I Live in NYC, and I See These 5 Trendy Shoe Pairings Everywhere I Go


(Image credit: @himichelleli)

While New Yorkers tend to dress well all year round, their fall style is where it really gets good, IMHO. As soon as the weather cools, you can spot NYC girls breaking out chic new outerwear looks, test-driving the latest denim trends, and playing around with some creative layering ideas. The same is true about their taste in shoes. Despite being in a city in which practicality comes first, New Yorkers are often the first people I see to test out the coolest shoe trends of the moment, and this season is certainly no different.

In fact, taking a stroll around the city on any given day this month, I spotted a few key themes in the footwear choices of my fellow city dwellers. It turns out that they're all favoring the below five trendy shoes. Not only that, but they all seem to agree on some styling choices that make their of-the-moment picks even more forward feeling. Sure, ballet flats are trending this fall, but if you look closely, you'll notice that NYC's most stylish set is wearing the flats with puddle-hem jeans for a cool contrast. They're likewise pairing super-sweet Mary Janes with white tube socks.

Ahead, see the five fall shoe trends they're backing and how they're styling each.

Puddle Jeans + Ballet Flats

Jeans and flats are hardly new news but leave it to the fashion crowd to paint them in a whole new light. Thanks to the satin Miu Miu pair, ballet flats are surging in every color and price imaginable. Flats may work with just about any style of jeans, but there’s a specific denim trend the fashion crowd is wearing with their favorite ballet flats. Right now, it's all about relaxed and baggy jeans, especially ones that create a puddle hem around the ankles. It's peak cool.


(Image credit: @taniceelizabeth)


(Image credit: @thatgirlyusra)

Wooly Socks + Birkenstock Bostons

While the brand's Arizona sandals are a summer staple, we haven't really seen Birkenstocks of any other form creep into fashion girls' fall and winter wardrobes, but that's changing with fall 2022 and the rising popularity of Birkenstock Boston Clogs. The "ugly" shoes are quickly becoming the It flats of the moment and NYC girls are fans of adding a layer of comfort and warmth to them via wooly socks. No matter your stance on the shoes, you can't deny that this cozy combo is fall and winter perfection.




(Image credit: @elizabethanneventer)

Midi Skirt + Tall Boots

I've been addicted to the combination of midi skirts and tall boots lately and I know I'm not alone. Recently, Bella Hadid also stepped out in the combo. She paired a denim skirt with sleek leather knee boots and long trench. We called out knee-length skirts as a big fall '22 runway trend, and although the hemline can be tricky to approach, tall boots make it feel approachable.


(Image credit: @anna__laplaca)


(Image credit: Pierre Suu/Getty Images)

Flare Jeans + Soccer Sneakers

Walk around lower Manhattan for five minutes and I guarantee you'll cross paths with at least more than one person wear soccer-inspired sneakers. New Yorkers are all over these It sneakers and have found a fresh way to wear them: with flare and bootcut jeans. You'd think that the retro sneakers and the retro denim would be a throwback overload but it somehow just works.


(Image credit: @champagnemani)


(Image credit: Getty Images)

Scrunched Socks + Mary Janes

All year, we've been wearing white crew socks with everything from loafers to sneakers and now there's a new trendy shoe that the humble accessories are enhancing. Yep, socks and mary janes are the latest shoe combination to become popular and we love the way the socks balance out the shoe's sweetness.


(Image credit: @himichelleli)


(Image credit: Affinitypicture/BACKGRID)

Up next, 8 Gen Z Celebs Who Have It-Girl Material Through and Through


Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.