskirt, sheer tights, and black leather combat boots with a sock-like fit. I don't know about you, but I'm newly inspired to wear some leather on leather with my ankle boots. Keep scrolling to join me and shop similar pieces to Sweeney's and a few ankle boots I think you'll be into.
On Sydney Sweeney: McQueen jacket, sweater, skirt, bag, and sunglasses
Get the Look
Shop More Cool Ankle Boots

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
Here You Go: 5 Trend-Forward Fall Outfit Ideas I Think Are Wildly Chic
These looks get a yes.
-
Blue Jeans Are Fine, But for Fall, Chic People Know This Controversial Denim Trend Looks Richer
Hot take incoming…
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
5 Chic End-of-Summer Denim Outfits That Will Make You Look Like a Fashion Person
From Stockholm to Paris to London.
-
The "No White After Labor Day" Rule Is Out—These Chic Outfits Are In
Who says white has to have a season? We’re wearing it all year long.
-
The Chic 2-Piece Outfit Busy Fashion People Always Wear in September
Awkward weather, conquered.
-
Goodbye, Bubble Shorts—Everyone Everywhere Is Wearing This "Dated" Pant Trend Instead
Here's how It girls in New York, London, Copenhagen, and more are styling them in 2025.
-
Cooler Than Jeans and a T-Shirt—Everyone With Good Taste Will Wear These 15 Denim Outfits This Fall
Next time fall styling inspiration runs dry, just reference these looks.